CN102108214B - 一种活性黄染料化合物、其制备方法及含其的活性黄染料 - Google Patents
一种活性黄染料化合物、其制备方法及含其的活性黄染料 Download PDFInfo
- Publication number
- CN102108214B CN102108214B CN 200910200783 CN200910200783A CN102108214B CN 102108214 B CN102108214 B CN 102108214B CN 200910200783 CN200910200783 CN 200910200783 CN 200910200783 A CN200910200783 A CN 200910200783A CN 102108214 B CN102108214 B CN 102108214B
- Authority
- CN
- China
- Prior art keywords
- compound
- reaction
- preparation
- yellow dye
- final product
- 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.)
- Active
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 23
- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 title claims abstract description 8
- -1 yellow dye compound Chemical class 0.000 title abstract description 11
- 239000001043 yellow dye Substances 0.000 title abstract 6
- 150000001875 compounds Chemical class 0.000 claims abstract description 56
- 238000006243 chemical reaction Methods 0.000 claims description 42
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 29
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 claims description 26
- 238000000034 method Methods 0.000 claims description 24
- JYGXADMDTFJGBT-VWUMJDOOSA-N hydrocortisone Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 JYGXADMDTFJGBT-VWUMJDOOSA-N 0.000 claims description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
- 239000012467 final product Substances 0.000 claims description 16
- 239000002904 solvent Substances 0.000 claims description 16
- 235000010288 sodium nitrite Nutrition 0.000 claims description 13
- 238000001514 detection method Methods 0.000 claims description 12
- 238000010534 nucleophilic substitution reaction Methods 0.000 claims description 12
- 238000005859 coupling reaction Methods 0.000 claims description 11
- 229960000890 hydrocortisone Drugs 0.000 claims description 11
- 239000000985 reactive dye Substances 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 8
- OMFXVFTZEKFJBZ-HJTSIMOOSA-N corticosterone Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@H](CC4)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 OMFXVFTZEKFJBZ-HJTSIMOOSA-N 0.000 claims description 8
- 238000006193 diazotization reaction Methods 0.000 claims description 6
- 239000000975 dye Substances 0.000 abstract description 27
- 230000000694 effects Effects 0.000 abstract description 6
- 239000003795 chemical substances by application Substances 0.000 abstract description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 238000003756 stirring Methods 0.000 description 41
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 38
- 235000017550 sodium carbonate Nutrition 0.000 description 19
- 229910000029 sodium carbonate Inorganic materials 0.000 description 19
- 239000000706 filtrate Substances 0.000 description 12
- 239000000047 product Substances 0.000 description 12
- 238000010792 warming Methods 0.000 description 12
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 8
- 230000001186 cumulative effect Effects 0.000 description 8
- 239000012065 filter cake Substances 0.000 description 8
- 238000000967 suction filtration Methods 0.000 description 8
- 0 CC(NC1=CC(Nc2nc(C)nc(Cl)n2)=CC[C@]1N=Nc1cc(c(*)ccc2)c2c(*)c1)=O Chemical compound CC(NC1=CC(Nc2nc(C)nc(Cl)n2)=CC[C@]1N=Nc1cc(c(*)ccc2)c2c(*)c1)=O 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 description 5
- 238000001914 filtration Methods 0.000 description 5
- PEMGGJDINLGTON-UHFFFAOYSA-N n-(3-aminophenyl)acetamide Chemical compound CC(=O)NC1=CC=CC(N)=C1 PEMGGJDINLGTON-UHFFFAOYSA-N 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 4
- ASDREVVGQFYRTH-UHFFFAOYSA-N 3-[[2-acetamido-4-[(4-amino-6-chloro-1,3,5-triazin-2-yl)amino]phenyl]diazenyl]naphthalene-1,5-disulfonic acid Chemical compound C=1C=C(N=NC=2C=C3C(=CC=CC3=C(C=2)S(O)(=O)=O)S(O)(=O)=O)C(NC(=O)C)=CC=1NC1=NC(N)=NC(Cl)=N1 ASDREVVGQFYRTH-UHFFFAOYSA-N 0.000 description 4
- 125000006414 CCl Chemical group ClC* 0.000 description 4
- 238000004566 IR spectroscopy Methods 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 229910000019 calcium carbonate Inorganic materials 0.000 description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 4
- 230000008878 coupling Effects 0.000 description 4
- 238000010168 coupling process Methods 0.000 description 4
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 4
- 238000004043 dyeing Methods 0.000 description 4
- 238000004128 high performance liquid chromatography Methods 0.000 description 4
- 238000009413 insulation Methods 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 4
- 238000010298 pulverizing process Methods 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- KRRUJXFCUPBUCQ-UHFFFAOYSA-N 1,3,2,4-dioxadithietane 2,2,4,4-tetraoxide Chemical compound S1(=O)(=O)OS(=O)(=O)O1 KRRUJXFCUPBUCQ-UHFFFAOYSA-N 0.000 description 2
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 description 2
- ZMCHBSMFKQYNKA-UHFFFAOYSA-N 2-aminobenzenesulfonic acid Chemical compound NC1=CC=CC=C1S(O)(=O)=O ZMCHBSMFKQYNKA-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- HTSVYUUXJSMGQC-UHFFFAOYSA-N 2-chloro-1,3,5-triazine Chemical compound ClC1=NC=NC=N1 HTSVYUUXJSMGQC-UHFFFAOYSA-N 0.000 description 1
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000005183 environmental health Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 229940056729 sodium sulfate anhydrous Drugs 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
Abstract
Description
Claims (10)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200910200783 CN102108214B (zh) | 2009-12-25 | 2009-12-25 | 一种活性黄染料化合物、其制备方法及含其的活性黄染料 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200910200783 CN102108214B (zh) | 2009-12-25 | 2009-12-25 | 一种活性黄染料化合物、其制备方法及含其的活性黄染料 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN102108214A CN102108214A (zh) | 2011-06-29 |
CN102108214B true CN102108214B (zh) | 2013-12-18 |
Family
ID=44172503
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN 200910200783 Active CN102108214B (zh) | 2009-12-25 | 2009-12-25 | 一种活性黄染料化合物、其制备方法及含其的活性黄染料 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN102108214B (zh) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102850284A (zh) * | 2011-06-30 | 2013-01-02 | 上海安诺其纺织化工股份有限公司 | 一种偶氮化合物、其制备方法、中间体及其应用 |
CN103030990A (zh) * | 2011-06-30 | 2013-04-10 | 上海安诺其纺织化工股份有限公司 | 一种偶氮化合物的应用 |
CN103030601A (zh) * | 2011-06-30 | 2013-04-10 | 上海安诺其纺织化工股份有限公司 | 一种偶氮化合物的制备方法 |
CN103030602A (zh) * | 2011-06-30 | 2013-04-10 | 上海安诺其纺织化工股份有限公司 | 一种偶氮化合物的制备方法 |
CN103030603A (zh) * | 2011-06-30 | 2013-04-10 | 上海安诺其纺织化工股份有限公司 | 一种偶氮化合物的制备方法 |
CN102977638A (zh) * | 2012-11-30 | 2013-03-20 | 浙江瑞华化工有限公司 | 一种组合物及其制备方法和用途以及纺织物和纺织物制品 |
CN105440736A (zh) * | 2015-12-22 | 2016-03-30 | 浙江亿得化工有限公司 | 复合毛用活性黄染料及其制备方法 |
CN107141264A (zh) * | 2017-07-03 | 2017-09-08 | 上海安诺其集团股份有限公司 | 一种偶氮类化合物、其制备方法、中间体及应用 |
CN107141265A (zh) * | 2017-07-03 | 2017-09-08 | 上海安诺其集团股份有限公司 | 一种偶氮类化合物、其制备方法、中间体及应用 |
CN115710433A (zh) * | 2022-11-09 | 2023-02-24 | 宁夏保隆科技有限公司 | 一种基于高固着率染料产品的制造方法 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4378313B1 (en) * | 1979-06-01 | 1994-05-03 | Sumitomo Chemical Co | Reactive yellow dye having both monochlorotriazinyl and vinylsulfone type reactive groups |
PL354835A1 (en) * | 2001-07-12 | 2003-01-13 | Ciba Sc Holding Ag | Method of trichromatic dyeing and printing of synthetic material from polyamide fibres |
CN100362055C (zh) * | 2006-01-26 | 2008-01-16 | 浙江龙盛集团股份有限公司 | 一种复合活性黄染料 |
CN1958579A (zh) * | 2006-10-31 | 2007-05-09 | 姜堰市东风染料化工厂 | 一种活性黄df-3rs的合成方法 |
CN101597435B (zh) * | 2008-06-03 | 2013-02-13 | 上海雅运纺织化工股份有限公司 | 黄色活性染料组合物及其应用 |
-
2009
- 2009-12-25 CN CN 200910200783 patent/CN102108214B/zh active Active
Also Published As
Publication number | Publication date |
---|---|
CN102108214A (zh) | 2011-06-29 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN102108214B (zh) | 一种活性黄染料化合物、其制备方法及含其的活性黄染料 | |
CN102101845B (zh) | 一种活性染料化合物及其制备方法及一种活性染料产品 | |
EP2248859A1 (en) | A black active dye and the preparation thereof | |
CN102504580A (zh) | 一种偶氮类红色活性染料及其制备方法 | |
CN102146061B (zh) | 一种红色活性染料化合物、其制备方法及含其的染料 | |
CN102911524B (zh) | 一种活性艳黄染料及复合活性棕色染料 | |
KR100270403B1 (ko) | 이반응기형 적색 반응성 염료 | |
CN103030990A (zh) | 一种偶氮化合物的应用 | |
CN102898868A (zh) | 一种活性橙染料及其制备方法 | |
CN102850284A (zh) | 一种偶氮化合物、其制备方法、中间体及其应用 | |
CN104629401B (zh) | 一种双偶氮分散染料及其制备方法和用途 | |
CN103540160B (zh) | 含磺胺结构的红色偶氮类活性染料 | |
CN103030601A (zh) | 一种偶氮化合物的制备方法 | |
CN101531831B (zh) | 一种直接混纺棕d-rs染料的生产方法 | |
CN102040855B (zh) | 一种直接冻黄g的制备方法 | |
ITRM960342A1 (it) | Coloranti per dispersione monoazo (caso 150-5866). | |
CN104592786A (zh) | 一种新型特深反应性橙色或黄色染料及其制备方法 | |
CN103030602A (zh) | 一种偶氮化合物的制备方法 | |
CN103030603A (zh) | 一种偶氮化合物的制备方法 | |
CN107141264A (zh) | 一种偶氮类化合物、其制备方法、中间体及应用 | |
CN107141265A (zh) | 一种偶氮类化合物、其制备方法、中间体及应用 | |
CN106833013A (zh) | 一种活性深红染料及其制备和应用 | |
CN102911528A (zh) | 一种耐晒、耐氯浸复合活性艳红染料 | |
CN101735658A (zh) | 一种适用于尼龙染色的活性藏青染料及其制备方法 | |
CN109020900A (zh) | 6-氯-3-甲基尿嘧啶的制备方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
C56 | Change in the name or address of the patentee |
Owner name: SHANGHAI ANOKY GROUP CO., LTD. Free format text: FORMER NAME: SHANGHAI ANOKY TEXTILE CHEMICALS CO., LTD. |
|
CP01 | Change in the name or title of a patent holder |
Address after: Liantang Town Qingpu District Shanghai city 201717 Zhu Feng Road No. 6188 room 2622 Patentee after: SHANGHAI ANOKY GROUP Co.,Ltd. Address before: Liantang Town Qingpu District Shanghai city 201717 Zhu Feng Road No. 6188 room 2622 Patentee before: SHANGHAI ANOKY TEXTILE CHEMICALS Co.,Ltd. |
|
TR01 | Transfer of patent right |
Effective date of registration: 20171121 Address after: 224631 Jiangsu province Yancheng City county road six North Ring Chen Zhen Wei Patentee after: JIANGSU ANOKY CHEMICALS Co.,Ltd. Address before: Liantang Town Qingpu District Shanghai city 201717 Zhu Feng Road No. 6188 room 2622 Patentee before: SHANGHAI ANOKY GROUP Co.,Ltd. |
|
TR01 | Transfer of patent right | ||
TR01 | Transfer of patent right |
Effective date of registration: 20190808 Address after: 201703 Shanghai city Qingpu District Songhua Road No. 881 Co-patentee after: YANTAI ANOKY FINE CHEMICALS Co.,Ltd. Patentee after: SHANGHAI ANOKY GROUP Co.,Ltd. Co-patentee after: SHANGHAI ANOKY DIGITAL TECHNOLOGY Co.,Ltd. Co-patentee after: DONGYING ANOKY TEXTILE MATERIALS Co.,Ltd. Co-patentee after: SHANGHAI SHANGHU DIGITAL TECHNOLOGY Co.,Ltd. Co-patentee after: Yantai Shangyu Digital Technology Co.,Ltd. Address before: 224631 North of Weiliu Road, Chenjiagang Town, Xiangshui County, Yancheng City, Jiangsu Province Patentee before: JIANGSU ANOKY CHEMICALS Co.,Ltd. |
|
TR01 | Transfer of patent right | ||
CP03 | Change of name, title or address |
Address after: No. 881, Songhua Road, Qingpu District, Shanghai City, Shanghai Patentee after: SHANGHAI ANOKY GROUP Co.,Ltd. Country or region after: China Patentee after: YANTAI ANOKY FINE CHEMICALS Co.,Ltd. Patentee after: Shanghai Annuoqi Material Technology Co.,Ltd. Patentee after: DONGYING ANOKY TEXTILE MATERIALS Co.,Ltd. Patentee after: SHANGHAI SHANGHU DIGITAL TECHNOLOGY Co.,Ltd. Patentee after: Yantai Shangyu Digital Technology Co.,Ltd. Address before: No. 881, Songhua Road, Qingpu District, Shanghai City, Shanghai Patentee before: SHANGHAI ANOKY GROUP Co.,Ltd. Country or region before: China Patentee before: YANTAI ANOKY FINE CHEMICALS Co.,Ltd. Patentee before: SHANGHAI ANOKY DIGITAL TECHNOLOGY Co.,Ltd. Patentee before: DONGYING ANOKY TEXTILE MATERIALS Co.,Ltd. Patentee before: SHANGHAI SHANGHU DIGITAL TECHNOLOGY Co.,Ltd. Patentee before: Yantai Shangyu Digital Technology Co.,Ltd. |
|
CP03 | Change of name, title or address |