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公开(公告)号:DE1124689B
公开(公告)日:1962-03-01
申请号:DEF0030120
申请日:1959-12-18
Applicant: HOECHST AG
Inventor: HARTMANN DR ADOLF , NUESSLEIN DR JOSEF
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公开(公告)号:DE1022750B
公开(公告)日:1958-01-16
申请号:DEF0022390
申请日:1957-02-19
Applicant: HOECHST AG
Inventor: HARTMANN DR ADOLF , FRITZSCHE BERNHARD , GATYS GERHARD
IPC: D01F6/14
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公开(公告)号:DE968671C
公开(公告)日:1958-03-20
申请号:DEK0011805
申请日:1951-10-30
Applicant: HOECHST AG
Inventor: SCHLACK DR RER NAT PAUL , HARTMANN DR ADOLF
IPC: C08F220/44
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公开(公告)号:DE1052118B
公开(公告)日:1959-03-05
申请号:DEF0022757
申请日:1955-05-11
Applicant: HOECHST AG
Inventor: BIER DR GERHARD , GUMBOLDT DR ALBERT , HARTMANN DR ADOLF , HAPPE DR WILHELM
IPC: C08F8/00 , D01F1/10 , D06M13/313 , D06P3/74 , D06P5/22
Abstract: Copolymers of acrylonitrile with a halogencontaining ester of vinyl phosphonic acid are subjected to amination and/or hydrolysis, the ester preferably being one of the general formula or in which X represents an aliphatic radical containing 1 to 4 carbon atoms, Y represents a halogen atom and Z represents a halogen atom or a hydrogenation, e.g. vinyl-bis-(beta-chlorethyl)-phosphonate. Amination may be carried out with methylamine, dimethylamine, trimethylamine, morpholine, pyridine, piperidine, piperazine, ethanolamine, diethanolamine, triethanolamine, dimethylamino-ethanol, ethylene diamine, hexamethylene diamine, ethyleneimino-propionitrile and compounds which react as bases, such as thiourea, methyl-, ethyleneand butylethylene-thioureas, benzimidazolethiol and 2-mercaptobenzthiazole. After amination the basic groups in the copolymers may be reacted with acids such as sulphuric, phosphoric, hypophosphorous and hydrofluoboric acids. Hydrolysis may be effected with solutions of alkali carbonates, alkali hydroxides, alkaline earth hydroxides or dilute acids. In addition to the acrylonitrile and vinyl phosphonic ester the copolymer may contain in copolymerized form other monomers, e.g. betadimethylaminoethyl, beta - diethylaminoethyl, beta-pyrrolidinoethyl and beta-morpholinoethyl acrylates and methacrylates, the betadimethylaminoethyl and gamma - dimethylaminopropyl amides of acrylic and methacrylic acids, vinyl pyridine, N-vinyl-imidazole, N-vinyl-benzimidazole, N-vinyl oxazole, acrylic, methacrylic, crotonic, maleic, fumaric and vinyl-sulphonic acids, vinyl formate and acetate, allyl and methallyl alcohols and beta-oxyethylacrylamide. The amination process is preferably carried out on the copolymers in solution in a solvent such as dimethyl formamide or tetramethylene sulphone and the hydrolysis process carried out when the product is in shaped, e.g. film or fibre, form. The polymeric products may be dyes with acid and/or basic dyestuff, the choice of dyestuff depending on the groups present in the copolymer.
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公开(公告)号:DE1036808B
公开(公告)日:1958-08-21
申请号:DEF0021670
申请日:1956-11-15
Applicant: HOECHST AG
Inventor: HARTMANN DR ADOLF
IPC: D06M13/395 , D06P1/642
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公开(公告)号:DE1014958B
公开(公告)日:1957-09-05
申请号:DEF0019938
申请日:1956-03-31
Applicant: HOECHST AG
Inventor: HARTMANN DR ADOLF , HAPPE DR WILHELM , GATYS GERHARD
Abstract: The affinity of linear polyester, particularly polyethylene terephthalate, fibres or films for basic or disperse dyestuffs is increased by treatment with a solution, in an inert solvent, of an addition product of an ether or tertiary amine with sulphur trioxide and/or with a halide of a sulphur oxy-acid such as chlor- or fluor-sulphonic acid, sulphuryl chloride, pyro-sulphuryl chloride or thionyl chloride. Specified ethers and tertiary amines for use in forming the addition products are b , b -dichloro-diethyl ether, tetrahydrofurane, dioxane, thioxane, trimethyl- or triethyl-amine, N : N-dimethylaniline and pyridine. Specified solvents are chloroform, trichlorethane, tetrachlorethane, methylene chloride and ethylene chloride. Treatment may be effected at elevated temperatures, e.g. at the boil. The treated materials may be further treated with a solution of hydrazine in water or in an aliphatic alcohol, or with an N-formyl compound containing a reactive hydrogen atom on the nitrogen such as formamide, ethyl-, cyclohexyl- or benzyl-formamide, di-(N-formyl-)-ethylene-diamine or -hexamethylene diamine, suitably diluted with water or diluted with aliphatic alcohols, ketones, ethers, esters, aliphatic hydrocarbons or hydrocarbon halides. The further treatment is preferably effected at an elevated temperature, e.g. at the boil, and when N-formyl compounds are employed a swelling agent such as phenyl- or cresylglycol, dioxane or benzyl benzoate may be included in the treating liquor. Examples are given.ALSO:The affinity of linear polyester, particularly polyethylene terephthalate, fibres or films for basic or disperse dyestuffs is increased by treatment with a solution, in an inert solvent, of an addition product of an ether or tertiary amine with sulphur trioxide and/or with a halide of a sulphur oxy-acid such as chlor- or fluor-sulphonic acid, sulphuryl chloride, pyro-sulphuryl chloride or thionyl chloride. Specified ethers and tertiary amines for use in forming the addition products are b : b 1- dichlorodiethyl ether, tetrahydrofurane, dioxane, thioxane, trimethyl- or triethylamine, N : N- dimethylaniline and pyridine. Specified solvents are chloroform, trichlorethane, tetrachlorethane, methylene chloride and ethylene chloride. Treatment may be effected at elevated temperatures, e.g. at the boil. The treated materials may be further treated with a solution of hydrazine in water or in an aliphatic alcohol, or with an N- formyl compound containing a reactive hydrogen atom on the nitrogen such as formamide, ethyl-, cyclohexyl- or benzylformamide, di-(N- formyl-)- ethylenediamine or -hexamethylene diamine, suitably diluted with water or diluted with aliphatic alcohols, ketones, ethers, esters, aliphatic hydrocarbons or hydrocarbon halides. The further treatment is preferably effected at an elevated temperature, e.g., at the boil, and when N- formyl compounds are employed a swelling agent such as phenyl- or cresylglycol, dioxane or benzyl benzoate may be included in the treating liquor. Examples are given.
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公开(公告)号:DE1006383B
公开(公告)日:1957-04-18
申请号:DEF0019763
申请日:1956-03-10
Applicant: HOECHST AG
Inventor: HARTMANN DR ADOLF
Abstract: The affinity of linear polyester, particularly polyethylene terephthalate, fibres or films for basic or disperse dyestuffs is increased by treatment with a solution, in an inert solvent, of an addition product of an ether or tertiary amine with sulphur trioxide and/or with a halide of a sulphur oxy-acid such as chlor- or fluor-sulphonic acid, sulphuryl chloride, pyro-sulphuryl chloride or thionyl chloride. Specified ethers and tertiary amines for use in forming the addition products are b , b -dichloro-diethyl ether, tetrahydrofurane, dioxane, thioxane, trimethyl- or triethyl-amine, N : N-dimethylaniline and pyridine. Specified solvents are chloroform, trichlorethane, tetrachlorethane, methylene chloride and ethylene chloride. Treatment may be effected at elevated temperatures, e.g. at the boil. The treated materials may be further treated with a solution of hydrazine in water or in an aliphatic alcohol, or with an N-formyl compound containing a reactive hydrogen atom on the nitrogen such as formamide, ethyl-, cyclohexyl- or benzyl-formamide, di-(N-formyl-)-ethylene-diamine or -hexamethylene diamine, suitably diluted with water or diluted with aliphatic alcohols, ketones, ethers, esters, aliphatic hydrocarbons or hydrocarbon halides. The further treatment is preferably effected at an elevated temperature, e.g. at the boil, and when N-formyl compounds are employed a swelling agent such as phenyl- or cresylglycol, dioxane or benzyl benzoate may be included in the treating liquor. Examples are given.ALSO:The affinity of linear polyester, particularly polyethylene terephthalate, fibres or films for basic or disperse dyestuffs is increased by treatment with a solution, in an inert solvent, of an addition product of an ether or tertiary amine with sulphur trioxide and/or with a halide of a sulphur oxy-acid such as chlor- or fluor-sulphonic acid, sulphuryl chloride, pyro-sulphuryl chloride or thionyl chloride. Specified ethers and tertiary amines for use in forming the addition products are b : b 1- dichlorodiethyl ether, tetrahydrofurane, dioxane, thioxane, trimethyl- or triethylamine, N : N- dimethylaniline and pyridine. Specified solvents are chloroform, trichlorethane, tetrachlorethane, methylene chloride and ethylene chloride. Treatment may be effected at elevated temperatures, e.g. at the boil. The treated materials may be further treated with a solution of hydrazine in water or in an aliphatic alcohol, or with an N- formyl compound containing a reactive hydrogen atom on the nitrogen such as formamide, ethyl-, cyclohexyl- or benzylformamide, di-(N- formyl-)- ethylenediamine or -hexamethylene diamine, suitably diluted with water or diluted with aliphatic alcohols, ketones, ethers, esters, aliphatic hydrocarbons or hydrocarbon halides. The further treatment is preferably effected at an elevated temperature, e.g., at the boil, and when N- formyl compounds are employed a swelling agent such as phenyl- or cresylglycol, dioxane or benzyl benzoate may be included in the treating liquor. Examples are given.
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公开(公告)号:DE1220551B
公开(公告)日:1966-07-07
申请号:DEF0038468
申请日:1962-12-05
Applicant: HOECHST AG
Inventor: HARTMANN DR ADOLF , BECHTER DR MAX
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公开(公告)号:DE1195494B
公开(公告)日:1965-06-24
申请号:DEF0039766
申请日:1963-05-17
Applicant: HOECHST AG
Inventor: HARTMANN DR ADOLF , BURGHARDT DR WOLFGANG , KRESSE DR PETER
IPC: C08F22/34 , C08F28/00 , C08F220/42
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公开(公告)号:DE1042519B
公开(公告)日:1958-11-06
申请号:DEF0018005
申请日:1955-07-22
Applicant: HOECHST AG
Inventor: NUESSLEIN DR JOSEF , HARTMANN DR ADOLF
IPC: D06M11/38 , D06M13/148 , D06M15/53
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