GB639266A - Improvements in coloured cellulose ester or ether products - Google Patents
Improvements in coloured cellulose ester or ether productsInfo
- Publication number
- GB639266A GB639266A GB20855/47A GB2085547A GB639266A GB 639266 A GB639266 A GB 639266A GB 20855/47 A GB20855/47 A GB 20855/47A GB 2085547 A GB2085547 A GB 2085547A GB 639266 A GB639266 A GB 639266A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amino
- mercapto
- group
- anthraquinone
- hydroxy
- 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
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title abstract 4
- 229920002678 cellulose Polymers 0.000 title abstract 4
- 229920003086 cellulose ether Polymers 0.000 title abstract 2
- -1 2-hydroxypropyl Chemical group 0.000 abstract 7
- 239000000975 dye Substances 0.000 abstract 3
- FRYOPPDGWFBTKY-UHFFFAOYSA-N 1-amino-4-hydroxy-2-sulfanylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=CC(S)=C2N FRYOPPDGWFBTKY-UHFFFAOYSA-N 0.000 abstract 2
- 239000001913 cellulose Substances 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- 125000003396 thiol group Chemical group [H]S* 0.000 abstract 2
- ZINRVIQBCHAZMM-UHFFFAOYSA-N 1-Amino-2,4-dibromoanthraquinone Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(Br)=CC(Br)=C2N ZINRVIQBCHAZMM-UHFFFAOYSA-N 0.000 abstract 1
- MSSQDESMUMSQEN-UHFFFAOYSA-N 1-amino-2-bromo-4-hydroxyanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=CC(Br)=C2N MSSQDESMUMSQEN-UHFFFAOYSA-N 0.000 abstract 1
- YAYNEUUHHLGGAH-UHFFFAOYSA-N 1-chlorododecane Chemical compound CCCCCCCCCCCCCl YAYNEUUHHLGGAH-UHFFFAOYSA-N 0.000 abstract 1
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 abstract 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 abstract 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 235000010338 boric acid Nutrition 0.000 abstract 1
- 125000005619 boric acid group Chemical class 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000000084 colloidal system Substances 0.000 abstract 1
- 239000007859 condensation product Substances 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002270 dispersing agent Substances 0.000 abstract 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 238000006266 etherification reaction Methods 0.000 abstract 1
- 239000011888 foil Substances 0.000 abstract 1
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000003921 oil Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 230000001681 protective effect Effects 0.000 abstract 1
- 239000000344 soap Substances 0.000 abstract 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/56—Mercapto-anthraquinones
- C09B1/58—Mercapto-anthraquinones with mercapto groups substituted by aliphatic, cycloaliphatic, araliphatic or aryl radicals
- C09B1/60—Mercapto-anthraquinones with mercapto groups substituted by aliphatic, cycloaliphatic, araliphatic or aryl radicals substituted by aliphatic, cycloaliphatic or araliphatic 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Coloring (AREA)
Abstract
Cellulose ester or ether fibres, foils, or films are coloured red shades with a 1-amino- or 1-alkylamino-4-hydroxy-anthraquinone having in the 2- or 3-position a mercapto group etherified by an unsubstituted alkyl group, a hydroxyalkyl group, a halogen alkyl group, a cycloalkyl group, or an aryl group. Groups for etherifying the mercapto group include methyl, 2-hydroxyethyl, 2-hydroxypropyl, 2-hydroxybutyl, 2-hydroxyoctyl, 2-hydroxylauryl, lauryl, butyl, ethyl, b -chlorethyl, cyclohexyl, or phenyl. The dyes are prepared by etherification of the corresponding 2-mercapto body, or by reaction of the corresponding 2-halogen body with a mercaptan or its alkali metal salt. The dyes may be applied with dispersing agents and/or protective colloids, e.g. soaps, sulphonated oils, acid alkyl sulphates of 12 or more carbon atoms, and formaldehyde-naphthalene sulphonic acid condensation products. Cellulose derivatives specified are the acetate, propionate, acetopropionate, or aceto-butyrate, and ethyl or benzyl cellulose. The Provisional Specification also refers to the 5- or 8-chlor derivatives of the above dyes and describes the treatment of 1 - amino - 2 - mercapto - 4 - hydroxy - anthraquinone with (1) ethylene chlorhydrin, (2) dimethyl sulphate, (3) lauryl chloride. It also describes the preparation of 1-amino-2-mercapto-4-hydroxy-anthraquinone from the corresponding 2-brom body, sulphur, sodium sulphide, and alcohol, and the preparation of 1-amino-2-brom-4-hydroxyanthraquinone from 1 - amino - 2.4 - dibromanthraquinone and sulphuric and boric acids.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB20855/47A GB639266A (en) | 1947-07-31 | 1947-07-31 | Improvements in coloured cellulose ester or ether products |
| US301606A US2640061A (en) | 1947-05-07 | 1952-07-29 | Process for the preparation of 1-amino-2-alkyl-mercapto-4 hydroxy-anthraquinones |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB20855/47A GB639266A (en) | 1947-07-31 | 1947-07-31 | Improvements in coloured cellulose ester or ether products |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB639266A true GB639266A (en) | 1950-06-28 |
Family
ID=10152878
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB20855/47A Expired GB639266A (en) | 1947-05-07 | 1947-07-31 | Improvements in coloured cellulose ester or ether products |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB639266A (en) |
-
1947
- 1947-07-31 GB GB20855/47A patent/GB639266A/en not_active Expired
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