CH566420B5 - Bis-stilbene compds for use as optical brighteners - Google Patents

Bis-stilbene compds for use as optical brighteners

Info

Publication number
CH566420B5
CH566420B5 CH700070A CH700070A CH566420B5 CH 566420 B5 CH566420 B5 CH 566420B5 CH 700070 A CH700070 A CH 700070A CH 700070 A CH700070 A CH 700070A CH 566420 B5 CH566420 B5 CH 566420B5
Authority
CH
Switzerland
Prior art keywords
compds
stilbene
bis
optical brighteners
groups
Prior art date
Application number
CH700070A
Other languages
German (de)
Other versions
CH700070A4 (en
Inventor
Kurt Dr Weber
Peter Dr Liechti
Hans Rudolf Dr Meyer
Adolf Emil Dr Siegrist
Original Assignee
Ciba Geigy Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ciba Geigy Ag filed Critical Ciba Geigy Ag
Priority to CH700070A priority Critical patent/CH566420B5/en
Publication of CH700070A4 publication Critical patent/CH700070A4/en
Publication of CH566420B5 publication Critical patent/CH566420B5/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/182—Radicals derived from carboxylic acids
    • C07D295/192—Radicals derived from carboxylic acids from aromatic carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/32—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen
    • C07C1/321—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen the hetero-atom being a non-metal atom
    • C07C1/324—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen the hetero-atom being a non-metal atom the hetero-atom being a phosphorus atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
    • C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
    • C07C17/2635—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions involving a phosphorus compound, e.g. Wittig synthesis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
    • C07C17/32—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by introduction of halogenated alkyl groups into ring compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
    • C07C25/24—Halogenated aromatic hydrocarbons with unsaturated side chains
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01—Sulfonic acids
    • C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/29—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of non-condensed six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01—Sulfonic acids
    • C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/39—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing halogen atoms bound to the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/63—Esters of sulfonic acids
    • C07C309/72—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/73—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/78—Halides of sulfonic acids
    • C07C309/86—Halides of sulfonic acids having halosulfonyl groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/78—Halides of sulfonic acids
    • C07C309/86—Halides of sulfonic acids having halosulfonyl groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/87—Halides of sulfonic acids having halosulfonyl groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing singly-bound oxygen atoms bound to the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C311/16—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C311/16—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
    • C07C311/17—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
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    • C07—ORGANIC CHEMISTRY
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    • C07C313/00—Sulfinic acids; Sulfenic acids; Halides, esters or anhydrides thereof; Amides of sulfinic or sulfenic acids, i.e. compounds having singly-bound oxygen atoms of sulfinic or sulfenic groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C313/02—Sulfinic acids; Derivatives thereof
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/14—Sulfones; Sulfoxides having sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/44—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reduction and hydrolysis of nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
    • C07C47/546—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings polycyclic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
    • C07C47/55—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/30—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing six-membered aromatic rings
    • C07C57/42—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing six-membered aromatic rings having unsaturation outside the rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/64—Acyl halides
    • C07C57/72—Acyl halides containing six-membered aromatic rings
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
    • C07C63/66—Polycyclic acids with unsaturation outside the aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/22—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with hetero atoms directly attached to ring nitrogen atoms
    • C07D295/26—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
    • C07F9/32—Esters thereof
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    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
    • C07F9/32—Esters thereof
    • C07F9/3205—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/3241—Esters of arylalkanephosphinic acids
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    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4056—Esters of arylalkanephosphonic acids
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    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/535—Organo-phosphoranes
    • C07F9/5352—Phosphoranes containing the structure P=C-
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    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/54—Quaternary phosphonium compounds
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    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/54—Quaternary phosphonium compounds
    • C07F9/5456—Arylalkanephosphonium compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0041—Optical brightening agents, organic pigments
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
    • C09B23/14—Styryl dyes
    • C09B23/141—Bis styryl dyes containing two radicals C6H5-CH=CH-
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
    • C09B23/14—Styryl dyes
    • C09B23/148—Stilbene dyes containing the moiety -C6H5-CH=CH-C6H5
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/60—Optical bleaching or brightening

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Textile Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Paper (AREA)
  • Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)

Abstract

Fluorescent bis-stilbene compds. for use as optical brighteners have formula (I). R1 - CH = CH - X - CH = CH - R2 X = a diphenyl group linked at the 4 and 4' positions with the CH group; and R1 and R2 = each monocyclic benzene groups, diphenyl groups or naphthalene groups; and at least one of the rings X, R1 and R2 is substd. by sulphonic acid, sulphone, carboxylic acid, nitrile, hydroxyl, mercapto or methyl. (I) are useful optical bighteners for treating org. materials, including synthetic polymers and fibres.
CH700070A 1967-10-03 1967-10-03 Bis-stilbene compds for use as optical brighteners CH566420B5 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CH700070A CH566420B5 (en) 1967-10-03 1967-10-03 Bis-stilbene compds for use as optical brighteners

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH1380667A CH513785A (en) 1967-10-03 1967-10-03 Process for the preparation of new bis-stilbene compounds
CH700070A CH566420B5 (en) 1967-10-03 1967-10-03 Bis-stilbene compds for use as optical brighteners

Publications (2)

Publication Number Publication Date
CH700070A4 CH700070A4 (en) 1975-01-31
CH566420B5 true CH566420B5 (en) 1975-09-15

Family

ID=4395511

Family Applications (4)

Application Number Title Priority Date Filing Date
CH1380667A CH513785A (en) 1967-10-03 1967-10-03 Process for the preparation of new bis-stilbene compounds
CH700070A CH566420B5 (en) 1967-10-03 1967-10-03 Bis-stilbene compds for use as optical brighteners
CH700170A CH532106A (en) 1967-10-03 1967-10-03 Bis-stilbene compds for use as optical brighteners
CH1251168A CH554821A (en) 1967-10-03 1968-08-20 Prepg. fluorescent bis-stilbene cpds. - for use as optical brighteners for organic materials

Family Applications Before (1)

Application Number Title Priority Date Filing Date
CH1380667A CH513785A (en) 1967-10-03 1967-10-03 Process for the preparation of new bis-stilbene compounds

Family Applications After (2)

Application Number Title Priority Date Filing Date
CH700170A CH532106A (en) 1967-10-03 1967-10-03 Bis-stilbene compds for use as optical brighteners
CH1251168A CH554821A (en) 1967-10-03 1968-08-20 Prepg. fluorescent bis-stilbene cpds. - for use as optical brighteners for organic materials

Country Status (22)

Country Link
JP (1) JPS54929B1 (en)
AT (2) AT288306B (en)
BE (1) BE721754A (en)
BR (1) BR6802828D0 (en)
CH (4) CH513785A (en)
CS (2) CS174800B2 (en)
DE (1) DE1793482C3 (en)
DK (1) DK139845B (en)
ES (2) ES358737A1 (en)
FI (1) FI50238C (en)
FR (1) FR1583595A (en)
GB (1) GB1247934A (en)
HK (1) HK53076A (en)
IE (1) IE32388B1 (en)
IL (1) IL30776A (en)
NL (1) NL145531B (en)
NO (1) NO131456C (en)
PL (1) PL79354B1 (en)
RO (1) RO55806A (en)
SE (1) SE367399B (en)
SU (2) SU391781A3 (en)
YU (1) YU35093B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0054511A2 (en) * 1980-12-12 1982-06-23 Ciba-Geigy Ag 4-Styryl-4'-vinylbifenyls, methods for their preparation and their use as optical whiteners
WO2005085189A2 (en) * 2004-03-08 2005-09-15 Medical Research Council Analogues of congo red and evaluation of their anti-prion activity

Families Citing this family (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH540233A (en) * 1969-06-05 1973-08-15 Ciba Geigy Ag Process for the preparation of new di-styrylbenzene derivatives
US3880841A (en) * 1971-03-18 1975-04-29 Sandoz Ltd Triazolyl ethenyl phenylene derivatives
CH554911A (en) * 1971-12-30 1974-10-15 Ciba Geigy Ag USE OUTSIDE THE TEXTILE INDUSTRY OF NEW 4,4'-DIVINYLDIPHENYL COMPOUNDS AS OPTICAL LIGHTENING AGENTS FOR ORGANIC MATERIALS.
FR2168210A2 (en) * 1972-01-20 1973-08-31 Ciba Geigy Ag Bis-stilbene cpds - as optical brighteners
DE2326467B2 (en) * 1972-06-01 1979-02-22 Colgate-Palmolive Co., New York, N.Y. (V.St.A.) Liquid heavy duty detergent
CH569043A5 (en) * 1973-01-23 1975-11-14 Ciba Geigy Ag
CH630215B (en) * 1976-07-09 Ciba Geigy Ag LIGHTENING AGENTS AND THEIR USE FOR LIGHTENING TEXTILES.
US4339393A (en) * 1979-04-11 1982-07-13 Ciba-Geigy Corporation Distyrylbiphenyls
ZA802159B (en) * 1979-04-11 1981-04-29 Ciba Geigy Ag Distyrylbenzenes
ZA802160B (en) * 1979-04-11 1981-04-29 Ciba Geigy Ag Distyrylbiphenyls
US4925595A (en) * 1987-07-03 1990-05-15 Ciba-Geigy Corporation Liquid detergent compositions containing disulfonated fluorescent whitening agents: di-styryl-biphenyl or di-styryl-benzene derivatives
EP0364403B1 (en) * 1988-10-13 1993-03-24 Ciba-Geigy Ag Distyryl biphenyl compounds
DE4019309A1 (en) * 1990-06-16 1991-12-19 Bayer Ag NEW LIGHT-POLARIZING FILMS OR FILMS AND DYES FOR THEIR PRODUCTION
MY109837A (en) * 1992-06-30 1997-08-30 Ciba Specialty Chemicals Holding Inc Hydrates of the disodium salt or dipotassium salt of 4, 4''-bis (2-sulfostyryl)bipheny]
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ES2212539T3 (en) 1998-03-19 2004-07-16 Ciba Specialty Chemicals Holding Inc. PROCEDURE FOR THE PREPARATION OF SULFONATED DISTIRILDIFENILO COMPOUNDS.
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* Cited by examiner, † Cited by third party
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EP0054511A2 (en) * 1980-12-12 1982-06-23 Ciba-Geigy Ag 4-Styryl-4'-vinylbifenyls, methods for their preparation and their use as optical whiteners
WO2005085189A2 (en) * 2004-03-08 2005-09-15 Medical Research Council Analogues of congo red and evaluation of their anti-prion activity
WO2005085189A3 (en) * 2004-03-08 2005-12-29 Medical Res Council Analogues of congo red and evaluation of their anti-prion activity

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GB1247934A (en) 1971-09-29
SU476748A3 (en) 1975-07-05
JPS54929B1 (en) 1979-01-18
RO55806A (en) 1974-01-03
DE1793482A1 (en) 1972-03-09
HK53076A (en) 1976-09-03
CS174800B2 (en) 1977-04-29
IL30776A0 (en) 1968-11-27
DK139845C (en) 1979-10-08
FI50238C (en) 1976-01-12
ES358737A1 (en) 1970-10-16
SE367399B (en) 1974-05-27
CH700070A4 (en) 1975-01-31
FI50238B (en) 1975-09-30
CS174763B2 (en) 1977-04-29
BE721754A (en) 1969-04-02
CH532106A (en) 1972-12-31
YU35093B (en) 1980-09-25
NO131456C (en) 1975-06-11
DE1793482C3 (en) 1975-09-25
SU391781A3 (en) 1973-07-25
BR6802828D0 (en) 1973-04-17
CH554821A (en) 1974-10-15
YU226368A (en) 1980-03-15
CH513785A (en) 1971-10-15
PL79354B1 (en) 1975-06-30
FR1583595A (en) 1969-11-14
IL30776A (en) 1974-06-30
AT288306B (en) 1971-02-25
IE32388B1 (en) 1973-07-11
DE1793482B2 (en) 1975-02-20
AT299171B (en) 1972-06-12
ES378656A1 (en) 1973-02-01
DK139845B (en) 1979-04-30
NL6814089A (en) 1969-04-09
IE32388L (en) 1969-04-03
NO131456B (en) 1975-02-24
NL145531B (en) 1975-04-15

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