US20110318882A1 - Method of restricting chip movement upon bonding to rigid substrate using spray coatable adhesive - Google Patents

Method of restricting chip movement upon bonding to rigid substrate using spray coatable adhesive Download PDF

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US20110318882A1
US20110318882A1 US13/168,219 US201113168219A US2011318882A1 US 20110318882 A1 US20110318882 A1 US 20110318882A1 US 201113168219 A US201113168219 A US 201113168219A US 2011318882 A1 US2011318882 A1 US 2011318882A1
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Prior art keywords
adhesive composition
adhesive
bonding
chip
wafer
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US13/168,219
Inventor
Xiaoming Wu
Paul Dryer
David Rhine
Anne Pearson
Jeanne Marie Saldanha Singh
Richard Wells
Joel Provence
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Funai Electric Co Ltd
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Individual
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Priority to US13/168,219 priority Critical patent/US20110318882A1/en
Assigned to LEXMARK INTERNATIONAL, INC. reassignment LEXMARK INTERNATIONAL, INC. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: PROVENCE, JOEL, WELLS, RICH, PEARSON, ANNA, DRYER, PAUL, RHINE, DAVID, SALDANHA SINGH, JEANNE MARIE, WU, XIAOMING
Publication of US20110318882A1 publication Critical patent/US20110318882A1/en
Assigned to FUNAI ELECTRIC CO., LTD reassignment FUNAI ELECTRIC CO., LTD ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: Lexmark International Technology, S.A., LEXMARK INTERNATIONAL, INC.
Abandoned legal-status Critical Current

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    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41JTYPEWRITERS; SELECTIVE PRINTING MECHANISMS, i.e. MECHANISMS PRINTING OTHERWISE THAN FROM A FORME; CORRECTION OF TYPOGRAPHICAL ERRORS
    • B41J2/00Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed
    • B41J2/005Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed characterised by bringing liquid or particles selectively into contact with a printing material
    • B41J2/01Ink jet
    • B41J2/135Nozzles
    • B41J2/16Production of nozzles
    • B41J2/1601Production of bubble jet print heads
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41JTYPEWRITERS; SELECTIVE PRINTING MECHANISMS, i.e. MECHANISMS PRINTING OTHERWISE THAN FROM A FORME; CORRECTION OF TYPOGRAPHICAL ERRORS
    • B41J2/00Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed
    • B41J2/005Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed characterised by bringing liquid or particles selectively into contact with a printing material
    • B41J2/01Ink jet
    • B41J2/135Nozzles
    • B41J2/16Production of nozzles
    • B41J2/1621Manufacturing processes
    • B41J2/1623Manufacturing processes bonding and adhesion
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41JTYPEWRITERS; SELECTIVE PRINTING MECHANISMS, i.e. MECHANISMS PRINTING OTHERWISE THAN FROM A FORME; CORRECTION OF TYPOGRAPHICAL ERRORS
    • B41J2/00Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed
    • B41J2/005Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed characterised by bringing liquid or particles selectively into contact with a printing material
    • B41J2/01Ink jet
    • B41J2/135Nozzles
    • B41J2/16Production of nozzles
    • B41J2/1621Manufacturing processes
    • B41J2/1626Manufacturing processes etching
    • B41J2/1628Manufacturing processes etching dry etching
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41JTYPEWRITERS; SELECTIVE PRINTING MECHANISMS, i.e. MECHANISMS PRINTING OTHERWISE THAN FROM A FORME; CORRECTION OF TYPOGRAPHICAL ERRORS
    • B41J2/00Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed
    • B41J2/005Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed characterised by bringing liquid or particles selectively into contact with a printing material
    • B41J2/01Ink jet
    • B41J2/135Nozzles
    • B41J2/16Production of nozzles
    • B41J2/1621Manufacturing processes
    • B41J2/164Manufacturing processes thin film formation
    • B41J2/1645Manufacturing processes thin film formation thin film formation by spincoating

Definitions

  • the present disclosure generally relates to methods of fabricating micro-fluid ejection devices, such as printheads used on inkjet printers. More particularly, the present disclosure relates to a method of fabricating a heater chip to be used in a printhead. The disclosed method uses a spray coatable adhesive which restricts the movement of the heater chip when it is bonded to a wafer.
  • ink jet printers are an example application where miniaturization continues to be pursued. This includes miniaturization of ejection chips or dies to reduce material cost of ejection heads. In reducing the ejection chip size, it is usually the chip width that must be decreased while the chip length would be tailored to the cost/performance requirements of a particular printing application.
  • These ejection chips are typically coupled with a rigid support substrate such as a silicon substrate having one or more flow features. So as ejection chips get smaller, the bonding and sealing widths to the support this rigid silicon substrate must be reduced to much less than 500 microns. This miniaturization of ejection chips then leads to challenges relating to techniques and adhesives used for bonding the chips on the support substrate. This bonding must provide narrow and robust seals and proper chip alignment to flow features on the support substrate.
  • the present disclosure provides a method of bonding a chip to a wafer at precise placement or alignment.
  • the method includes providing a substrate, coating the substrate with spray coatable adhesive composition comprising thermally activated adhesive and photoacid generator, aligning and tacking at least one chip to the adhesive coated substrate, exposing to radiation and heat, and performing thermal compression bonding. This method decreases chip movement to less than 100 microns during thermal compression bonding.
  • FIG. 1 is a partial cross-sectional diagram of a heater chip fabricated in accordance with the bonding method of the present disclosure.
  • FIG. 2 is a schematic diagram of a chip to wafer bonding process according to the present disclosure.
  • FIG. 3 is a graphical illustration of the average die movement measured after thermal compression bonding of silicon die on wafer using the bonding method of the present disclosure.
  • FIG. 4 is a graphical illustration of the adhesive strength in an ink environment of the adhesive composition used in bonding a chip to a wafer according to the method of the present disclosure.
  • the heater chip 10 includes a support substrate 20 , a silicon die 40 , and a spray coatable bond adhesive 30 formed and located between the support substrate 20 and the die 40 so as to attach them to one another.
  • the silicon die and the support substrate include vias 50 as ink flow features.
  • the bond adhesive 30 includes a thermally activated adhesive and a photoacid generator.
  • the above-described heater chip 10 is fabricated in accordance with the bonding method of the present disclosure as illustrated in the flow diagram of FIG. 2 .
  • the bonding method includes spray coating an adhesive composition on a cleaned or treated wafer surface, aligning and tacking dies on the adhesive coated wafer, exposing the wafer coated with adhesive composition to radiation and heat, performing thermal compression bonding, and baking for final cure of the adhesive.
  • the spray coatable adhesive composition may be applied onto the wafer surface using commercially available spray coating equipment such as the spray coating equipment available from the EV Group of Phoenix, Ariz. under the trade name EVG-101.
  • the spray coated adhesive is preferably baked at 70° C. for 40 minutes in a convection oven to remove the solvent.
  • the die to be bonded on the wafer may be a silicon die such as the silicon die of the heater chip for the ink jet printer.
  • the silicon die may include a photo imageable nozzle plate (PINP). So it is preferable to apply an adhesive composition than can be cured at a temperature below the glass transition temperature of the PINP, preferably at temperature below 140° C. to prevent damage of PINP during the bonding process.
  • PINP photo imageable nozzle plate
  • the alignment and tacking conditions are selected such that the die surface is sufficiently wetted by the adhesive coating with undue squeeze out and inadvertent cure of the adhesive coating.
  • the total time and temperature for aligning and tacking the dies are held within a range in which the adhesive coating remains tacky with minimal initiation of cross-linking.
  • the dies are preferably aligned at the wafer surface heated at about 70° C. to about 80° C. and tacked at pressures of about 1 to about 5 psi.
  • the wafer with the tacked dies Exposing the wafer with the tacked dies to radiation and heat solidifies the exposed area of the adhesive coating and restricts the movement of the die upon thermal compression bonding.
  • the wafer with the tacked dies is preferably exposed to an ultraviolet (UV) light of 364 nm at 1 J/cm 2 and then baked at 70° C. for 1 minute.
  • Thermal compression bonding is then performed and followed by a final curing step to complete the bonding process.
  • the final curing may be conducted at a temperature of about 130° C. for about 2 hours.
  • the bonded die-to-wafer is diced into die-to-support substrate assembly preferably for used as heater chip of ink jet printer.
  • the epoxy based resin includes a mixture of a solid epoxy resin and a liquid or semi-liquid epoxy resin.
  • a suitable example of the solid epoxy resin includes a bisphenol A epoxy resin available from Hexion Performance Chemicals, Inc. under the trade name EPON 1007F having an epoxide equivalent of greater than about 1000 g/eq.
  • An “epoxide equivalent” is the number of grams of resin containing 1 gram-equivalent of epoxide.
  • An example of liquid or semi-liquid epoxy resin includes a hydrogenated bisphenol A epoxy resin available from CVC Thermoset Specialties Division of Emerald Performance Materials under the trade name EPALLOY 5000 having an epoxide equivalent of about 210 to about 230 g/eq.
  • thermal acid generator is antimony-based thermal acid generator such as ammonium hexafluoroantimonate thermal acid generator available from King Industries under the trade name NACURE XC-7231 having an activation temperature of about 90° C.
  • concentration of thermal acid generator in the adhesive composition may be in an amount ranging from about 1.5 to about 3 parts by weight per 100 parts by weight of the epoxy based resin.
  • a higher concentration of thermal acid generator results in ink flocculation issues while lower concentration results in insufficient curing.
  • the thermal acid generator may preferably be in an amount of about 1.5 to about 2 parts by weight per 100 parts by weight of the epoxy based resin.
  • the most preferred amount of thermal acid generator is in an amount of 1.5 parts by weight per 100 parts by weight of the epoxy based resin. This preferred amount of thermal acid generator results in adhesive composition having a glass transition temperature of about 90° C. to about 100° C., and provides sufficient curing, good ink compatibility and good adhesion.
  • a suitable example of solvent to provide appropriate viscosity of the adhesive composition is methyl ethyl ketone (MEK) or propylene glycol monomethyl ether acetate (PGMEA).
  • MEK methyl ethyl ketone
  • PGMEA propylene glycol monomethyl ether acetate
  • the adhesive composition may have a viscosity of less than about 10 cps. More preferably, the adhesive composition may have a viscosity of about 1 to about 2 cps making it suitable for spray coating.
  • MEK is a volatile solvent and has a lower boiling point than PGMEA.
  • the adhesive composition most preferably includes a MEK solvent which provides good spray coating performance and sufficient solvent removal.
  • the adhesive composition optionally includes a silane adhesion promoter.
  • silane adhesion promoter is an epoxy silane such as 3-glycidyloxypropyl trimethoxysilane commercially available from Sigma Aldrich Corporation. Adhesion may also be improved by applying a silane adhesion promoter to at least one of the adhering surfaces. These adhering surfaces may include the adhering substrate surface, die surface or adhesive coating surface.
  • Adhesive Formulation 1 not containing photoacid generator, provides better adhesion even without additional silane treatment on the adhesive coating surface during bonding.
  • Adhesive Formulation 1 a force of above 200 N was required to peel the bonded silicon die from the wafer after soaking in water at a temperature of 100° C. for 8 hours.
  • a peeling force of less than 200 N was required when using Adhesive Formulations 3, 4, 5 and 6, containing photoacid generator, without additional silane treatment on the adhesive coating surface during bonding.
  • adhesion strength of the adhesive composition used in the bonding method of the present disclosure to can be improved by an additional silane treatment on the adhesive coating surface during bonding, as shown by the results of Adhesive Formulation 3 in Table 2 in which peeling force increased from 145 N to 225 N.
  • Adhesive Formulation 1 2 3 4 5 6 Adhesion Strength 225 205 145 158 150 110 in terms of Peel Force, N (w/o silane treatment on top adhesive coating surface) Adhesion Strength in 220 225 terms of Peel Force, N (w/silane treatment on top adhesive coating surface) Minimum Seal Width, 80 80 ⁇ m (through Helium Leak test) Corrosion Resistance good Ink Flocculation Pass Pass Pass Robustness Ink Resistance, wt. % ⁇ 0.15 0.60 1.22 change (dye based ink) Ink Resistance, wt. % ⁇ 1.00 0.39 0.79 change (pigment based ink)
  • FIG. 4 graphically illustrates the average force required to peel a silicon die bonded on a wafer using Adhesive Formulation 492-34 with additional silane treatment on adhering surfaces, and taken before (T0) and after one week (T1) soaking in cyan ink (Dye-C), magenta pigment ink (Pigment-M) and mono pigment (Mono) at a temperature of 60° C.
  • cyan ink Dye-C
  • Mogment-M magenta pigment ink
  • Mono mono pigment
  • the bond formed from the Adhesive Formulation 3 showed a weight change of 1.22% after soaking in dye based ink at a temperature of 60° C. for 10 weeks, and a weight change of 0.79% after soaking in pigment based ink at a temperature of 60° C. for 10 weeks. It also passed ink flocculation robustness test in which there was no significant growth of pigment ink particles after soaking in ink at a temperature of 60° C. for 4 weeks. This indicates that the adhesive composition used in the bonding method of the present disclosure can provide a robust ink seal having good resistance to ink and corrosion.
  • the adhesive composition being prepared for the bonding method of the present disclosure can reliably seal at a width as narrow as 80 ⁇ m, as confirmed by the helium (He) leak test result of Adhesive Formulation 3 presented in Table 2.
  • the basic leak test structure consists of a silicon or glass wafer with fluidic ports bonded to another wafer consisting of etched channels. The etched channels are paired through a seal having widths ranging from 80 ⁇ m to 400 ⁇ m. The wafer is positioned on an X/Y table such that the pressurized He flow channel is over one access port, and an adjacent “sniff/sense” channel being separated from the He flow channel with the seal at a width of interest is over another access port leading to a mass spectrometer (MS).
  • MS mass spectrometer
  • the seals are lowered onto the test wafer.
  • the tester evacuates both channels and then opens the valve which supplies He at about 1 atm (14.7 psia) pressure to the He flow channel.
  • the MS detects the He that leaks through the seal which separates the He flow channel from the sniff/sense channel.
  • the MS reads over time the He flow rate coming from the “sniff/sense” access port.
  • the tester waits for the leaked He flow rate to stabilize, i.e. around 30 seconds. A leaked He flow rate of less than 1 ⁇ 10 ⁇ 8 cm 3 /s is considered as “pass”.

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  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

A method of bonding a chip to a wafer at precise alignment suitable for fabricating a heater chip in an ink jet printhead is provided. The method includes spray coating an adhesive composition on a surface of a substrate, aligning and tacking at least one chip to the substrate coated with the adhesive composition, exposing the substrate tacked with at least one chip coated with the adhesive composition to radiation and heat, and performing thermal compression bonding. The method uses a spray coatable adhesive composition comprising a thermally activated adhesive and a photoacid generator.

Description

    CROSS REFERENCES TO RELATED APPLICATIONS
  • This patent application is related to and claims priority to U.S. Provisional Patent Application Ser. No. 61/358,179, filed Jun. 24, 2010, entitled “Formula and Process for Ejection Chips in Micro-fluid Applications” and assigned to the assignee of the present application.
  • STATEMENT REGARDING FEDERALLY SPONSORED RESEARCH OR DEVELOPMENT
  • None.
  • REFERENCE TO SEQUENTIAL LISTING, ETC.
  • None.
  • BACKGROUND
  • 1. Field of the Invention
  • The present disclosure generally relates to methods of fabricating micro-fluid ejection devices, such as printheads used on inkjet printers. More particularly, the present disclosure relates to a method of fabricating a heater chip to be used in a printhead. The disclosed method uses a spray coatable adhesive which restricts the movement of the heater chip when it is bonded to a wafer.
  • 2. Description of the Related Art
  • In the field of micro-fluid ejection devices, ink jet printers are an example application where miniaturization continues to be pursued. This includes miniaturization of ejection chips or dies to reduce material cost of ejection heads. In reducing the ejection chip size, it is usually the chip width that must be decreased while the chip length would be tailored to the cost/performance requirements of a particular printing application. These ejection chips are typically coupled with a rigid support substrate such as a silicon substrate having one or more flow features. So as ejection chips get smaller, the bonding and sealing widths to the support this rigid silicon substrate must be reduced to much less than 500 microns. This miniaturization of ejection chips then leads to challenges relating to techniques and adhesives used for bonding the chips on the support substrate. This bonding must provide narrow and robust seals and proper chip alignment to flow features on the support substrate.
  • When using a thermally activated adhesive to bond miniaturized chips or dies onto a wafer substrate, a problem arises with respect to the alignment of the chips or dies to the wafer. The chips or dies move during the thermal compression bonding process. This results in the misalignment of the flow features on the chips or dies to the flow features of the wafer substrate. Unfortunately, the measured die or chip movement is more than 100 microns. This amount of movement is unacceptable because it is beyond the alignment tolerance of the chip to wafer when used for a heater chip in a printhead. Thus, there is a need for an improved bonding technique to be used when manufacturing miniaturized ejection head components in a printhead in an ink jet printers.
  • SUMMARY
  • The present disclosure provides a method of bonding a chip to a wafer at precise placement or alignment. The method includes providing a substrate, coating the substrate with spray coatable adhesive composition comprising thermally activated adhesive and photoacid generator, aligning and tacking at least one chip to the adhesive coated substrate, exposing to radiation and heat, and performing thermal compression bonding. This method decreases chip movement to less than 100 microns during thermal compression bonding.
  • The features and advantages of the present disclosure will be more understood through the detailed description and in reference to the figures which follow.
  • BRIEF DESCRIPTION OF THE DRAWINGS
  • FIG. 1 is a partial cross-sectional diagram of a heater chip fabricated in accordance with the bonding method of the present disclosure.
  • FIG. 2 is a schematic diagram of a chip to wafer bonding process according to the present disclosure.
  • FIG. 3 is a graphical illustration of the average die movement measured after thermal compression bonding of silicon die on wafer using the bonding method of the present disclosure.
  • FIG. 4 is a graphical illustration of the adhesive strength in an ink environment of the adhesive composition used in bonding a chip to a wafer according to the method of the present disclosure.
  • DETAILED DESCRIPTION
  • It is to be understood that various omissions and substitutions of equivalents are contemplated as circumstances may suggest or render expedient, but these are intended to to cover the application or implementation without departing from the spirit or scope of the claims of the present disclosure. It is to be understood that the present disclosure is not limited in its application to the heater chip of an ink jet printer set forth in the following description. The present disclosure is capable of other embodiments and of being used in various applications. Also, it is to be understood that the phraseology and terminology used herein is for the purpose of description and should not be regarded as limiting. The use of “including,” “comprising,” or “having” and variations thereof herein is meant to encompass the items listed thereafter and equivalents thereof as well as additional items. Further, the terms “a” and “an” herein do not denote a limitation of quantity, but rather denote the presence of at least one of the referenced item.
  • With reference to FIG. 1, there is shown, in partial cross-sectional view, a portion of a heater chip 10 for an ink jet printhead being fabricated in accordance with a bonding method of the present disclosure. The heater chip 10 includes a support substrate 20, a silicon die 40, and a spray coatable bond adhesive 30 formed and located between the support substrate 20 and the die 40 so as to attach them to one another. The silicon die and the support substrate include vias 50 as ink flow features. The bond adhesive 30 includes a thermally activated adhesive and a photoacid generator.
  • The above-described heater chip 10 is fabricated in accordance with the bonding method of the present disclosure as illustrated in the flow diagram of FIG. 2. The bonding method includes spray coating an adhesive composition on a cleaned or treated wafer surface, aligning and tacking dies on the adhesive coated wafer, exposing the wafer coated with adhesive composition to radiation and heat, performing thermal compression bonding, and baking for final cure of the adhesive.
  • The wafer can be a silicon wafer and may include one or more vias and alignment fiducials (reference points). The one or more vias may be formed through deep reactive ion etching (DRIE) process. The wafer may be cleaned with a combination of oxygen and argon plasma. The cleaned wafer surface may be further treated with silane adhesion promoter. The silane adhesion promoter may be applied with a spinner followed by a 25 minute oven bake at 112° C.
  • The spray coatable adhesive composition may be applied onto the wafer surface using commercially available spray coating equipment such as the spray coating equipment available from the EV Group of Phoenix, Ariz. under the trade name EVG-101. The spray coated adhesive is preferably baked at 70° C. for 40 minutes in a convection oven to remove the solvent.
  • The die to be bonded on the wafer may be a silicon die such as the silicon die of the heater chip for the ink jet printer. The silicon die may include a photo imageable nozzle plate (PINP). So it is preferable to apply an adhesive composition than can be cured at a temperature below the glass transition temperature of the PINP, preferably at temperature below 140° C. to prevent damage of PINP during the bonding process.
  • The alignment and tacking conditions are selected such that the die surface is sufficiently wetted by the adhesive coating with undue squeeze out and inadvertent cure of the adhesive coating. The total time and temperature for aligning and tacking the dies are held within a range in which the adhesive coating remains tacky with minimal initiation of cross-linking. The dies are preferably aligned at the wafer surface heated at about 70° C. to about 80° C. and tacked at pressures of about 1 to about 5 psi.
  • Exposing the wafer with the tacked dies to radiation and heat solidifies the exposed area of the adhesive coating and restricts the movement of the die upon thermal compression bonding. The wafer with the tacked dies is preferably exposed to an ultraviolet (UV) light of 364 nm at 1 J/cm2 and then baked at 70° C. for 1 minute. Thermal compression bonding is then performed and followed by a final curing step to complete the bonding process. The final curing may be conducted at a temperature of about 130° C. for about 2 hours. After the final cure, the bonded die-to-wafer is diced into die-to-support substrate assembly preferably for used as heater chip of ink jet printer.
  • The spray coatable adhesive composition used in bonding the chips to the wafer according to the method of the present disclosure is prepared to include a photoacid generator and a thermally activated adhesive. The thermally activated adhesive comprises an epoxy based resin and thermal acid generator. The adhesive composition is also prepared to have a low viscosity which enables it to be spray coatable allowing for ease of application. It is preferable that the adhesive composition has a viscosity of less than 10 cps, The adhesive composition is prepared to comprise an epoxy based resin, a thermal acid generator, a to photoacid generator and a solvent.
  • The epoxy based resin includes a mixture of a solid epoxy resin and a liquid or semi-liquid epoxy resin. A uitable example of the solid epoxy resin includes a bisphenol A epoxy resin available from Hexion Performance Chemicals, Inc. under the trade name EPON 1007F having an epoxide equivalent of greater than about 1000 g/eq. An “epoxide equivalent” is the number of grams of resin containing 1 gram-equivalent of epoxide. An example of liquid or semi-liquid epoxy resin includes a hydrogenated bisphenol A epoxy resin available from CVC Thermoset Specialties Division of Emerald Performance Materials under the trade name EPALLOY 5000 having an epoxide equivalent of about 210 to about 230 g/eq. EPON 1007F and EPALLOY 5000 are difunctional epoxy resins and a person of ordinary skill in the art can calculate its average molecular weight based on the epoxide equivalent. EPON 1007F is a high molecular weight epoxy resin having an average molecular weight of greater than 2000 Daltons. EPALLOY 5000 is a low molecular weight epoxy resin having an average molecular weight of less than 500 Daltons. The ratio of the solid epoxy resin to the liquid or semi-liquid epoxy resin is controlled to provide an adhesive composition being non-tacky at ambient condition. This allows for ease of handling and transport while providing tack when exposed to heat for ease of tacking the dies. The ratio of the solid epoxy resin to liquid or semi-liquid epoxy resin in the adhesive composition may be in a range from about 80:20 to about 65:35. Most preferably the ratio is 65:35.
  • A suitable example of thermal acid generator is antimony-based thermal acid generator such as ammonium hexafluoroantimonate thermal acid generator available from King Industries under the trade name NACURE XC-7231 having an activation temperature of about 90° C. The concentration of thermal acid generator in the adhesive composition may be in an amount ranging from about 1.5 to about 3 parts by weight per 100 parts by weight of the epoxy based resin. A higher concentration of thermal acid generator results in ink flocculation issues while lower concentration results in insufficient curing. The thermal acid generator may preferably be in an amount of about 1.5 to about 2 parts by weight per 100 parts by weight of the epoxy based resin. The most preferred amount of thermal acid generator is in an amount of 1.5 parts by weight per 100 parts by weight of the epoxy based resin. This preferred amount of thermal acid generator results in adhesive composition having a glass transition temperature of about 90° C. to about 100° C., and provides sufficient curing, good ink compatibility and good adhesion.
  • The photoacid generator allows the rheology of the adhesive composition to change upon exposure to radiation and heat. A suitable example of a photoacid generator is a tris(trifluoromethanesulfonyl)methide photoacid generator available from Ciba Inc. under trade designation GSID 26-1. The photoacid generator may preferably be in an amount of about 1.5 to about 2 parts by weight per 100 parts by weight of the epoxy based resin. The most preferred amount of photoacid generator is in an amount of 1.5 parts by weight per 100 parts by weight of the epoxy based resin. The spray coatable adhesive composition may preferably include the thermal acid generator and the photoacid generator at a weight ratio of about 1:2 to about 2:1. The most preferable weight ratio of the thermal acid generator to the photoacid generator is 1:1.
  • A suitable example of solvent to provide appropriate viscosity of the adhesive composition is methyl ethyl ketone (MEK) or propylene glycol monomethyl ether acetate (PGMEA). The adhesive composition may have a viscosity of less than about 10 cps. More preferably, the adhesive composition may have a viscosity of about 1 to about 2 cps making it suitable for spray coating. MEK is a volatile solvent and has a lower boiling point than PGMEA. The adhesive composition most preferably includes a MEK solvent which provides good spray coating performance and sufficient solvent removal.
  • The adhesive composition optionally includes a silane adhesion promoter. Suitable example of silane adhesion promoter is an epoxy silane such as 3-glycidyloxypropyl trimethoxysilane commercially available from Sigma Aldrich Corporation. Adhesion may also be improved by applying a silane adhesion promoter to at least one of the adhering surfaces. These adhering surfaces may include the adhering substrate surface, die surface or adhesive coating surface.
  • The photoacid generator in the adhesive composition helps in keeping the die in place during thermal compression bonding and final curing. During UV radiation exposure, the photoacid generator in the adhesive composition is activated and forms super acid which initiates epoxy cross-linking reaction upon additional heat exposure. The exposed adhesive area cross-links and solidifies which then prevents die movement in subsequent thermal compression bonding and final curing. FIG. 3 illustrates average displacement of silicon dies from corresponding alignment fiducials in silicon wafer after thermal compression bonding using adhesive formulations listed in Table 1. These average die displacements are measured along X and Y axes.
  • TABLE 1
    Thermal
    Acid Photoacid Maximum
    EPON1007F/ Generator Generator Die
    Adhesive EPALLOY5000 per hundred per hundred Movement
    Formulation resin weight ratio resin (phr) resin (phr) (μm)
    1 65/35 3 0 160
    2 65/35 1.5 1 40
    3 65/35 1.5 1.5 6
    4 65/35 2 1.5 15
    5 65/35 3 1.5 10
    6 65/35 1.5 3 6
  • With reference to FIG. 3, an average die movement of more than 100 μm was measured along X axis when using adhesive composition without photoacid generator, such as the Adhesive Formulation 1. Average die movement of less than 100 microns was measured along both X and Y axes when bonding using adhesive compositions containing photoacid generator, such as Adhesive Formulations 2, 3, 4, 5 and 6. The use of adhesive composition containing photoacid generator in bonding the silicon dies to silicon wafer can restrict die movement to less than 10 microns as observed with Adhesive Formulations 3 and 6.
  • The adhesion performance of the adhesive formulations listed in Table 1 was evaluated. In reference to Table 2, Adhesive Formulation 1, not containing photoacid generator, provides better adhesion even without additional silane treatment on the adhesive coating surface during bonding. With Adhesive Formulation 1, a force of above 200 N was required to peel the bonded silicon die from the wafer after soaking in water at a temperature of 100° C. for 8 hours. On the other hand, a peeling force of less than 200 N was required when using Adhesive Formulations 3, 4, 5 and 6, containing photoacid generator, without additional silane treatment on the adhesive coating surface during bonding. But, adhesion strength of the adhesive composition used in the bonding method of the present disclosure to can be improved by an additional silane treatment on the adhesive coating surface during bonding, as shown by the results of Adhesive Formulation 3 in Table 2 in which peeling force increased from 145 N to 225 N.
  • TABLE 2
    Adhesive Formulation 1 2 3 4 5 6
    Adhesion Strength 225 205 145 158 150 110
    in terms of Peel
    Force, N (w/o
    silane treatment
    on top adhesive
    coating surface)
    Adhesion Strength in 220 225
    terms of Peel Force,
    N (w/silane
    treatment on top
    adhesive coating
    surface)
    Minimum Seal Width, 80 80
    μm (through
    Helium Leak test)
    Corrosion Resistance good
    Ink Flocculation Pass Pass Pass
    Robustness
    Ink Resistance, wt. % −0.15 0.60 1.22
    change (dye based ink)
    Ink Resistance, wt. % −1.00 0.39 0.79
    change (pigment based
    ink)
  • FIG. 4 graphically illustrates the average force required to peel a silicon die bonded on a wafer using Adhesive Formulation 492-34 with additional silane treatment on adhering surfaces, and taken before (T0) and after one week (T1) soaking in cyan ink (Dye-C), magenta pigment ink (Pigment-M) and mono pigment (Mono) at a temperature of 60° C. There was no degradation on the adhesive strengths of the Adhesive Formulation 3 after soaking in ink at a temperature of 60° C. for 1 week. This confirms that the adhesive composition used for bonding chips to wafer according to the method of the present disclosure, maintains good adhesion performance with an ink environment. It can also to provide a robust ink seal having good corrosion and ink resistance.
  • As presented in Table 2, the bond formed from the Adhesive Formulation 3 showed a weight change of 1.22% after soaking in dye based ink at a temperature of 60° C. for 10 weeks, and a weight change of 0.79% after soaking in pigment based ink at a temperature of 60° C. for 10 weeks. It also passed ink flocculation robustness test in which there was no significant growth of pigment ink particles after soaking in ink at a temperature of 60° C. for 4 weeks. This indicates that the adhesive composition used in the bonding method of the present disclosure can provide a robust ink seal having good resistance to ink and corrosion.
  • The adhesive composition being prepared for the bonding method of the present disclosure can reliably seal at a width as narrow as 80 μm, as confirmed by the helium (He) leak test result of Adhesive Formulation 3 presented in Table 2. The basic leak test structure consists of a silicon or glass wafer with fluidic ports bonded to another wafer consisting of etched channels. The etched channels are paired through a seal having widths ranging from 80 μm to 400 μm. The wafer is positioned on an X/Y table such that the pressurized He flow channel is over one access port, and an adjacent “sniff/sense” channel being separated from the He flow channel with the seal at a width of interest is over another access port leading to a mass spectrometer (MS). The seals are lowered onto the test wafer. The tester evacuates both channels and then opens the valve which supplies He at about 1 atm (14.7 psia) pressure to the He flow channel. The MS detects the He that leaks through the seal which separates the He flow channel from the sniff/sense channel. The MS reads over time the He flow rate coming from the “sniff/sense” access port. The tester waits for the leaked He flow rate to stabilize, i.e. around 30 seconds. A leaked He flow rate of less than 1×108 cm3/s is considered as “pass”.
  • An example preparation of the spray coatable adhesive composition used for bonding chips to wafer according to the method of the present disclosure is presented in Table 3. It is to be understood that this adhesive composition, its corresponding evaluation results and bonding method that have been described provide an example illustration of the present disclosure and should not be construed as a limitation of the present disclosure.
  • TABLE 3
    Trade Name/
    Component Common Name Chemical Description Loading Supplier
    Resin EPON 1007F solid bisphenol A epoxy resin 65 wt. % resin Hexion Performance
    Chemicals
    EPALLOY 5000 viscous liquid hydrogenated 35 wt. % resin CVC Thermoset
    bisphenol A epoxy resin Specialties
    Thermal Acid NACURE XC-7231* ammonium   1.5 phr King Industries
    Generator hexafluoroantimonate
    Photoacid GSID 26-1 tris(trifluoromethanesulfonyl)methide   1.5 phr Ciba Inc.
    Generator
    Adhesion Silane 3-glycidyloxypropyl  1.35 phr Sigma Aldrich Corp.
    Promoter trimethoxysilane
    Solvent MEK methyl ethyl ketone 1560 phr Sigma Aldrich Corp.
    *NACURE XC-7231 is pre-disolved in gama-butyrolactone (Sigma-Aldrich) at weight ratio of 50:50
  • The foregoing description of several methods and an example of the present disclosure has been presented for purposes of illustration. It is not intended to be exhaustive or to limit the invention to the precise steps and/or forms disclosed, and obviously many modifications and variations are possible in light of the above teaching. It is intended that the scope of the invention be defined by the claims appended hereto.

Claims (2)

1. A method of bonding a chip to a wafer, comprising:
providing a substrate;
spray coating an adhesive composition on a surface of the substrate, the adhesive composition including an epoxy based resin, a thermal acid generator, a photoacid generator and a solvent;
aligning and tacking at least one chip to the substrate coated with the adhesive composition;
exposing the substrate tacked with at least one chip coated with the adhesive composition to radiation and heat; and
performing thermal compression bonding.
2. The method of claim 1, wherein the providing of substrate comprises providing a silicon wafer having vias.
US13/168,219 2010-06-24 2011-06-24 Method of restricting chip movement upon bonding to rigid substrate using spray coatable adhesive Abandoned US20110318882A1 (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20120082933A1 (en) * 2010-09-30 2012-04-05 Xiaoming Wu Formulations for environmentally friendly photoresist film layers
EP3412737A4 (en) * 2016-04-01 2019-01-09 LG Chem, Ltd. Ink composition, cured patterns produced thereby, heating element including same, and manufacturing method therefor
JPWO2019038977A1 (en) * 2017-08-24 2020-08-06 古河電気工業株式会社 Coating material for optical fiber, coated optical fiber, and method for manufacturing coated optical fiber

Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH06207153A (en) * 1993-01-11 1994-07-26 Murata Mfg Co Ltd Adhesive for piezoelectric vibration gyro and piezoelectric vibration gyro using the same
US5545281A (en) * 1991-11-27 1996-08-13 Nec Corporation Method of bonding circuit boards
US6121339A (en) * 1996-03-15 2000-09-19 Sony Chemicals Corporation Cationically polymerizable epoxy resins and optical information recording medium made therefrom
US6774493B2 (en) * 1997-07-21 2004-08-10 M. A. Capote Semiconductor flip-chip package and method for the fabrication thereof
US6796019B2 (en) * 1998-06-19 2004-09-28 Lexmark International, Inc. Process for making a heater chip module
US20070235127A1 (en) * 2003-12-11 2007-10-11 Joseph Kuczynski Photochemically and thermally curable adhesive formulations
US7345140B2 (en) * 2004-01-21 2008-03-18 Daicel Chemical Industries, Ltd. Phenol-reacted non-ester alicyclic diepoxides
US20080073741A1 (en) * 2006-03-21 2008-03-27 Promerus Llc Methods and materials useful for chip stacking, chip and wafer bonding
US20080142992A1 (en) * 2006-12-14 2008-06-19 Joachim Mahler Molding compound adhesion for map-molded flip-chip
US20100207261A1 (en) * 2009-02-19 2010-08-19 General Electric Company Chip attach adhesive to facilitate embedded chip build up and related systems and methods

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6193359B1 (en) 1998-04-21 2001-02-27 Lexmark International, Inc. Ink jet print head containing a radiation curable resin layer
US6358354B1 (en) 2000-07-05 2002-03-19 Lexmark International, Inc. UV and thermally curable adhesive formulation
US6800371B2 (en) 2001-03-07 2004-10-05 3M Innovative Properties Company Adhesives and adhesive compositions containing thioether groups
US6834937B2 (en) 2002-08-13 2004-12-28 Lexmark International, Inc. Printhead corrosion protection
WO2004099286A1 (en) * 2003-05-07 2004-11-18 Mitsui Chemicals, Inc. Cationically photopolymerizable resin composition and optical disk surface protection material
US7192991B2 (en) * 2003-11-26 2007-03-20 3M Innovative Properties Company Cationically curable composition
US20060207720A1 (en) 2005-03-18 2006-09-21 Konica Minolta Holdings, Inc. Manufacturing method of inkjet head, and adhesive agent composition
US7571979B2 (en) 2005-09-30 2009-08-11 Lexmark International, Inc. Thick film layers and methods relating thereto
US7766455B2 (en) 2006-03-29 2010-08-03 Lexmark International, Inc. Flexible adhesive materials for micro-fluid ejection heads and methods relating thereto
US20070236542A1 (en) 2006-03-29 2007-10-11 Graham David C Adhesive Compositions, Micro-Fluid Ejection Devices, and Methods for Attaching Micro-Fluid Ejection Heads
WO2008044618A1 (en) * 2006-09-29 2008-04-17 Nippon Shokubai Co., Ltd. Curable resin composition, optical material, and method of regulating optical material
KR20090030111A (en) * 2007-09-19 2009-03-24 삼성전자주식회사 Method for manufacturing inkjet printhead and inkjet printhead manufactured by the same
JP5230728B2 (en) * 2008-04-16 2013-07-10 株式会社小松ライト製作所 Imaging lens unit
JP5468744B2 (en) * 2008-04-24 2014-04-09 パナソニック株式会社 Manufacturing method of optical waveguide
JP5465453B2 (en) * 2009-03-26 2014-04-09 パナソニック株式会社 Epoxy resin composition for forming optical waveguide, curable film for forming optical waveguide, flexible printed wiring board for optical transmission, and electronic information device
US20110014354A1 (en) 2009-07-20 2011-01-20 David Christopher Graham Adhesive compositions and methods for use in failure analysis

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5545281A (en) * 1991-11-27 1996-08-13 Nec Corporation Method of bonding circuit boards
JPH06207153A (en) * 1993-01-11 1994-07-26 Murata Mfg Co Ltd Adhesive for piezoelectric vibration gyro and piezoelectric vibration gyro using the same
US6121339A (en) * 1996-03-15 2000-09-19 Sony Chemicals Corporation Cationically polymerizable epoxy resins and optical information recording medium made therefrom
US6774493B2 (en) * 1997-07-21 2004-08-10 M. A. Capote Semiconductor flip-chip package and method for the fabrication thereof
US6796019B2 (en) * 1998-06-19 2004-09-28 Lexmark International, Inc. Process for making a heater chip module
US20070235127A1 (en) * 2003-12-11 2007-10-11 Joseph Kuczynski Photochemically and thermally curable adhesive formulations
US7345140B2 (en) * 2004-01-21 2008-03-18 Daicel Chemical Industries, Ltd. Phenol-reacted non-ester alicyclic diepoxides
US20080073741A1 (en) * 2006-03-21 2008-03-27 Promerus Llc Methods and materials useful for chip stacking, chip and wafer bonding
US20080142992A1 (en) * 2006-12-14 2008-06-19 Joachim Mahler Molding compound adhesion for map-molded flip-chip
US20100207261A1 (en) * 2009-02-19 2010-08-19 General Electric Company Chip attach adhesive to facilitate embedded chip build up and related systems and methods

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Machine translation of JP 06-207153 A *

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20120082933A1 (en) * 2010-09-30 2012-04-05 Xiaoming Wu Formulations for environmentally friendly photoresist film layers
US8394575B2 (en) * 2010-09-30 2013-03-12 Lexmark International, Inc. Formulations for environmentally friendly photoresist film layers
EP3412737A4 (en) * 2016-04-01 2019-01-09 LG Chem, Ltd. Ink composition, cured patterns produced thereby, heating element including same, and manufacturing method therefor
US11026298B2 (en) 2016-04-01 2021-06-01 Lg Chem, Ltd. Ink composition, cured patterns produced thereby, heating element including same, and manufacturing method therefor
JPWO2019038977A1 (en) * 2017-08-24 2020-08-06 古河電気工業株式会社 Coating material for optical fiber, coated optical fiber, and method for manufacturing coated optical fiber
EP3674272A4 (en) * 2017-08-24 2021-03-17 Furukawa Electric Co., Ltd. Coating material for optical fiber, coated optical fiber, and method for producing coated optical fiber
JP7129414B2 (en) 2017-08-24 2022-09-01 古河電気工業株式会社 Coating material for optical fiber, coated optical fiber, and method for producing coated optical fiber

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