GB1603071A - Anthraquinonoid disperse dyes - Google Patents
Anthraquinonoid disperse dyes Download PDFInfo
- Publication number
- GB1603071A GB1603071A GB23921/78A GB2392178A GB1603071A GB 1603071 A GB1603071 A GB 1603071A GB 23921/78 A GB23921/78 A GB 23921/78A GB 2392178 A GB2392178 A GB 2392178A GB 1603071 A GB1603071 A GB 1603071A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dye
- mixture
- bromine
- formula
- parts
- 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
- 239000000986 disperse dye Substances 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims abstract description 39
- 229910052794 bromium Chemical group 0.000 claims abstract description 16
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract description 15
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 13
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 6
- 239000000460 chlorine Substances 0.000 claims abstract description 6
- 125000001309 chloro group Chemical group Cl* 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims description 24
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 9
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 9
- 239000004327 boric acid Substances 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 5
- XHTBQEDDFNUDSX-UHFFFAOYSA-N 1-amino-4,5-dihydroxy-8-nitroanthracene-9,10-dione Chemical compound O=C1C2=C(O)C=CC([N+]([O-])=O)=C2C(=O)C2=C1C(O)=CC=C2N XHTBQEDDFNUDSX-UHFFFAOYSA-N 0.000 claims description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 230000026030 halogenation Effects 0.000 claims description 4
- 238000005658 halogenation reaction Methods 0.000 claims description 4
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 claims description 4
- 125000001246 bromo group Chemical group Br* 0.000 claims description 3
- 239000004677 Nylon Substances 0.000 claims description 2
- 229960000583 acetic acid Drugs 0.000 claims description 2
- 239000012362 glacial acetic acid Substances 0.000 claims description 2
- 229920001778 nylon Polymers 0.000 claims description 2
- 229920000728 polyester Polymers 0.000 claims description 2
- DEUOBQUHDSDIFY-UHFFFAOYSA-N sulfur trioxide;hydrate Chemical compound O.O=S(=O)=O DEUOBQUHDSDIFY-UHFFFAOYSA-N 0.000 claims description 2
- 229920002301 cellulose acetate Polymers 0.000 claims 1
- 239000000835 fiber Substances 0.000 claims 1
- 239000012429 reaction media Substances 0.000 claims 1
- 238000004043 dyeing Methods 0.000 abstract description 4
- 239000000463 material Substances 0.000 abstract description 3
- 229920002994 synthetic fiber Polymers 0.000 abstract description 3
- 238000005406 washing Methods 0.000 abstract description 2
- 238000009998 heat setting Methods 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 230000002140 halogenating effect Effects 0.000 description 3
- NYGCBQKDTGBHSC-UHFFFAOYSA-N oxan-2-ylmethanamine Chemical compound NCC1CCCCO1 NYGCBQKDTGBHSC-UHFFFAOYSA-N 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- YNOGYQAEJGADFJ-UHFFFAOYSA-N oxolan-2-ylmethanamine Chemical compound NCC1CCCO1 YNOGYQAEJGADFJ-UHFFFAOYSA-N 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- RYNGPKYSAXEXDX-UHFFFAOYSA-N 1,4-diamino-2-hydroxy-3-nitroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(N)=C([N+]([O-])=O)C(O)=C2N RYNGPKYSAXEXDX-UHFFFAOYSA-N 0.000 description 1
- PIDMRPWXMXQODP-UHFFFAOYSA-N 1-amino-3,4-dihydroxy-2-nitroanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=C([N+]([O-])=O)C(N)=C3C(=O)C2=C1 PIDMRPWXMXQODP-UHFFFAOYSA-N 0.000 description 1
- UJQZTMFRMLEYQN-UHFFFAOYSA-N 3-methyloxane Chemical compound CC1CCCOC1 UJQZTMFRMLEYQN-UHFFFAOYSA-N 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 229920006221 acetate fiber Polymers 0.000 description 1
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- IPBPLHNLRKRLPJ-UHFFFAOYSA-N oxan-4-ylmethanamine Chemical compound NCC1CCOCC1 IPBPLHNLRKRLPJ-UHFFFAOYSA-N 0.000 description 1
- XEZQLSOFXLPSJR-UHFFFAOYSA-N oxane-2-carbaldehyde Chemical class O=CC1CCCCO1 XEZQLSOFXLPSJR-UHFFFAOYSA-N 0.000 description 1
- CINJIXGRSTYIHP-UHFFFAOYSA-N oxolan-3-ylmethanamine Chemical compound NCC1CCOC1 CINJIXGRSTYIHP-UHFFFAOYSA-N 0.000 description 1
- BBNYLDSWVXSNOQ-UHFFFAOYSA-N oxolane-2-carbaldehyde Chemical class O=CC1CCCO1 BBNYLDSWVXSNOQ-UHFFFAOYSA-N 0.000 description 1
- 238000006268 reductive amination reaction Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 239000004758 synthetic textile Substances 0.000 description 1
- CMQCNTNASCDNGR-UHFFFAOYSA-N toluene;hydrate Chemical compound O.CC1=CC=CC=C1 CMQCNTNASCDNGR-UHFFFAOYSA-N 0.000 description 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
- C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
- C09B1/51—N-substituted amino-hydroxy anthraquinone
- C09B1/515—N-alkyl, N-aralkyl or N-cycloalkyl derivatives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2727331A DE2727331C2 (de) | 1977-06-16 | 1977-06-16 | Anthrachinoide Dispersionsfarbstoffe und deren Verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1603071A true GB1603071A (en) | 1981-11-18 |
Family
ID=6011701
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB23921/78A Expired GB1603071A (en) | 1977-06-16 | 1978-05-30 | Anthraquinonoid disperse dyes |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS546023A (it) |
| CH (1) | CH637979A5 (it) |
| DE (1) | DE2727331C2 (it) |
| FR (1) | FR2394580A2 (it) |
| GB (1) | GB1603071A (it) |
| IT (1) | IT1158725B (it) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5553358A (en) * | 1978-10-14 | 1980-04-18 | Canon Inc | Original positioning device |
| JPS60250819A (ja) * | 1984-05-25 | 1985-12-11 | Hitachi Ltd | 加工機制御装置 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2191029A (en) * | 1940-02-20 | Anthraqbinone compounds and proc- | ||
| GB1284932A (en) * | 1969-06-17 | 1972-08-09 | Ici Ltd | Anthraquinone dyestuffs |
| DE2500237C2 (de) * | 1975-01-04 | 1977-01-13 | Basf Ag | Anthrachinoide dispersionsfarbstoffe, deren herstellung und deren verwendung |
-
1977
- 1977-06-16 DE DE2727331A patent/DE2727331C2/de not_active Expired
-
1978
- 1978-05-29 IT IT23940/78A patent/IT1158725B/it active
- 1978-05-30 GB GB23921/78A patent/GB1603071A/en not_active Expired
- 1978-06-08 FR FR7817140A patent/FR2394580A2/fr active Granted
- 1978-06-13 CH CH643578A patent/CH637979A5/de not_active IP Right Cessation
- 1978-06-13 JP JP7047078A patent/JPS546023A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| IT1158725B (it) | 1987-02-25 |
| CH637979A5 (en) | 1983-08-31 |
| IT7823940A0 (it) | 1978-05-29 |
| FR2394580A2 (fr) | 1979-01-12 |
| DE2727331A1 (de) | 1979-01-11 |
| JPS546023A (en) | 1979-01-17 |
| FR2394580B2 (it) | 1982-09-17 |
| DE2727331C2 (de) | 1986-07-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |