公开(公告)号：GB913910A

公开(公告)日：1962-12-28

申请号：GB4091460

申请日：1960-11-29

Applicant: BASF AG

Inventor： SEEFELDER MATTHIAS ,  LEUCHS DIETER

IPC: C07D239/30 ,  C07D263/58 ,  C07D277/68 ,  C07D285/12

Abstract: Compounds of the 1,3,4-thiadiazole, 1,3-benzothiazole, 1,3-benzoxazole and pyrimidine series, wherein is present once or twice a chlorine atom in an a -position to a ring nitrogen atom, are obtained by treating a corresponding mercapto compound with phosgene and accelerating the decomposition of the intermediate adduct which is formed by heating the reaction mixture and/or by the addition of an N-substituted amide of the formula wherein R1 denotes a hydrogen atom or an alkyl group with from 1 to 5 carbon atoms, R2 and R3 denote alkyl groups with from 1 to 4 carbon atoms or R1 and R2, when taken together, denote a tri- or tetra-methylene group, or R2 and R3, when taken together, denote an alkylene group with from 2 up to 8 carbon atoms. The reaction is usually carried out in an inert solvent, many of which are specified, having a boiling point between 35 DEG and 250 DEG C., and may be effected at normal or raised pressure. Besides the parent compounds of the specified heterocyclic series, derivatives thereof are mentioned containing methyl, phenyl, methoxyl and chloro groups as substituents. Substituted amides specified are dimethylformamide, N,N1 - dimethylacetamide, N,N1-dibutylformamide, N,N1-tetramethyleneformamide, N-methylpyrrolidone and N-butylpyrrolidone. Examples illustrate the preparation of 2-chloropyrimidine, 2-chloro-4-methylpyrimidine, 2 - chloro-4,6-dimethylpyrimidine, 2 - chlorobenzothiazole, 2 - chlorobenzoxazole and 2,5-dichloro-1,3,4-thiadiazole. The compounds obtained are intermediates in the production of dyes.

公开(公告)号：CA639399A

公开(公告)日：1962-04-03

申请号：CA639399D

Applicant: BASF AG

Inventor： BALLI HEINZ ,  GRUNWALD WOLFGANG ,  LEUCHS DIETER ,  HEHL MANFRED ,  SCHMIDT OSWALD

公开(公告)号：BE598742A

公开(公告)日：1961-05-02

申请号：BE598742

申请日：1961-01-02

Applicant: BASF AG

Inventor： BAUMANN HANS ,  LEUCHS DIETER ,  KRALLMANN REINHOLD

IPC: C09B31/14 ,  C09B31/157 ,  C09B

公开(公告)号：FR1208072A

公开(公告)日：1960-02-22

申请号：FR1208072D

申请日：1958-12-04

Applicant: BASF AG

Inventor： BAUMANN HANS ,  LEUCHS DIETER

IPC: C09B62/008

公开(公告)号：CA825588A

公开(公告)日：1969-10-21

申请号：CA825588D

Applicant: BASF AG

Inventor： LEUCHS DIETER ,  KRALLMANN REINHOLD

公开(公告)号：GB1123767A

公开(公告)日：1968-08-14

申请号：GB3237366

申请日：1966-07-19

Applicant: BASF AG

Inventor： LEUCHS DIETER

IPC: C07D311/84 ,  C09B11/28 ,  D06P3/76

Abstract: Polyacrylonitrile materials are dyed with a dye formula in which R1 and R2 are alkyl groups having 1-3 carbon atoms which may be substituted and X is an anion of a simple or complex inorganic or organic acid. Copolymers of polyacrylonitrile e.g. with methyl acrylate, methylvinylpyridine and vinyl acetate are also dyed. Dyeing is generally carried out at pH 1-7 at the boil, blends of wool or polyester are referred to, green-blue shades are obtained.

公开(公告)号：GB1004928A

公开(公告)日：1965-09-22

申请号：GB2416763

申请日：1963-06-18

Applicant: BASF AG

Inventor： DEHNERT JOHANNES ,  LEUCHS DIETER ,  LUETZEL GERHARD ,  ROHLAND WERNER

IPC: C09B39/00 ,  C09B62/006

Abstract: The invention comprises water-soluble azo dyes of formula wherein A is the radical of a carbo- or heterocyclic diazo component, R1 is a substituted or unsubstituted aliphatic, araliphatic or phenyl radical, R2 is a hydrogen atom or an aliphatic or phenyl radical, X is a water-solubilizing group, Y is a reactive group capable of forming a covalent link between the dye and a fibre containing functional groups, Z is a hydrogen, chlorine or bromine atom or a methoxy, acetyl, amino, thiocyano, carboxymethyleneoxy or sulphonamide group, n is 1, 2 or 3, m is 0, 1 or 2 and when m is 0 the dye contains at least one group which will react with a polyfunctional reactive compound (i.e. a compound which will react with both the dye and a fibre to form covalent links with each) under normal dyeing conditions for reactive dyes (see Division D1). The dyes are prepared by the axial coupling processes or by treating dyes wherein m is 0 with, for example, cyanuric chloride or its primary condensation products. Many reactive groups and polyfunctional reactive compounds are specified. The dyes are used to colour wool, silk and polyamide fibres and in particular cellulose fibres by the usual processes for reactive dyes. Specification 958,659 is referred to.ALSO:Azo dyes of formula wherein A is the radical of a carbo- or heterocyclic diazo component, R1 is a substituted or unsubstituted aliphatic, araliphatic or phenyl radical, R2 is a hydrogen atom or an aliphatic or phenyl radical, X is a water-solubilising group Y is a reactive group capable of forming a covalent link between the dye and a fibre containing functional groups, Z is a hydrogen, chlorine or bromine atom or a methoxy, acetyl, amino, thiocyano, carboxymethyleneoxy or sulphonamide group, n is 1, 2 or 3 and m is 0 1 or 2 and when m is O the dye contains at least one group which will react with a polyfunctional compound are used to dye and print nitrogenous and, preferably, cellulose fibres in acid or alkaline medium when required together with polyfunctional reactive compounds (i.e. compounds which will react with both the dye and the fibre to form covalent links with each). Specified polyfunctional compounds include (a) alkaline medium:-butachiene dioxide, cyanuric chloride and hexahydro-1,3,5-triacryloyl-s-triazine (b) acid medium:-visable aminoplast-forming substances containing groups of formula wherein X is O, S, NH or ­N,R4 is hydrogen, or aryl or an aliphatic radical which may form a ring with the nitrogen and carbon atoms and R1 is alkyl or hydrogen, such as dimethylolurea, dimethyloldicyano-diamide, methylolthioured, dimethylolguanidine and trimethlol-melamine. In Example (19) the dye 2-ammonaphthalene-4, 8-disulphonic acid --> 1-(3-amino-n-propyl)-2-phenylindole is pasted with hexahydro-1,3,5-triacryloyl-s-triazine, polyvinyl alcohol, formaldehyde-naphthalene-sulphonic acid condensate, urea, water, sodium bicarbonate and sodium alginate, the paste printed on cotton and steamed to give a yellow print. In Example 20 the reactive dye of Example 10 is employed to dye cotton in conventional manner.

公开(公告)号：FR1379349A

公开(公告)日：1964-11-20

申请号：FR959281

申请日：1964-01-03

Applicant: BASF AG

Inventor： LEUCHS DIETER

IPC: C09B44/20

公开(公告)号：GB975356A

公开(公告)日：1964-11-18

申请号：GB2337663

申请日：1963-06-12

Applicant: BASF AG

Inventor： LEUCHS DIETER ,  BAUMANN HANS ,  KRALLMANN REINHOLD

IPC: C09B31/14

Abstract: Disazo dyes with an indole coupling component useful for dyeing polyamide and polyurethane articles have the general formula in which R1 is a methyl or phenyl group, R2 is H or a methyl group and m is 1 or 2 and in which the rings A and B may contain other non-water-solubilizing groups, e.g. alkyl, alkoxy or acetylamino groups or halogen atoms. The dyes may be prepared conventionally by diazotization and coupling. A number of suitable diazo and coupling components are listed.ALSO:Textile materials of synthetic polyamides or polyurethanes are dyed or printed using the dyestuff in which R1 is a methyl or phenyl group, R2 is a hydrogen atom or a methyl group, m is 1 or 2 and the rings A and B may be further substituted with non-water-solubilising groups, e.g. halogen atoms or alkyl, alkoxy or acetylamino groups. The dyes have poor solubility in water and may be applied as a dispersion in a weakly alkaline to strongly acid bath at temperatures of 90-100 DEG C. or higher under super atmospheric pressure in the presence of usual auxiliaries, e.g. sulphonated sperm oil alcohol or a castor oil/ethylene oxide adduct (1 : 40). Printing is carried out conventionally; the print paste may contain auxiliaries, e.g. resorcinol or b -naphthol. The dyeings are dischargeable with usual reducing agents. Examples are given.

公开(公告)号：GB972956A

公开(公告)日：1964-10-21

申请号：GB1294463

申请日：1963-04-02

Applicant: BASF AG

Inventor： LEUCHS DIETER ,  HENSEL HANS RUPRECHT ,  BAUMANN HANS

IPC: C09B27/00 ,  C09B39/00 ,  C09B44/10

Abstract: The invention comprises basic monoazo dyes of formula wherein R is an alkyl radical which may be substituted, X is a divalent atom or group which makes up a 5- or 6-membered aromatic ring, the heterocyclic system, which may have fused rings containing, if desired, substituents, A is a phenylene or naphthylene radical, Y is a D 2-pyrazolinyl-(1) radical which may be substituted, n is 0 or 1 and E is the equivalent of an anion. The dyes are prepared by (a) reacting a heterocyclic hydrazone or benzenesulphonylhydrazone of formula wherein B is a hydrogen atom or a benzenesulphonyl radical in the presence of an oxidizing agent with an arylpyrazoline of formula H-A-Y or (b) by alkylating a dye of formula The dyes may be used to colour silk, leather, furs, hair, mordanted cotton, synthetic polyamides and cellulose esters but are preferably used to dye and print textile materials of polyacrylonitrile or polydicyanoethylene in blue shades. Dyes having as heterocyclic ring systems benzthiazole, thiadiazole, thiazole, quinoline, triazole and indazole are specified in examples. Specifications 782,310 and 871,426 are referred to.