CN1563204A - Azo type disperse dyes in use for coloration in acid-alkalinity bath - Google Patents
Azo type disperse dyes in use for coloration in acid-alkalinity bath Download PDFInfo
- Publication number
- CN1563204A CN1563204A CN 200410021247 CN200410021247A CN1563204A CN 1563204 A CN1563204 A CN 1563204A CN 200410021247 CN200410021247 CN 200410021247 CN 200410021247 A CN200410021247 A CN 200410021247A CN 1563204 A CN1563204 A CN 1563204A
- Authority
- CN
- China
- Prior art keywords
- diazo component
- component
- dispersed dye
- coupling component
- dye
- 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.)
- Granted
Links
- 239000000986 disperse dye Substances 0.000 title claims description 7
- 238000005859 coupling reaction Methods 0.000 claims abstract description 38
- 230000008878 coupling Effects 0.000 claims abstract description 35
- 238000010168 coupling process Methods 0.000 claims abstract description 35
- 239000006185 dispersion Substances 0.000 claims abstract 3
- 239000000975 dye Substances 0.000 claims description 73
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 33
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 20
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 claims description 20
- 239000012954 diazonium Substances 0.000 claims description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 claims description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 13
- 235000010288 sodium nitrite Nutrition 0.000 claims description 12
- 229920004935 Trevira® Polymers 0.000 claims description 10
- 239000007788 liquid Substances 0.000 claims description 9
- 239000000243 solution Substances 0.000 claims description 8
- 238000010792 warming Methods 0.000 claims description 8
- 239000010813 municipal solid waste Substances 0.000 claims description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 238000004587 chromatography analysis Methods 0.000 claims description 5
- 230000008034 disappearance Effects 0.000 claims description 5
- 239000000835 fiber Substances 0.000 claims description 5
- JMANVNJQNLATNU-UHFFFAOYSA-N glycolonitrile Natural products N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 claims description 5
- GLUCALKKMFBJEB-UHFFFAOYSA-N 2-bromo-6-chloro-4-nitroaniline Chemical compound NC1=C(Cl)C=C([N+]([O-])=O)C=C1Br GLUCALKKMFBJEB-UHFFFAOYSA-N 0.000 claims description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 4
- 229940117389 dichlorobenzene Drugs 0.000 claims description 4
- ZLTPDFXIESTBQG-UHFFFAOYSA-N isothiazole Chemical compound C=1C=NSC=1 ZLTPDFXIESTBQG-UHFFFAOYSA-N 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 3
- 238000013019 agitation Methods 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 3
- 229920002301 cellulose acetate Polymers 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 239000004744 fabric Substances 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- 125000001424 substituent group Chemical group 0.000 claims description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims description 2
- 238000000576 coating method Methods 0.000 claims description 2
- 239000000741 silica gel Substances 0.000 claims description 2
- 229910002027 silica gel Inorganic materials 0.000 claims description 2
- 125000003944 tolyl group Chemical group 0.000 claims description 2
- 239000000463 material Substances 0.000 abstract description 5
- 239000000203 mixture Substances 0.000 abstract description 4
- 239000003086 colorant Substances 0.000 abstract description 2
- 239000000049 pigment Substances 0.000 abstract 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- -1 heterocyclic ring amine Chemical class 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 238000004043 dyeing Methods 0.000 description 10
- 238000000034 method Methods 0.000 description 8
- RXQNKKRGJJRMKD-UHFFFAOYSA-N 5-bromo-2-methylaniline Chemical compound CC1=CC=C(Br)C=C1N RXQNKKRGJJRMKD-UHFFFAOYSA-N 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000003513 alkali Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000009413 insulation Methods 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 241001062009 Indigofera Species 0.000 description 2
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 2
- 239000000980 acid dye Substances 0.000 description 2
- 238000003287 bathing Methods 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
- CVXDZAQINLBEIC-UHFFFAOYSA-N 1-bromo-3-chloro-5-nitrobenzene Chemical compound [O-][N+](=O)C1=CC(Cl)=CC(Br)=C1 CVXDZAQINLBEIC-UHFFFAOYSA-N 0.000 description 1
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 1
- PNWYPUYECVECFF-UHFFFAOYSA-N 3-[n-[2-(2-cyanoethoxy)ethyl]-4-[(4-nitrophenyl)diazenyl]anilino]propanenitrile Chemical compound C1=CC([N+](=O)[O-])=CC=C1N=NC1=CC=C(N(CCOCCC#N)CCC#N)C=C1 PNWYPUYECVECFF-UHFFFAOYSA-N 0.000 description 1
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methylaniline Chemical compound CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- LFZDEAVRTJKYAF-UHFFFAOYSA-L barium(2+) 2-[(2-hydroxynaphthalen-1-yl)diazenyl]naphthalene-1-sulfonate Chemical compound [Ba+2].C1=CC=CC2=C(S([O-])(=O)=O)C(N=NC3=C4C=CC=CC4=CC=C3O)=CC=C21.C1=CC=CC2=C(S([O-])(=O)=O)C(N=NC3=C4C=CC=CC4=CC=C3O)=CC=C21 LFZDEAVRTJKYAF-UHFFFAOYSA-L 0.000 description 1
- 238000010009 beating Methods 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- VPWFPZBFBFHIIL-UHFFFAOYSA-L disodium 4-[(4-methyl-2-sulfophenyl)diazenyl]-3-oxidonaphthalene-2-carboxylate Chemical group [Na+].[Na+].[O-]S(=O)(=O)C1=CC(C)=CC=C1N=NC1=C(O)C(C([O-])=O)=CC2=CC=CC=C12 VPWFPZBFBFHIIL-UHFFFAOYSA-L 0.000 description 1
- TUXJTJITXCHUEL-UHFFFAOYSA-N disperse red 11 Chemical compound C1=CC=C2C(=O)C3=C(N)C(OC)=CC(N)=C3C(=O)C2=C1 TUXJTJITXCHUEL-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229920005552 sodium lignosulfonate Polymers 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
Landscapes
- Coloring (AREA)
Abstract
Description
Embodiment | Diazo component | R 1 | R 2 | Fusing point m.p (℃) | R fValue | Maximum absorption wavelength λ max(nm) | Form and aspect |
1 | a | CH 3 | C 2H 5 | 119.0-119.5 | 0.64 | 619 | Blue |
2 | a | H | C 2H 5 | 111.0-114.0 | 0.49 | 605 | Ruddiness indigo plant |
3 | a | H | CH 3 | 185.0-187.4 | 0.50 | 600 | Ruddiness indigo plant |
Embodiment | Diazo component | R 1 | R 2 | Fusing point m.p (℃) | R fValue | Maximum absorption wavelength λ max(nm) | Form and aspect |
4 | b | CH 3 | C 2H 5 | 149.5-152.0 | 0.41 | 538 | Purple |
5 | b | H | C 2H 5 | 127.0-129.5 | 0.49 | 528 | Blue light is red |
6 | b | H | CH 3 | 167.2-170.0 | 0.47 | 525 | Blue light is red |
Embodiment | Diazo component | R 1 | R 2 | Fusing point m.p (℃) | R fValue | Maximum absorption wavelength λ max(nm) | Form and aspect |
7 | c | CH 3 | C 2H 5 | 103.0-105.5 | 0.71 | 462 | The ruddiness palm fibre |
8 | c | H | C 2H 5 | 93.0-96.0 | 0.73 | 440 | The gold-tinted palm fibre |
9 | c | H | CH 3 | 90.5-94.0 | 0.65 | 436 | The gold-tinted palm fibre |
Embodiment | Diazo component | R 1 | R 2 | Fusing point m.p (℃) | R fValue | Maximum absorption wavelength λ max(nm) | Form and aspect |
10 | d | CH 3 | C 2H 5 | 103.0-104.5 | 0.66 | 524 | Blue light is red |
11 | e | CH 3 | C 2H 5 | 101.0-104.0 | 0.65 | 510 | Red |
12 | e | H | CH 3 | 143.5-145.0 | 0.67 | 480 | The ruddiness orange |
Claims (4)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200410021247 CN1227299C (en) | 2004-04-06 | 2004-04-06 | Azo type disperse dyes in use for coloration in acid-alkalinity bath |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200410021247 CN1227299C (en) | 2004-04-06 | 2004-04-06 | Azo type disperse dyes in use for coloration in acid-alkalinity bath |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1563204A true CN1563204A (en) | 2005-01-12 |
CN1227299C CN1227299C (en) | 2005-11-16 |
Family
ID=34479771
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN 200410021247 Expired - Lifetime CN1227299C (en) | 2004-04-06 | 2004-04-06 | Azo type disperse dyes in use for coloration in acid-alkalinity bath |
Country Status (1)
Country | Link |
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CN (1) | CN1227299C (en) |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101265369B (en) * | 2008-05-14 | 2010-06-09 | 浙江汇德隆化工有限公司 | Azo dye composition and application thereof |
CN101935464A (en) * | 2010-07-30 | 2011-01-05 | 杭州吉华江东化工有限公司 | Alkali-resistant disperse dye complex |
TWI394805B (en) * | 2005-11-16 | 2013-05-01 | Kiwa Chemical Ind Co Ltd | Disperse dyes, disperse dye compositions, ink for inkjet printing and dyeing, dyeing methods using the same, and dyeing methods |
WO2013097315A1 (en) * | 2011-12-30 | 2013-07-04 | 吴江市绿洲染料化工有限公司 | Dispersed orange dye mixture |
CN101845234B (en) * | 2009-03-27 | 2013-07-31 | 上海安诺其纺织化工股份有限公司 | Monoazo disperse blue dye and bi-component disperse blue dye as well as preparation method thereof |
CN104151860A (en) * | 2014-08-30 | 2014-11-19 | 浙江花蝶化学股份有限公司 | Preparation method for azo mixing phenol yellow dye |
CN104610778A (en) * | 2015-01-19 | 2015-05-13 | 绍兴君泰纺织科技有限公司 | Orangered-series benzyl and ester contained azo-disperse dye as well as preparation method and application thereof |
CN105907126A (en) * | 2016-04-20 | 2016-08-31 | 烟台利盈化工科技有限公司 | Strong-alkaline-resistant disperse blue dye, compounded mixture thereof, and preparation method thereof |
CN107858839A (en) * | 2017-10-26 | 2018-03-30 | 卢梅雅 | A kind of green disperse dye composition and its application in woolen dyed |
CN109608901A (en) * | 2019-01-16 | 2019-04-12 | 绍兴市上虞鼎诚化工有限公司 | A kind of preparation method of benzisothiazole-azo dispersed blue dye |
-
2004
- 2004-04-06 CN CN 200410021247 patent/CN1227299C/en not_active Expired - Lifetime
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TWI394805B (en) * | 2005-11-16 | 2013-05-01 | Kiwa Chemical Ind Co Ltd | Disperse dyes, disperse dye compositions, ink for inkjet printing and dyeing, dyeing methods using the same, and dyeing methods |
CN101265369B (en) * | 2008-05-14 | 2010-06-09 | 浙江汇德隆化工有限公司 | Azo dye composition and application thereof |
CN101845234B (en) * | 2009-03-27 | 2013-07-31 | 上海安诺其纺织化工股份有限公司 | Monoazo disperse blue dye and bi-component disperse blue dye as well as preparation method thereof |
CN101935464A (en) * | 2010-07-30 | 2011-01-05 | 杭州吉华江东化工有限公司 | Alkali-resistant disperse dye complex |
CN101935464B (en) * | 2010-07-30 | 2013-04-17 | 杭州吉华江东化工有限公司 | Alkali-resistant disperse dye complex |
WO2013097315A1 (en) * | 2011-12-30 | 2013-07-04 | 吴江市绿洲染料化工有限公司 | Dispersed orange dye mixture |
CN104151860A (en) * | 2014-08-30 | 2014-11-19 | 浙江花蝶化学股份有限公司 | Preparation method for azo mixing phenol yellow dye |
CN104610778A (en) * | 2015-01-19 | 2015-05-13 | 绍兴君泰纺织科技有限公司 | Orangered-series benzyl and ester contained azo-disperse dye as well as preparation method and application thereof |
CN105907126A (en) * | 2016-04-20 | 2016-08-31 | 烟台利盈化工科技有限公司 | Strong-alkaline-resistant disperse blue dye, compounded mixture thereof, and preparation method thereof |
CN105907126B (en) * | 2016-04-20 | 2018-01-05 | 烟台澳土复合材料有限公司 | A kind of dispersed blue dye of resistance to highly basic, its compounding mixture and preparation method thereof |
CN107858839A (en) * | 2017-10-26 | 2018-03-30 | 卢梅雅 | A kind of green disperse dye composition and its application in woolen dyed |
CN109608901A (en) * | 2019-01-16 | 2019-04-12 | 绍兴市上虞鼎诚化工有限公司 | A kind of preparation method of benzisothiazole-azo dispersed blue dye |
Also Published As
Publication number | Publication date |
---|---|
CN1227299C (en) | 2005-11-16 |
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Legal Events
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GR01 | Patent grant | ||
ASS | Succession or assignment of patent right |
Owner name: ZHEJIANG HUIDELONG CHEMICAL INDUSTRY CO., LTD. Free format text: FORMER OWNER: PENGLAI HUAMAO FINE CHEMICAL INDUSTRY CO., LTD. Effective date: 20091120 |
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Effective date of registration: 20091120 Address after: Shangyu Industrial Zone, Hangzhou Bay, Zhejiang, Shaoxing, Shangyu, Zhejiang Patentee after: ZHEJIANG HUIDELONG CHEMICAL Co.,Ltd. Address before: No. 198 South Gate Road, Shandong, Penglai Patentee before: Penglai Huamao Fine Chemical Co.,Ltd. |
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ASS | Succession or assignment of patent right |
Owner name: ZHEJIANG YUTAI DYEING TECHNOLOGY CO., LTD. Free format text: FORMER OWNER: ZHEJIANG HUIDELONG CHEMICAL CO., LTD. Effective date: 20130122 |
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C41 | Transfer of patent application or patent right or utility model | ||
COR | Change of bibliographic data |
Free format text: CORRECT: ADDRESS; FROM: 312300 SHAOXING, ZHEJIANG PROVINCE TO: 312000 SHAOXING, ZHEJIANG PROVINCE |
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TR01 | Transfer of patent right |
Effective date of registration: 20130122 Address after: 808, building 8, building 113, Shengli East Road, 312000, Zhejiang, Shaoxing Patentee after: ZHEJIANG YUTAI DYEING TECHNOLOGY Co.,Ltd. Address before: 312300 Shangyu Industrial Zone, Hangzhou Bay, Zhejiang, Shaoxing, Zhejiang, Shangyu Patentee before: ZHEJIANG HUIDELONG CHEMICAL Co.,Ltd. |
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CX01 | Expiry of patent term |
Granted publication date: 20051116 |
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CX01 | Expiry of patent term |