GB1094119A - Dyeings of synthetic and modified natural fibre materials - Google Patents
Dyeings of synthetic and modified natural fibre materialsInfo
- Publication number
- GB1094119A GB1094119A GB2274965A GB2274965A GB1094119A GB 1094119 A GB1094119 A GB 1094119A GB 2274965 A GB2274965 A GB 2274965A GB 2274965 A GB2274965 A GB 2274965A GB 1094119 A GB1094119 A GB 1094119A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dyes
- substituted
- aliphatic
- hydrogen
- synthetic
- 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
- 238000004043 dyeing Methods 0.000 title abstract 4
- 239000000835 fiber Substances 0.000 title abstract 2
- 239000000463 material Substances 0.000 title abstract 2
- 239000000975 dye Substances 0.000 abstract 9
- -1 carboxylic acid group free radical Chemical class 0.000 abstract 8
- 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 abstract 5
- 150000004056 anthraquinones Chemical class 0.000 abstract 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 4
- 125000001931 aliphatic group Chemical group 0.000 abstract 3
- 125000002373 5 membered heterocyclic group Chemical group 0.000 abstract 2
- 150000000644 6-membered heterocyclic compounds Chemical class 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- 229930194542 Keto Natural products 0.000 abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical group [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000005840 aryl radicals Chemical group 0.000 abstract 2
- 150000001768 cations Chemical class 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 230000007062 hydrolysis Effects 0.000 abstract 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract 2
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 abstract 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 2
- 125000000468 ketone group Chemical group 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 2
- 125000001453 quaternary ammonium group Chemical group 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 2
- KHUFHLFHOQVFGB-UHFFFAOYSA-N 1-aminoanthracene-9,10-dione Chemical class O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N KHUFHLFHOQVFGB-UHFFFAOYSA-N 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- 239000004952 Polyamide Substances 0.000 abstract 1
- 239000004698 Polyethylene Substances 0.000 abstract 1
- 239000004743 Polypropylene Substances 0.000 abstract 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 1
- NXDJCCBHUGWQPG-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol;terephthalic acid Chemical class OCC1CCC(CO)CC1.OC(=O)C1=CC=C(C(O)=O)C=C1 NXDJCCBHUGWQPG-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000003929 acidic solution Substances 0.000 abstract 1
- 239000002671 adjuvant Substances 0.000 abstract 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 229920002678 cellulose Polymers 0.000 abstract 1
- 239000001913 cellulose Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000012050 conventional carrier Substances 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 229910052759 nickel Inorganic materials 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 229920000573 polyethylene Polymers 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 229920000098 polyolefin Polymers 0.000 abstract 1
- 229920001155 polypropylene Polymers 0.000 abstract 1
- 229920002635 polyurethane Polymers 0.000 abstract 1
- 239000004814 polyurethane Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 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
- C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
Dyes of the general formula <FORM:1094119/C4-C5/1> wherein F is a sulphonic acid and carboxylic acid group free radical of an anthraquinone dyestuff or of a 5 or 6 membered heterocyclic compound (optionally substituted) fused with an anthraquinone dyestuff; R is hydrogen or an alkyl, hydroxyalkyl or aryl radical; X is an aliphatic or cycloaliphatic unsubstituted or substituted C1-C6 hydrocarbon radical, which may be interrupted by an oxygen atom, the substituents in X (if any) being halogen, carboxy, keto, hydroxyl and/or esterified hydroxyl group with a C1-C4 aliphatic carboxyli acid, m is 0 or 1, n is 1, 2, 3 or 4 and Y\sL is a hydrogen ion or a metal cation or a quaternary ammonium cation in which the hydrogen atoms may be substituted and the nitrogen atom may form a heterocycle, e.g. Na+, K+, Cn+ +/2, Mg+ +/2, NH+4, N+H(CH3)3, N+H (C2H4OH)3 or a pyridinium compound, are prepared by reacting appropriate anthraquinone compounds which may be optionally substituted containing a primary or secondary amino group with a compound <FORM:1094119/C4-C5/2> X and m being as defined above. Many dyes are specified but no detailed preparation is given. It is also stated that hydrolysis of the above dyes to the amino anthraquinones F(NHR)n may take place during dyeing.ALSO:Synthetic and modified natural fibres are dyed at elevated temperatures using aqueous acidic solutions of dyes of the general formula:- <FORM:1094119/D1-D2/1> wherein F is a sulphonic and carboxylic acid group free radical of an anthraquinone dyestuff or of a 5 or 6 membered heterocyclic compound (optionally substituted) fused with an anthraquinone dyestuff; R is hydrogen or an alkyl, hydroxyalkyl or aryl radical; X is an aliphatic or cycloaliphatic unsubstituted or substituted C1-6 hydrocarbon radical which may be interrupted by an oxygen atom, the substituent in X (if any) being halogen carboxy, keto, hydroxyl and/or esterified hydroxyl group with a C1-C4 aliphatic carboxylic acid, m is 0 or 1, n is 1, 2, 3 or 4 and Y\sW is a hydrogen ion, a metal cation or a quaternary ammonium cation in which the hydrogen atoms may be substituted and the nitrogen atom may form a heterocycle e.g. Na\sW, K\sW, Ca\sW\sW/2, Mg\sW\sW/2, NH4\sW, N\sWH (CH3)3, N\sWH (C2H4OH)3 or a pyridinium ring. Fibre materials used include aromatic polyesters, e.g. polyethylene terephthales and terephthalic acid-1,4-bis hydroxymethyl-cyclohexane esters, cellulose 2 1/2 and triacetates, polyolefins e.g. polypropylene which may be modified with nickel, p.v.c; polymers and copolymers of acrylonitrile, synthetic super polyamides and super polyurethanes. Dyeing preferably takes place at elevated temperatures e.g. 70 DEG - 14O DEG C at pH values of 0.5 to 6.5 and preferably 2.0 to 4.5. The dyebath may contain conventional carriers and adjuvants and it is stated that hydrolysis of the dyes to F(NHR)n may take place during dyeing.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF43008A DE1257094B (en) | 1964-05-29 | 1964-05-29 | Process for dyeing fiber materials |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1094119A true GB1094119A (en) | 1967-12-06 |
Family
ID=7099360
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2274965A Expired GB1094119A (en) | 1964-05-29 | 1965-05-28 | Dyeings of synthetic and modified natural fibre materials |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE664347A (en) |
| CH (1) | CH461429A (en) |
| DE (1) | DE1257094B (en) |
| FR (1) | FR1453307A (en) |
| GB (1) | GB1094119A (en) |
| NL (1) | NL6506794A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5310887A (en) * | 1991-12-11 | 1994-05-10 | Milliken Research Corporation | Aqueous ink composition and colorants useful therein |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB207711A (en) * | 1922-12-21 | 1923-12-06 | British Dyestuffs Corp Ltd | Dyeing acetyl silk in deep fast shades in direct dyeing |
-
1964
- 1964-05-29 DE DEF43008A patent/DE1257094B/en active Pending
-
1965
- 1965-04-15 CH CH534765A patent/CH461429A/en unknown
- 1965-05-24 BE BE664347D patent/BE664347A/xx unknown
- 1965-05-24 FR FR18199A patent/FR1453307A/en not_active Expired
- 1965-05-28 GB GB2274965A patent/GB1094119A/en not_active Expired
- 1965-05-28 NL NL6506794A patent/NL6506794A/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5310887A (en) * | 1991-12-11 | 1994-05-10 | Milliken Research Corporation | Aqueous ink composition and colorants useful therein |
Also Published As
| Publication number | Publication date |
|---|---|
| BE664347A (en) | 1965-09-16 |
| DE1257094B (en) | 1967-12-28 |
| CH461429A (en) | 1968-08-31 |
| FR1453307A (en) | 1966-09-23 |
| NL6506794A (en) | 1965-11-30 |
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