US2525691A - Antistatic polyethylene compositions containing water-insoluble aliphatic alcohols or ethyleneoxide condensation products - Google Patents

Antistatic polyethylene compositions containing water-insoluble aliphatic alcohols or ethyleneoxide condensation products Download PDF

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US2525691A
US2525691A US760502A US76050247A US2525691A US 2525691 A US2525691 A US 2525691A US 760502 A US760502 A US 760502A US 76050247 A US76050247 A US 76050247A US 2525691 A US2525691 A US 2525691A
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polythene
carbon atoms
alcohols
condensation products
condensation
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Lee Geoffrey Philip
Macleod Norman Dunvegan
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Imperial Chemical Industries Ltd
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/04Homopolymers or copolymers of ethene
    • C08L23/06Polyethene
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04Coating
    • C08J7/0427Coating with only one layer of a composition containing a polymer binder
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04Coating
    • C08J7/044Forming conductive coatings; Forming coatings having anti-static properties
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/165Ethers
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/227Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of hydrocarbons, or reaction products thereof, e.g. afterhalogenated or sulfochlorinated
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2323/00Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
    • C08J2323/02Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment
    • C08J2323/04Homopolymers or copolymers of ethene
    • C08J2323/06Polyethene
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2471/00Characterised by the use of polyethers obtained by reactions forming an ether link in the main chain; Derivatives of such polymers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • C08L71/02Polyalkylene oxides
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S260/00Chemistry of carbon compounds
    • Y10S260/15Antistatic agents not otherwise provided for

Definitions

  • Patented can, lose msre'ric POLYE TIONS CONTAININ I ALIPHATIC ALconoLs on THYLENE COMPOSI- G WATER-INSOLUBLE ETHYLENE- OXIDE CONDENSATION PRODUCTS Geoflrey Philip Lee, St. Albans,
  • Polythene consists of polymers of ethylene corresponding substantially to the formula (cm): and may be solid, semi-solid or grease-like at ordinary temperatures.
  • the present invention is concerned only with thoseforms of polythene which are solid at ordinary temperatures;
  • a further object is to provide an effective, inexpensive anti-static agent for polythene compositions and articles prepared therefrom which does not react chemically with polythene compositions or detract from the transparency or colour of articles prepared therefrom.
  • aprocess which comprises treating polythene compositions or articles prepared from polythene compositions with either a condensation product obtained by the interaction of ethylene oxide with either a water insoluble fatty alcohol or a. water-insoluble fatty acid, e. g. by the interaction of from 1 to 20 mols of ethylene oxide with 1 mol of said fatty alcohol preventing blooming.
  • Saturated aliphatic alcohols which are particularly suitable for use in the process of this in vention are myristic, cetyl and stearyl. It is preferred, however, that one of the higher unsaturated alcohols, particularly oleyl alcohol, be added to the saturated alcohol, since some saturated alcohols, if used alone tend to bloom on the surface of the finished articles on storage. This addition of the oleyl alcohol does not appreciably affect the anti-static properties of the saturated aliphatic alcohol.
  • the preparation of the which may be used in the process of this invention may be carried out by the method described in British specification No. 380,431.
  • the preferred condensation products arethose obtained by the interaction of from 2 to 5 mols of ethylene oxide with 1 mol of the water insoluble fatty alcohol or fatty acid, since products containing higher molecular proportions of ethylene oxide, e. g. proportions as high as 17 mols of ethylene oxide, while being initially effective as anti-static agents, have a less permanent ei-Iect thanthe products within the preferred ran'ge.
  • Suitable -water insoluble fatty acids for use in forming taining about 44% cetyl alcohol with smaller amounts of myristic, stearyl andeicosyl alcohols.
  • the acids derived from coconut oil contain about 45% by Weight lauric acid and smaller quantities of capric, myristic, palmitic and stcaric acid together with a small amount about 5% of the unsaturated acids oleic and linoleic.
  • the process of this invention is preferably operated by incorporating from 0.1% to 5%, preferably from 0.5% to 1.5% by weight, of the antistatic agent With the polythene composition before the composition is used in the fabrication of articles.
  • the anti-static agent may be incorporated with the polythene composition by fiuxing in a suitable mixer, such as a. Banbury mixer.
  • a suitable mixer such as a. Banbury mixer.
  • Articles prepared from polythene compositions which do not contain these anti-static agents may, however, be treated by coating with the anti-static agent preferably by applying a solution or dispersion of the agentin water or an organic liquid, and thereafter removing the solvent or dispersion medium by evaporation.
  • Example 1 400 parts of solid polythene, 6 parts of a com-- asasi'eer vantage that they do not affect the mechanical strength'of the sheets or moulded articles, they are not toxic in the quantities used, they do not impart unpleasant odours to the-polythene and theydo not discolour the articles in which they are incorporated.
  • Blue Lake 24480 (I. C. I.) were incorporated by fluxing in a Banbury mixer...
  • the mixture was thentransferred from the Banbury mixer to a pair of malaxating rollers, which were steamheated sufliciently to prevent the mixture from solidifying and worked into a sheet which was removed from the rollers by means of a doctor knife and allowed to cool.
  • the sheet obtained was suitable for use in the fabrication of articles such as handbags, or for cutting into chips for use in the production of moulded or extruded articles.
  • Articles formed from the material showed a markedly reduced tendency to collect dust on their surfaces.
  • Example 2 As Example 1 except the mixture used consisted of 300 parts of solid polythene, 0.3 part diortho-cresylolpropane as a stabilizer, and 6 parts of myristic alcohol. The sheet obtained showed little tendency to collect dust on its surface.
  • Example 3 A sheet of material was made as in Example 1 from a mixture consisting of 300 parts solid polythene, 0.6 part of Red Seal zinc oxide, 3 parts stearyl alcohol and 0.3 part Cadmium Scarlet 10106 (Blyth Colour Works). The sheet formed though showing little tendency to collect dust on its surface, suffered from the defect of marked "blooming on the surface of the sheet.
  • Example 4 As Example 1, except that the mixture usedconsisted of 400 parts of solid polythene, 4 parts of the product obtained by the condensation of sperm oil alcohols with 2.5 molecular proportions of ethylene oxide, 0.4 part of zinc oxide (Red Seal) and 0.08 part of Cadmium Tangerine 10105 (BlythColour Works). The sheet obtained did not collect dust and was free from blooming.
  • Example 5 4 parts of the condensation product obtained by the condensation of 1 molecule of N dodecyl alcohol with 3 molecules of ethylene oxide were mixed into 400 parts of solid polythene with the addition of 0.04 part of Monastral Fast Green G. S. (I. C. I.) and a sheet material produced from this mix by the method of Example 1. The resultant product showed little tendency to collect dust on its surface.
  • Example 6 A sheet of material was prepared by the method described in Example 1 from a mixture consisting of 500 parts solid polythene and 5 parts of the condensation product obtained by the condensation of the acids obtained from coconut oil and ethylene oxide. The mixtureof acids contained 5% of capric acid, of lauric We claim: 7
  • An anti-static plastic composition essentially comprising solid'polythene and from 0.1% to 5%- by weight of said composition of a material selected from the group consisting of: (1) a condensation product resulting from the condensation 0132 to 5 mols ethylene oxide and one mol of a compound selected from the group consisting of water insoluble fatty alcohols, said alcohols hav ing from 6 to 20 carbon atoms and water insoluble fatty acids, said acids having from 10-28 carbonatoms; *(2) a saturated aliphatic alcohol containing more than 12 but not more than 32 carbon atoms; (3) a mixture of a; saturated aliphatic alcohol containing more than 12 but not more than 32 carbon atoms and oleyl alcohol.
  • An anti-static plastic composition essentially comprising solid polythene and from 0.5% to 1.5% by weight of said composition of a material selected from the group consisting of: (l) a condensation product resulting from the condensation of 2 to 5 mols ethylene oxide and one mol of a compound selected from the group consisting of water insoluble fatty alcohols, said to 1.5% by weight of said composition a condensation product resulting from the condensation of 2 to 5 mols of ethylene oxide and one mol of a compoundselected from the group consisting of water insoluble fatty alcohols, said alco-' ⁇ hOlS having from 6 to 20 carbon atoms and water insoluble fatty acids, said acids having from 10-28 carbon atoms.
  • An anti-static plastic composition essentially comprising solid polythene and from 0.5% to 1.5% by weight of said composition of a condensation product resulting from the condensa-' tion reaction of 2 to 5 mols ethylene oxide and 1 mol of water insoluble sperm oil alcohols.
  • An anti-static plastic composition essentially comprising solid polythene and from 0.5% to 1.5% by weight of said composition a condensation product resulting from the condensation of 2 to 5 mols of ethylene oxide and one mol of a mixture of water insoluble fatty alcphols said mixture containing at least 44% cetyl alcohol and said alcohols having from 6 to 20 carbon atoms.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Cosmetics (AREA)

Description

Patented can, lose msre'ric POLYE TIONS CONTAININ I ALIPHATIC ALconoLs on THYLENE COMPOSI- G WATER-INSOLUBLE ETHYLENE- OXIDE CONDENSATION PRODUCTS Geoflrey Philip Lee, St. Albans,
,Dunvegan MacLeod, Delwyn,
and Norman Garden City, England, assignors to Imperial Chemical Industries Limited, a corporation of Great Britain i No Drawing. Application July 11, 1947, Serial No. 760,502. In Great Britain July 16, 1946 Claims. (01. 260-3L4 This invention relates to improvements in polythene compositions and articles such as film, sheeting, filaments, coatings and the like prepared from polythene compositions. Polythene consists of polymers of ethylene corresponding substantially to the formula (cm): and may be solid, semi-solid or grease-like at ordinary temperatures. The present inventionis concerned only with thoseforms of polythene which are solid at ordinary temperatures;
In the manufacture and use of film, sheeting, filaments, coatings and the like comprising polythene there is a tendency for the material to accumulate electrostatic charges. Such accumulated charges are troublesome in that not only do they render the articles diflicult to manipulate during manufacture, but they greatly increase the tendency for the articles to accumulate dust on their surfaces, which is aserious disadvantage when the articles are used for decorative purposes or as furnishing materials, particularly when they have an irregular or'roughened surface.
It is an object of this invention to provide a process for reducing the tendency of polythene compositions and articles prepared therefrom to accumulate electrostatic charges. A further object is to provide an effective, inexpensive anti-static agent for polythene compositions and articles prepared therefrom which does not react chemically with polythene compositions or detract from the transparency or colour of articles prepared therefrom.
According to the present invention these objects are accomplished by aprocess which comprises treating polythene compositions or articles prepared from polythene compositions with either a condensation product obtained by the interaction of ethylene oxide with either a water insoluble fatty alcohol or a. water-insoluble fatty acid, e. g. by the interaction of from 1 to 20 mols of ethylene oxide with 1 mol of said fatty alcohol preventing blooming.
or fatty acid; or with a saturated aliphatic alcohol containing more than 12 but not more than 32 carbon atoms.
Saturated aliphatic alcohols which are particularly suitable for use in the process of this in vention are myristic, cetyl and stearyl. It is preferred, however, that one of the higher unsaturated alcohols, particularly oleyl alcohol, be added to the saturated alcohol, since some saturated alcohols, if used alone tend to bloom on the surface of the finished articles on storage. This addition of the oleyl alcohol does not appreciably affect the anti-static properties of the saturated aliphatic alcohol. As far as the action of the oleyl alcohol is at present understood it appears to hold the saturated alcohol in a single phase film on the surface of the polythene composition, preventing the saturated alcohol appearing on the surface as solid particles, and so The saturated aliphatic alcohols having radicals carbon atoms are preferred for use in the process of this invention because they are readily available.
The preparation of the which may be used in the process of this invention may be carried out by the method described in British specification No. 380,431. The preferred condensation products arethose obtained by the interaction of from 2 to 5 mols of ethylene oxide with 1 mol of the water insoluble fatty alcohol or fatty acid, since products containing higher molecular proportions of ethylene oxide, e. g. proportions as high as 17 mols of ethylene oxide, while being initially effective as anti-static agents, have a less permanent ei-Iect thanthe products within the preferred ran'ge. Suitable -water insoluble fatty acids for use in forming taining about 44% cetyl alcohol with smaller amounts of myristic, stearyl andeicosyl alcohols. The acids derived from coconut oil contain about 45% by Weight lauric acid and smaller quantities of capric, myristic, palmitic and stcaric acid together with a small amount about 5% of the unsaturated acids oleic and linoleic.
The process of this invention is preferably operated by incorporating from 0.1% to 5%, preferably from 0.5% to 1.5% by weight, of the antistatic agent With the polythene composition before the composition is used in the fabrication of articles. The anti-static agent may be incorporated with the polythene composition by fiuxing in a suitable mixer, such as a. Banbury mixer. Articles prepared from polythene compositions which do not contain these anti-static agents may, however, be treated by coating with the anti-static agent preferably by applying a solution or dispersion of the agentin water or an organic liquid, and thereafter removing the solvent or dispersion medium by evaporation.
Our invention is illustrated but in no way limited by the following examples, in which all parts given are by weight.
containing 14, 16 or 18.
condensation products Example 1 400 parts of solid polythene, 6 parts of a com-- asasi'eer vantage that they do not affect the mechanical strength'of the sheets or moulded articles, they are not toxic in the quantities used, they do not impart unpleasant odours to the-polythene and theydo not discolour the articles in which they are incorporated.
Blue Lake 24480 (I. C. I.) were incorporated by fluxing in a Banbury mixer... The mixture was thentransferred from the Banbury mixer to a pair of malaxating rollers, which were steamheated sufliciently to prevent the mixture from solidifying and worked into a sheet which was removed from the rollers by means of a doctor knife and allowed to cool.
The sheet obtained was suitable for use in the fabrication of articles such as handbags, or for cutting into chips for use in the production of moulded or extruded articles. Articles formed from the material showed a markedly reduced tendency to collect dust on their surfaces.
Example 2 As Example 1 except the mixture used consisted of 300 parts of solid polythene, 0.3 part diortho-cresylolpropane as a stabilizer, and 6 parts of myristic alcohol. The sheet obtained showed little tendency to collect dust on its surface.
Example 3 A sheet of material was made as in Example 1 from a mixture consisting of 300 parts solid polythene, 0.6 part of Red Seal zinc oxide, 3 parts stearyl alcohol and 0.3 part Cadmium Scarlet 10106 (Blyth Colour Works). The sheet formed though showing little tendency to collect dust on its surface, suffered from the defect of marked "blooming on the surface of the sheet.
Example 4 As Example 1, except that the mixture usedconsisted of 400 parts of solid polythene, 4 parts of the product obtained by the condensation of sperm oil alcohols with 2.5 molecular proportions of ethylene oxide, 0.4 part of zinc oxide (Red Seal) and 0.08 part of Cadmium Tangerine 10105 (BlythColour Works). The sheet obtained did not collect dust and was free from blooming.
, Example 5 4 parts of the condensation product obtained by the condensation of 1 molecule of N dodecyl alcohol with 3 molecules of ethylene oxide were mixed into 400 parts of solid polythene with the addition of 0.04 part of Monastral Fast Green G. S. (I. C. I.) and a sheet material produced from this mix by the method of Example 1. The resultant product showed little tendency to collect dust on its surface.
Example 6 A sheet of material was prepared by the method described in Example 1 from a mixture consisting of 500 parts solid polythene and 5 parts of the condensation product obtained by the condensation of the acids obtained from coconut oil and ethylene oxide. The mixtureof acids contained 5% of capric acid, of lauric We claim: 7
1. An anti-static plastic composition essentially comprising solid'polythene and from 0.1% to 5%- by weight of said composition of a material selected from the group consisting of: (1) a condensation product resulting from the condensation 0132 to 5 mols ethylene oxide and one mol of a compound selected from the group consisting of water insoluble fatty alcohols, said alcohols hav ing from 6 to 20 carbon atoms and water insoluble fatty acids, said acids having from 10-28 carbonatoms; *(2) a saturated aliphatic alcohol containing more than 12 but not more than 32 carbon atoms; (3) a mixture of a; saturated aliphatic alcohol containing more than 12 but not more than 32 carbon atoms and oleyl alcohol.
2. An anti-static plastic composition essentially comprising solid polythene and from 0.5% to 1.5% by weight of said composition of a material selected from the group consisting of: (l) a condensation product resulting from the condensation of 2 to 5 mols ethylene oxide and one mol of a compound selected from the group consisting of water insoluble fatty alcohols, said to 1.5% by weight of said composition a condensation product resulting from the condensation of 2 to 5 mols of ethylene oxide and one mol of a compoundselected from the group consisting of water insoluble fatty alcohols, said alco-' \hOlS having from 6 to 20 carbon atoms and water insoluble fatty acids, said acids having from 10-28 carbon atoms. t
4. An anti-static plastic composition essentially comprising solid polythene and from 0.5% to 1.5% by weight of said composition of a condensation product resulting from the condensa-' tion reaction of 2 to 5 mols ethylene oxide and 1 mol of water insoluble sperm oil alcohols.
5. An anti-static plastic composition essentially comprising solid polythene and from 0.5% to 1.5% by weight of said composition a condensation product resulting from the condensation of 2 to 5 mols of ethylene oxide and one mol of a mixture of water insoluble fatty alcphols said mixture containing at least 44% cetyl alcohol and said alcohols having from 6 to 20 carbon atoms.
GEOFFREY PHILIP LEE. NORMAN DUNVEGAN MACLEOD.
REFERENCES CITED r The following references are of record in the file of thls'patent:
UNITED STATES PATENTS Number Name Date 2,342,400 Hopf Feb. 22, 1944 2,386,674 Flint Oct. 9, 1945 2,403,960 Stoops .i.--....- July 16, 1946

Claims (1)

1. AN ANTI-STATIC PLASTIC COMPOSITION ESSENTIALLY COMPRISING SOLID POLYTHENE AND FROM 0.1% TO 5% BY WEIGHT OF SAID COMPOSITION OF A MATERIAL SELECTED FROM THE GROUP CONSISTING OF: (1) A CONDENSATION PRODUCT RESULTING FROM THE CONDENSATION OF 2 TO 5 MOLS ETHYLENE OXIDE AND ONE MOL OF A COMPOUND SELECTED FROM THE GROUP CONSISTING OF WATER INSOLUBLE FATTY ALCOHOLS, SAID ALCOHOLS HAVING FROM 6 TO 20 CARBON ATOMS AND WATER INSOLUBLE FATTY ACIDS, SAID ACIDS HAVING FROM 10-28 CARBON ATOMS; (2) A SATURATED ALIPHATIC ALCOHOL CONTAINING MORE THAN 12 BUT NOT MORE THAN 32 CARBON ATOMS; (3) A MIXTURE OF A SATURATED ALIPHATIC ALCOHOL CONTAINING MORE THAN 12 BUT NOT MORE THAN 32 CARBON ATOMS AND OLEYL ALCOHOL.
US760502A 1946-07-16 1947-07-11 Antistatic polyethylene compositions containing water-insoluble aliphatic alcohols or ethyleneoxide condensation products Expired - Lifetime US2525691A (en)

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Cited By (22)

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US2676932A (en) * 1951-03-28 1954-04-27 Ohio Commw Eng Co Flame-spraying compositions comprising polyethylene and a fluxing agent
US2945825A (en) * 1957-10-21 1960-07-19 Myron A Coler Conductive plastic structure
DE1086884B (en) * 1955-10-25 1960-08-11 Plax Corp Process for improving the slidability of structures made of high pressure polyethylene
US2960482A (en) * 1957-05-15 1960-11-15 Western Electric Co Method of making plastic articles
US3037000A (en) * 1953-12-08 1962-05-29 Du Pont Method of suppressing foam during polymerization of polyamides
US3076776A (en) * 1958-10-30 1963-02-05 Phillips Petroleum Co Method for improving the extrudability of crystalline polyolefins with aliphatic alcohols
US3143539A (en) * 1960-02-04 1964-08-04 Firestone Tire & Rubber Co Production of processable polyolefins
DE1185813B (en) * 1956-07-17 1965-01-21 Du Pont Molding compounds made from polyethylene and a mixture of fatty acid amides
US3177174A (en) * 1961-12-07 1965-04-06 Grace W R & Co Non-static polyolefin-polyethylene glycol stearate ester composition
US3183203A (en) * 1960-08-30 1965-05-11 Kurashiki Rayon Co Compositions and shaped articles of a saponified ethylene-vinyl acetate copolymer and a glycol containing 3 to 4 carbon atoms
US3206419A (en) * 1960-07-22 1965-09-14 Phillips Petroleum Co Dispersion of carbon black in polyolefins
US3243310A (en) * 1961-07-27 1966-03-29 Eastman Kodak Co Stabilized polyethylene waxes and process for preparing same
US3320088A (en) * 1963-10-04 1967-05-16 Hercules Inc Stereoregular polypropylene coated with an insolubilized ethylene oxide polymer
US3333983A (en) * 1963-05-16 1967-08-01 Nopco Chem Co Antistatic polymeric materials containing ethylene oxide condensation products of phenolic derivatives
US3386855A (en) * 1965-05-14 1968-06-04 Ball Brothers Co Inc Lubricous coating for glass
US3425981A (en) * 1965-02-12 1969-02-04 Union Carbide Corp Olefin polymer compositions containing ethylene oxide polymers having a molecular weight of from 100,000 to 10 million
DE1292409B (en) * 1961-12-07 1969-04-10 Huels Chemische Werke Ag Antistatic rendering of polymers
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US3450794A (en) * 1963-07-11 1969-06-17 Bayer Ag Butadiene-styrene-acrylonitrile resins containing polypropylene glycol as antistaticizer
US3499856A (en) * 1966-01-17 1970-03-10 Kao Corp Antistatic agent comprising a mixture of a tertiary amine carboxylate and a higher aliphatic alcohol and a resin composition containing same
US3548036A (en) * 1962-11-02 1970-12-15 Basf Ag Polymonoolefins containing an amine antistatic additive dispersed therein
US4041001A (en) * 1974-11-25 1977-08-09 National Starch And Chemical Corporation Wash-resistant antistatic coating compositions

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US2974132A (en) * 1955-11-19 1961-03-07 Huels Chemische Werke Ag Purification of polyethylene with alkylene oxides
US3093612A (en) * 1960-05-11 1963-06-11 Monsanto Chemicals Solutions of polyolefins and an alkoxyalkyl ester of an aliphatic monocarboxylic acid and a process for spinning same
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US2342400A (en) * 1938-12-24 1944-02-22 Gen Aniline & Film Corp Production of polymerization products from ethylene
US2386674A (en) * 1940-01-02 1945-10-09 Ici Ltd Pulverulent materials and dispersions produced thence
US2403960A (en) * 1943-04-10 1946-07-16 Carbide & Carbon Chem Corp Antistatic treatment of vinyl resin articles

Cited By (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2676932A (en) * 1951-03-28 1954-04-27 Ohio Commw Eng Co Flame-spraying compositions comprising polyethylene and a fluxing agent
US3037000A (en) * 1953-12-08 1962-05-29 Du Pont Method of suppressing foam during polymerization of polyamides
DE1086884B (en) * 1955-10-25 1960-08-11 Plax Corp Process for improving the slidability of structures made of high pressure polyethylene
DE1185813B (en) * 1956-07-17 1965-01-21 Du Pont Molding compounds made from polyethylene and a mixture of fatty acid amides
US2960482A (en) * 1957-05-15 1960-11-15 Western Electric Co Method of making plastic articles
US2945825A (en) * 1957-10-21 1960-07-19 Myron A Coler Conductive plastic structure
US3076776A (en) * 1958-10-30 1963-02-05 Phillips Petroleum Co Method for improving the extrudability of crystalline polyolefins with aliphatic alcohols
US3143539A (en) * 1960-02-04 1964-08-04 Firestone Tire & Rubber Co Production of processable polyolefins
US3206419A (en) * 1960-07-22 1965-09-14 Phillips Petroleum Co Dispersion of carbon black in polyolefins
US3183203A (en) * 1960-08-30 1965-05-11 Kurashiki Rayon Co Compositions and shaped articles of a saponified ethylene-vinyl acetate copolymer and a glycol containing 3 to 4 carbon atoms
US3243310A (en) * 1961-07-27 1966-03-29 Eastman Kodak Co Stabilized polyethylene waxes and process for preparing same
DE1292408B (en) * 1961-12-07 1969-04-10 Huels Chemische Werke Ag Antistatic rendering of polymers
US3177174A (en) * 1961-12-07 1965-04-06 Grace W R & Co Non-static polyolefin-polyethylene glycol stearate ester composition
DE1292409B (en) * 1961-12-07 1969-04-10 Huels Chemische Werke Ag Antistatic rendering of polymers
US3548036A (en) * 1962-11-02 1970-12-15 Basf Ag Polymonoolefins containing an amine antistatic additive dispersed therein
US3333983A (en) * 1963-05-16 1967-08-01 Nopco Chem Co Antistatic polymeric materials containing ethylene oxide condensation products of phenolic derivatives
US3450794A (en) * 1963-07-11 1969-06-17 Bayer Ag Butadiene-styrene-acrylonitrile resins containing polypropylene glycol as antistaticizer
US3320088A (en) * 1963-10-04 1967-05-16 Hercules Inc Stereoregular polypropylene coated with an insolubilized ethylene oxide polymer
US3425981A (en) * 1965-02-12 1969-02-04 Union Carbide Corp Olefin polymer compositions containing ethylene oxide polymers having a molecular weight of from 100,000 to 10 million
US3386855A (en) * 1965-05-14 1968-06-04 Ball Brothers Co Inc Lubricous coating for glass
US3499856A (en) * 1966-01-17 1970-03-10 Kao Corp Antistatic agent comprising a mixture of a tertiary amine carboxylate and a higher aliphatic alcohol and a resin composition containing same
US4041001A (en) * 1974-11-25 1977-08-09 National Starch And Chemical Corporation Wash-resistant antistatic coating compositions

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