GB1434654A - Thiophene azo dyestuffs - Google Patents
Thiophene azo dyestuffsInfo
- Publication number
- GB1434654A GB1434654A GB3136173A GB3136173A GB1434654A GB 1434654 A GB1434654 A GB 1434654A GB 3136173 A GB3136173 A GB 3136173A GB 3136173 A GB3136173 A GB 3136173A GB 1434654 A GB1434654 A GB 1434654A
- Authority
- GB
- United Kingdom
- Prior art keywords
- radical
- alkyl
- signifies
- cyano
- phenyl
- 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
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Divinylene sulfide Natural products C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 title abstract 3
- 229930192474 thiophene Natural products 0.000 title abstract 2
- -1 phenoxycarbonyl radical Chemical class 0.000 abstract 10
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 8
- 229910052801 chlorine Inorganic materials 0.000 abstract 8
- 239000000460 chlorine Substances 0.000 abstract 8
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 8
- 125000000217 alkyl group Chemical group 0.000 abstract 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 7
- 125000003545 alkoxy group Chemical group 0.000 abstract 6
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 5
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 5
- 239000001257 hydrogen Substances 0.000 abstract 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 4
- 125000002252 acyl group Chemical group 0.000 abstract 4
- 125000004442 acylamino group Chemical group 0.000 abstract 4
- 125000004423 acyloxy group Chemical group 0.000 abstract 4
- 125000004448 alkyl carbonyl group Chemical group 0.000 abstract 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 abstract 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 3
- 229910052794 bromium Inorganic materials 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000006254 cycloalkyl carbonyl group Chemical group 0.000 abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 239000000975 dye Substances 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- 150000003254 radicals Chemical class 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- KYNSBQPICQTCGU-UHFFFAOYSA-N Benzopyrane Chemical compound C1=CC=C2C=CCOC2=C1 KYNSBQPICQTCGU-UHFFFAOYSA-N 0.000 abstract 1
- 239000004952 Polyamide Substances 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 239000000987 azo dye Substances 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- 229920002301 cellulose acetate Polymers 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- JEVCWSUVFOYBFI-UHFFFAOYSA-N cyanyl Chemical compound N#[C] JEVCWSUVFOYBFI-UHFFFAOYSA-N 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- 238000006193 diazotization reaction Methods 0.000 abstract 1
- 238000004043 dyeing Methods 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- KHUXNRRPPZOJPT-UHFFFAOYSA-N phenoxy radical Chemical compound O=C1C=C[CH]C=C1 KHUXNRRPPZOJPT-UHFFFAOYSA-N 0.000 abstract 1
- LEVJVKGPFAQPOI-UHFFFAOYSA-N phenylmethanone Chemical compound O=[C]C1=CC=CC=C1 LEVJVKGPFAQPOI-UHFFFAOYSA-N 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical compound O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 230000003381 solubilizing effect Effects 0.000 abstract 1
- 125000000147 tetrahydroquinolinyl group Chemical class N1(CCCC2=CC=CC=C12)* 0.000 abstract 1
- GLQWRXYOTXRDNH-UHFFFAOYSA-N thiophen-2-amine Chemical compound NC1=CC=CS1 GLQWRXYOTXRDNH-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
- C07D333/62—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D333/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/0025—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds
- C09B29/0059—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds the heterocyclic ring containing only sulfur as heteroatom
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
- C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
- C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
- C09B29/3617—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom
- C09B29/3621—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom from a pyridine ring
- C09B29/3626—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom from a pyridine ring from a pyridine ring containing one or more hydroxyl groups (or = O)
- C09B29/3634—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom from a pyridine ring from a pyridine ring containing one or more hydroxyl groups (or = O) from diazotized heterocyclic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH998672A CH569762A5 (en) | 1972-07-04 | 1972-07-04 | Azo dyes contg thiophene ring - as disperse dyes for synthetic fibres with good resistance to light |
| CH1753572 | 1972-12-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1434654A true GB1434654A (en) | 1976-05-05 |
Family
ID=25705653
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3136173A Expired GB1434654A (en) | 1972-07-04 | 1973-07-02 | Thiophene azo dyestuffs |
Country Status (10)
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4088641A (en) * | 1975-02-21 | 1978-05-09 | Ciba-Geigy Corporation | 4-Methyl-5-(benzimidazolonylazo)-6-hydroxypyridone-2 pigment |
| GB2163768A (en) * | 1984-08-30 | 1986-03-05 | Sandoz Ltd | Thienyl-azo disperse dyes and intermediate thiophens |
| AU594338B2 (en) * | 1985-05-14 | 1990-03-08 | Basf Aktiengesellschaft | Dyes containing thiophene radicals |
| US4908041A (en) * | 1987-10-13 | 1990-03-13 | Basf Aktiengesellschaft | Navy and black dye mixtures: thiophene azo disperse dye and red, yellow or orange disperse dye |
| US5145952A (en) * | 1989-01-25 | 1992-09-08 | Basf Aktiengesellschaft | Thiopheneazo dyes with a coupling component based on m-phenylenediamine |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3663945D1 (en) * | 1985-03-02 | 1989-07-20 | Basf Ag | Thiophene derivatives |
| DE3528759A1 (de) * | 1985-08-10 | 1987-02-19 | Basf Ag | Heterocyclische azofarbstoffe |
| DE3637223A1 (de) * | 1986-11-03 | 1988-05-05 | Bayer Ag | Verfahren zur herstellung von thiophenverbindungen |
| DE3639942A1 (de) * | 1986-11-22 | 1988-06-01 | Basf Ag | Thiophenazofarbstoffe |
| KR960031548A (ko) * | 1995-02-20 | 1996-09-17 | 고사이 아키오 | 모노아조 화합물 및 이 화합물을 사용하는 소수성 섬유재료의 염색 또는 날염방법 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1139567A (fr) * | 1954-04-05 | 1957-07-02 | Eastman Kodak Co | Nouveaux composés azoïques, leur préparation et leurs applications |
| CH427092A (de) * | 1964-02-06 | 1966-12-31 | Sandoz Ag | Verfahren zur Herstellung von Azofarbstoffen |
| DE2028395A1 (enrdf_load_stackoverflow) * | 1969-06-16 | 1970-12-23 | ||
| GB1394365A (en) * | 1972-01-28 | 1975-05-14 | Impperial Chemical Ind Ltd | Disperse azo dyestuffs |
| US4264495A (en) * | 1972-05-15 | 1981-04-28 | Eastman Kodak Company | 2-Thienyl azo dyestuff compounds |
-
1973
- 1973-06-29 NL NL7309098A patent/NL7309098A/xx not_active Application Discontinuation
- 1973-06-30 DE DE19732333447 patent/DE2333447A1/de not_active Ceased
- 1973-07-02 DD DD17199273A patent/DD105821A5/xx unknown
- 1973-07-02 ES ES416503A patent/ES416503A1/es not_active Expired
- 1973-07-02 GB GB3136173A patent/GB1434654A/en not_active Expired
- 1973-07-03 JP JP7445873A patent/JPS4944031A/ja active Pending
- 1973-07-04 FR FR7324597A patent/FR2190883B1/fr not_active Expired
- 1973-07-04 IT IT5122573A patent/IT989734B/it active
- 1973-07-04 AU AU57728/73A patent/AU5772873A/en not_active Expired
- 1973-07-04 AR AR24891673A patent/AR198849A1/es active
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4088641A (en) * | 1975-02-21 | 1978-05-09 | Ciba-Geigy Corporation | 4-Methyl-5-(benzimidazolonylazo)-6-hydroxypyridone-2 pigment |
| GB2163768A (en) * | 1984-08-30 | 1986-03-05 | Sandoz Ltd | Thienyl-azo disperse dyes and intermediate thiophens |
| GB2163768B (en) * | 1984-08-30 | 1989-05-17 | Sandoz Ltd | Thiophene containing compounds for use as disperse dyes or for preparing disperse dyes |
| US5132411A (en) * | 1984-08-30 | 1992-07-21 | Sandoz Ltd. | Azo compounds having 2,4-disubstituted-3-halothienyl-5-diazo component radicals, dyeing processes therewith and substrates dyed therewith |
| US5679800A (en) * | 1984-08-30 | 1997-10-21 | Clariant Finance (Bvi) Limited | 2-Amino-3,5,disubstituted-4-halothiophenes and processes for the synthesis thereof |
| AU594338B2 (en) * | 1985-05-14 | 1990-03-08 | Basf Aktiengesellschaft | Dyes containing thiophene radicals |
| US4908041A (en) * | 1987-10-13 | 1990-03-13 | Basf Aktiengesellschaft | Navy and black dye mixtures: thiophene azo disperse dye and red, yellow or orange disperse dye |
| US5145952A (en) * | 1989-01-25 | 1992-09-08 | Basf Aktiengesellschaft | Thiopheneazo dyes with a coupling component based on m-phenylenediamine |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2190883A1 (enrdf_load_stackoverflow) | 1974-02-01 |
| JPS4944031A (enrdf_load_stackoverflow) | 1974-04-25 |
| FR2190883B1 (enrdf_load_stackoverflow) | 1977-09-30 |
| AU5772873A (en) | 1975-01-09 |
| DE2333447A1 (de) | 1974-01-24 |
| AR198849A1 (es) | 1974-07-24 |
| NL7309098A (enrdf_load_stackoverflow) | 1974-01-08 |
| IT989734B (it) | 1975-06-10 |
| DD105821A5 (enrdf_load_stackoverflow) | 1974-05-12 |
| ES416503A1 (es) | 1976-06-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| 48B9 | Specification amended (sect. 8 and 9/1949) | ||
| PCNP | Patent ceased through non-payment of renewal fee |