GB990973A - Dyestuffs containing polyalkyleneamine groups - Google Patents

Dyestuffs containing polyalkyleneamine groups

Info

Publication number
GB990973A
GB990973A GB44060/63A GB4406063A GB990973A GB 990973 A GB990973 A GB 990973A GB 44060/63 A GB44060/63 A GB 44060/63A GB 4406063 A GB4406063 A GB 4406063A GB 990973 A GB990973 A GB 990973A
Authority
GB
United Kingdom
Prior art keywords
decyl
propanediamine
diethyl
aminopropyl
prepared
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
GB44060/63A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
3M Co
Original Assignee
Minnesota Mining and Manufacturing Co
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 Minnesota Mining and Manufacturing Co filed Critical Minnesota Mining and Manufacturing Co
Publication of GB990973A publication Critical patent/GB990973A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/36—Dyes with acylated amino groups
    • C09B1/42—Dyes with acylated amino groups the acyl groups being residues of an aromatic carboxylic acid
    • 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
    • C09B11/00—Diaryl- or thriarylmethane dyes
    • 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
    • C09B11/00—Diaryl- or thriarylmethane dyes
    • C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
    • 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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/0003—Monoazo dyes prepared by diazotising and coupling from diazotized anilines
    • 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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
    • C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
    • C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
    • C09B29/3647—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms
    • C09B29/3652—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles
    • C09B29/366—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles containing hydroxy-1,2-diazoles, e.g. pyrazolone
    • 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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • 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
    • C09B47/00—Porphines; Azaporphines
    • C09B47/04—Phthalocyanines abbreviation: Pc
    • C09B47/08—Preparation from other phthalocyanine compounds, e.g. cobaltphthalocyanineamine complex
    • 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
    • C09B47/00—Porphines; Azaporphines
    • C09B47/04—Phthalocyanines abbreviation: Pc
    • C09B47/08—Preparation from other phthalocyanine compounds, e.g. cobaltphthalocyanineamine complex
    • C09B47/12—Obtaining compounds having alkyl radicals, or alkyl radicals substituted by hetero atoms, bound to the phthalocyanine skeleton
    • C09B47/16—Obtaining compounds having alkyl radicals, or alkyl radicals substituted by hetero atoms, bound to the phthalocyanine skeleton having alkyl radicals substituted by nitrogen atoms
    • 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
    • C09B47/00—Porphines; Azaporphines
    • C09B47/04—Phthalocyanines abbreviation: Pc
    • C09B47/08—Preparation from other phthalocyanine compounds, e.g. cobaltphthalocyanineamine complex
    • C09B47/24—Obtaining compounds having —COOH or —SO3H radicals, or derivatives thereof, directly bound to the phthalocyanine radical
    • C09B47/26—Amide radicals
    • 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
    • C09B48/00—Quinacridones
    • 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
    • C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/02—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic ring being only condensed in peri position
    • C09B5/14—Benz-azabenzanthrones (anthrapyridones)
    • 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
    • C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/24—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
    • C09B5/32—1.3 azoles of the anthracene series
    • 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
    • C09B69/00—Dyes not provided for by a single group of this subclass
    • 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
    • C09B7/00—Indigoid dyes
    • 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
    • C09B7/00—Indigoid dyes
    • C09B7/10—Bis-thionapthene indigos
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G13/00—Electrographic processes using a charge pattern
    • G03G13/01—Electrographic processes using a charge pattern for multicoloured copies
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G17/00—Electrographic processes using patterns other than charge patterns, e.g. an electric conductivity pattern; Processes involving a migration, e.g. photoelectrophoresis, photoelectrosolography; Processes involving a selective transfer, e.g. electrophoto-adhesive processes; Apparatus essentially involving a single such process
    • G03G17/02—Electrographic processes using patterns other than charge patterns, e.g. an electric conductivity pattern; Processes involving a migration, e.g. photoelectrophoresis, photoelectrosolography; Processes involving a selective transfer, e.g. electrophoto-adhesive processes; Apparatus essentially involving a single such process with electrolytic development
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02—Charge-receiving layers
    • G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/08—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being inorganic
    • G03G5/087—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being inorganic and being incorporated in an organic bonding material
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02—Charge-receiving layers
    • G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/09—Sensitisors or activators, e.g. dyestuffs
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/12—Recording members for multicolour processes
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S534/00—Organic compounds -- part of the class 532-570 series
    • Y10S534/02—Azo compounds containing chains of eight or more carbon atoms not provided for elsewhere in this class

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Physics & Mathematics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Electrochemistry (AREA)
  • Molecular Biology (AREA)
  • Photoreceptors In Electrophotography (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Indole Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Color Printing (AREA)

Abstract

N - decyl - N1,N1 - diethyl - 1,3 - propanediamine is prepared by reacting 1-bromodecane with an excess of N,N-diethyl-1,3-propanediamine. N - (2 - cyanoethyl) - N - decyl - N1,N1 - diethyl - 1,3 - propanediamine is prepared by refluxing N - decyl - N1,N1 - diethyl - 1,3 - propanediamine with acrylonitrile. N - (3 - aminopropyl) - N - decyl - N1,N1-diethyl -1,3-propanediamine is prepared by reducing N - (2 - cyanoethyl) - N - decyl - N1,N1-diethyl -1,3-propanediamine with lithium aluminium hydride. N1 - (3 - diethylaminopropyl) - N1 - decylsulphanilamide is prepared by condensing N-decyl - N1,N1 - diethyl - 1,3 - propanediamine with p-acetylaminobenzenesulphonyl chloride and hydrolysing the acetylamino group in the product with aqueous hydrochloric acid.ALSO:The invention comprises dyes which are insoluble in water at a pH above 7 and soluble at a pH below 7 of formula <FORM:0990973/C4-C5/1> wherein M is an organic dyestuff residue, R1 and R11 are C1-C18 alkyl radicals, m is 2 or 3 and p and n are integers less than 6. The dyes are prepared by (a) diazotizing an amine containing a group of formula <FORM:0990973/C4-C5/2> and coupling with a coupling component or by condensing the said amine with an organic dye containing a carboxylic or sulphonic acid or acid halide group or a <PICT:0990973/C4-C5/1> group wherein X is a halogen atom. The dyes are used in photographic reproduction processes (cf. Specification 990,972). In examples: (1) N1 - (4 - decyl - 8 - ethyl -4,8 - diazadecyl)-sulphanilamid is diazotized and coupled with 4,41 - bis - o - acetoacetotoluidide to form a disazo dye; (2) equimolar amounts of 1-aminoanthraquinone and isophthaloyl chloride are condensed to give the mono-acid chloride which is further condensed with N-(3-aminopropyl)-N - decyl - N1,N1 - diethyl - 1,3 - propanediamine; (3) Alizarin Rubinol (C.I. 68215) is treated with phosphorus pentachloride to give the corresponding sulphonyl chloride which is condensed with N - (3 - aminopropyl) - N - decyl - N1,N1 - diethyl - 1,3 - propanediamine to give 11 - methyl - 4 - [2 - (4 - decyl - 8 - ethyl - 4,8 - diazadecylsulphamyl) - 4 - toluidinyl] - anthrapyridone; (4) quinacridone is treated with chlorosulphonic acid to give a bis-sulphonyl chloride derivative which is condensed with 2 mols. of N-(3-aminopropyl)-N-decyl-N1,N1-di -ethyl-1,3-propanediamine; (5) copper phthalocyanine is chloromethylated as described in Specification 586,340 or chlorosulphonated as described in Specification 515,637 and the product condensed with N-(3-aminopropyl)-N-decyl - N1,N1 - diethyl - 1,3 - propanediamine.
GB44060/63A 1960-04-18 1961-04-18 Dyestuffs containing polyalkyleneamine groups Expired GB990973A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US2301760A 1960-04-18 1960-04-18
US370751A US3418322A (en) 1960-04-18 1964-05-07 Quinacridone dyestuffs

Publications (1)

Publication Number Publication Date
GB990973A true GB990973A (en) 1965-05-05

Family

ID=26696628

Family Applications (2)

Application Number Title Priority Date Filing Date
GB44060/63A Expired GB990973A (en) 1960-04-18 1961-04-18 Dyestuffs containing polyalkyleneamine groups
GB14061/61A Expired GB990972A (en) 1960-04-18 1961-04-18 Photoconductive copy sheets

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB14061/61A Expired GB990972A (en) 1960-04-18 1961-04-18 Photoconductive copy sheets

Country Status (7)

Country Link
US (2) US3418322A (en)
CH (1) CH455522A (en)
DE (1) DE1177005B (en)
FR (1) FR1290454A (en)
GB (2) GB990973A (en)
NL (1) NL263729A (en)
NO (1) NO122384B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4271088A (en) 1978-06-16 1981-06-02 Suntech, Inc. High selectivity cyanoalkylation process
GB2153831A (en) * 1984-01-14 1985-08-29 Claude Hepburn The use of cationic surfactants as crosslinking agents

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1219328B (en) * 1961-04-19 1966-06-16 Agfa Ag Process for developing charge images
US3384565A (en) * 1964-07-23 1968-05-21 Xerox Corp Process of photoelectrophoretic color imaging
US3436321A (en) * 1966-09-13 1969-04-01 Minnesota Mining & Mfg Developer compositions and their use in electrolytic electrophotography
ZA6555105B (en) * 1967-08-25
US3753708A (en) * 1971-03-29 1973-08-21 Xerox Corp Photoelectrophoretic imaging process employing quinacridone pigments
JPS5632549A (en) * 1979-08-27 1981-04-02 Toyo Ink Mfg Co Ltd Pigment composition
JPS56118462A (en) * 1980-02-25 1981-09-17 Toyo Ink Mfg Co Ltd Pigment composition
WO1994025426A1 (en) * 1993-04-28 1994-11-10 Alcon Laboratories, Inc. Diamines as antimicrobial agents and use thereof in ophthalmic composition
US5698024A (en) * 1996-12-31 1997-12-16 Bayer Corporation Organic pigment compositions
US5711800A (en) * 1996-12-31 1998-01-27 Bayer Corporation Organic pigment compositions
US5879444A (en) * 1997-09-02 1999-03-09 Bayer Corporation Organic pigment compositions
US6066203A (en) * 1998-05-01 2000-05-23 Bayer Corporation Pigment derivatives for waterborne coatings
WO2013139006A1 (en) * 2012-03-21 2013-09-26 大连理工大学 Anthrapyridone fluorescent dye n-substituted in position 4, preparation method and use thereof
CN107446374A (en) * 2017-08-01 2017-12-08 南京工业大学 Quinacridone polyquaternary ammonium salt derivatives and preparation method thereof

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1766403A (en) * 1930-06-24 Weener schtjlemann
US2756234A (en) * 1956-07-24 Anthrapyridones
US2151518A (en) * 1935-03-07 1939-03-21 Gen Aniline Works Inc Azo dyestuff
US2297691A (en) * 1939-04-04 1942-10-06 Chester F Carlson Electrophotography
US2238485A (en) * 1939-11-04 1941-04-15 Eastman Kodak Co Azo compound and material colored therewith
US2713576A (en) * 1949-07-22 1955-07-19 Rohm & Haas Preparation of azo compounds
US2677651A (en) * 1950-10-09 1954-05-04 State College Of Washington Sheet for electrical inscription
US2874101A (en) * 1952-09-17 1959-02-17 Farnsworth Res Corp Method of making double-sided mosaic
US2862816A (en) * 1954-03-26 1958-12-02 Rca Corp Method of and means for reducing triboelectric forces in electrophotography
US2824096A (en) * 1954-07-13 1958-02-18 Du Pont Tricyanovinylaryleneazoarylene compounds
US2857271A (en) * 1954-09-28 1958-10-21 Rca Corp Electrostatic printing process for producing photographic transparencies
US2854386A (en) * 1955-02-07 1958-09-30 Aladdin Ind Inc Method of photographically printing conductive metallic patterns
US2972508A (en) * 1955-12-29 1961-02-21 Bayer Ag Dyeing of polymers of acrylonitrile
BE561403A (en) * 1956-03-30
US2945849A (en) * 1957-03-04 1960-07-19 Bayer Ag Disazo compounds containing a quaternary ammonium group
US3139421A (en) * 1960-03-14 1964-06-30 Parke Davis & Co Azo compounds and methods for producing same

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4271088A (en) 1978-06-16 1981-06-02 Suntech, Inc. High selectivity cyanoalkylation process
GB2153831A (en) * 1984-01-14 1985-08-29 Claude Hepburn The use of cationic surfactants as crosslinking agents

Also Published As

Publication number Publication date
NO122384B (en) 1971-06-21
NL263729A (en)
DE1177005B (en) 1964-08-27
CH455522A (en) 1968-07-15
GB990972A (en) 1965-05-05
FR1290454A (en) 1962-04-13
US3418322A (en) 1968-12-24
US3172827A (en) 1965-03-09

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