GB989192A - Production of water-soluble reactive dyes of the anthraquinone series - Google Patents
Production of water-soluble reactive dyes of the anthraquinone seriesInfo
- Publication number
- GB989192A GB989192A GB735562A GB735562A GB989192A GB 989192 A GB989192 A GB 989192A GB 735562 A GB735562 A GB 735562A GB 735562 A GB735562 A GB 735562A GB 989192 A GB989192 A GB 989192A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- formula
- acyl radical
- aromatic acyl
- cellulose
- 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
Links
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 title 1
- 150000004056 anthraquinones Chemical class 0.000 title 1
- 239000000985 reactive dye Substances 0.000 title 1
- -1 vinylsulphonyl Chemical group 0.000 abstract 6
- 239000000975 dye Substances 0.000 abstract 4
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- 239000001913 cellulose Substances 0.000 abstract 2
- 229920002678 cellulose Polymers 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 229910021653 sulphate ion Inorganic materials 0.000 abstract 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 abstract 1
- 229920003043 Cellulose fiber Polymers 0.000 abstract 1
- 239000004952 Polyamide Substances 0.000 abstract 1
- 239000004372 Polyvinyl alcohol Substances 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000010985 leather Substances 0.000 abstract 1
- 125000006372 monohalo methyl group Chemical group 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- 229920002451 polyvinyl alcohol Polymers 0.000 abstract 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000000565 sulfonamide group Chemical group 0.000 abstract 1
- 125000001174 sulfone group Chemical group 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 239000004753 textile Substances 0.000 abstract 1
- 125000000101 thioether group Chemical group 0.000 abstract 1
- 210000002268 wool Anatomy 0.000 abstract 1
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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/002—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the linkage of the reactive group being alternatively specified
- C09B62/004—Anthracene dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
Water-soluble dyes of the formula <FORM:0989192/C4-C5/1> where Y is an acyl radical bearing at least one group capable of reacting with cellulose fibres to form a covalent bond and Z is a cation, are made by sulphonating the compound of the formula <FORM:0989192/C4-C5/2> or a salt thereof and acylating the product with an acylating agent bearing at least one group capable of reacting with cellulose. The invention also comprises dyes of the first formula above wherein Y is an unsaturated six-membered ring containing two cyclic nitrogens and one to three halogens attached to nuclear carbon atoms or an aliphatic or aromatic acyl radical containing such a ring; a mono-halo-acetyl group; an aromatic acyl group substituted by a mono-halo-methyl group; a propionyl group having in b -position a hydroxyl group which may be etherified or esterified with sulphuric acid or a sulphonic acid group, a quaternary nitrogen atom, a thioether group or a sulphone group; one of the radicals <FORM:0989192/C4-C5/3> or an aromatic acyl radical containing the group -CH2NH-CH2-CC-CH2-Cl, <FORM:0989192/C4-C5/4> an aromatic acyl radical containing attached via -SO2NH- a b -chloroethyl or g -chloropropyl group bound in b position to the nitrogen of the sulphonamide group; a vinylsulphonyl or substituted vinylsulphonyl group; or a group of the formula <FORM:0989192/C4-C5/5> where X1 is halogen, hydroxy, phenoxy or sulphate ester and X2 is halogen, hydroxy, amino, sulphate ester or an aliphatic or aromatic radical directly attached to the triazine ring or attached via an -NH-, -O- or -S-group. Examples are given in which a variety of acyl radicals and acylating agents is specified. The dyes dye and print textile materials and sheets of cellulose and materials of polyvinyl alcohol, linear polyamides including silk and wool and leather and paper. Specifications 838,335 and 885,814 are referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB61450A DE1198469B (en) | 1961-02-27 | 1961-02-27 | Process for the production of water-soluble reactive dyes of the anthraquinone series |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB989192A true GB989192A (en) | 1965-04-14 |
Family
ID=6973205
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB735562A Expired GB989192A (en) | 1961-02-27 | 1962-02-26 | Production of water-soluble reactive dyes of the anthraquinone series |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE614405A (en) |
| CH (1) | CH427104A (en) |
| DE (1) | DE1198469B (en) |
| GB (1) | GB989192A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3501505A (en) * | 1965-11-11 | 1970-03-17 | Ciba Ltd | 1 - amino - 4(4'alpha,beta-dibromopropionylamino and alpha - bromoacrylamino)-anilino) - 2,2'-anthraquinonedisulfonic acids |
| CN116694099A (en) * | 2023-06-10 | 2023-09-05 | 水木聚力接枝纺织新技术(深圳)有限公司 | A kind of water-soluble acrylamide-type bromic acid dye and its synthesis method and application |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH515315A (en) * | 1968-01-29 | 1971-11-15 | Ciba Geigy Ag | Fibre-reactive formazan dyes - for dyeing and printing cellulose and polyamides |
| ES363026A2 (en) * | 1968-01-29 | 1970-12-01 | Geigy Ag J R | Improvements relating to new reactive heavy metal-containing formazane dyes, and their use |
| CH612448A5 (en) * | 1974-12-20 | 1979-07-31 | Ciba Geigy Ag |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE560734A (en) * | 1956-09-12 | |||
| DE1089095B (en) * | 1957-03-06 | 1960-09-15 | Ciba Geigy | Process for the production of dyes |
| FR1224405A (en) * | 1958-04-10 | 1960-06-23 | Ici Ltd | New anthraquinone dyes |
-
1961
- 1961-02-27 DE DEB61450A patent/DE1198469B/en active Pending
-
1962
- 1962-02-16 CH CH190262A patent/CH427104A/en unknown
- 1962-02-26 GB GB735562A patent/GB989192A/en not_active Expired
- 1962-02-26 BE BE614405A patent/BE614405A/en unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3501505A (en) * | 1965-11-11 | 1970-03-17 | Ciba Ltd | 1 - amino - 4(4'alpha,beta-dibromopropionylamino and alpha - bromoacrylamino)-anilino) - 2,2'-anthraquinonedisulfonic acids |
| CN116694099A (en) * | 2023-06-10 | 2023-09-05 | 水木聚力接枝纺织新技术(深圳)有限公司 | A kind of water-soluble acrylamide-type bromic acid dye and its synthesis method and application |
Also Published As
| Publication number | Publication date |
|---|---|
| BE614405A (en) | 1962-08-27 |
| CH427104A (en) | 1966-12-31 |
| DE1198469B (en) | 1965-08-12 |
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