CN104262992B - High alkaline-resisting deep red dispersed dye and application thereof - Google Patents
High alkaline-resisting deep red dispersed dye and application thereof Download PDFInfo
- Publication number
- CN104262992B CN104262992B CN201410446811.4A CN201410446811A CN104262992B CN 104262992 B CN104262992 B CN 104262992B CN 201410446811 A CN201410446811 A CN 201410446811A CN 104262992 B CN104262992 B CN 104262992B
- Authority
- CN
- China
- Prior art keywords
- dyeing
- dispersed dye
- deep red
- application
- resisting
- 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.)
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Links
- MCSXGCZMEPXKIW-UHFFFAOYSA-N 3-hydroxy-4-[(4-methyl-2-nitrophenyl)diazenyl]-N-(3-nitrophenyl)naphthalene-2-carboxamide Chemical compound Cc1ccc(N=Nc2c(O)c(cc3ccccc23)C(=O)Nc2cccc(c2)[N+]([O-])=O)c(c1)[N+]([O-])=O MCSXGCZMEPXKIW-UHFFFAOYSA-N 0.000 title claims abstract description 28
- 238000004043 dyeing Methods 0.000 claims abstract description 33
- 239000004744 fabric Substances 0.000 claims abstract description 26
- 238000000034 method Methods 0.000 claims abstract description 22
- 229920004933 Terylene® Polymers 0.000 claims abstract description 9
- 239000005020 polyethylene terephthalate Substances 0.000 claims abstract description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 8
- 229920000742 Cotton Polymers 0.000 claims abstract description 7
- 229920001187 thermosetting polymer Polymers 0.000 claims abstract description 7
- 229920000728 polyester Polymers 0.000 claims abstract description 6
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims abstract description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000000460 chlorine Substances 0.000 claims abstract description 4
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 4
- 239000001257 hydrogen Substances 0.000 claims abstract description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 3
- 239000000975 dye Substances 0.000 abstract description 76
- 239000003513 alkali Substances 0.000 abstract description 10
- 230000009467 reduction Effects 0.000 abstract description 8
- 206010061592 cardiac fibrillation Diseases 0.000 abstract description 4
- 230000002600 fibrillogenic effect Effects 0.000 abstract description 4
- 230000008569 process Effects 0.000 abstract description 4
- 230000001360 synchronised effect Effects 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 3
- 238000003756 stirring Methods 0.000 description 18
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 10
- 238000010168 coupling process Methods 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000003643 water by type Substances 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 230000008878 coupling Effects 0.000 description 6
- 238000005859 coupling reaction Methods 0.000 description 6
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 5
- 150000001989 diazonium salts Chemical class 0.000 description 5
- 238000006193 diazotization reaction Methods 0.000 description 5
- 239000010813 municipal solid waste Substances 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- MHXFWEJMQVIWDH-UHFFFAOYSA-N 1-amino-4-hydroxy-2-phenoxyanthracene-9,10-dione Chemical compound C1=C(O)C=2C(=O)C3=CC=CC=C3C(=O)C=2C(N)=C1OC1=CC=CC=C1 MHXFWEJMQVIWDH-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000009980 pad dyeing Methods 0.000 description 3
- VGKYEIFFSOPYEW-UHFFFAOYSA-N 2-methyl-4-[(4-phenyldiazenylphenyl)diazenyl]phenol Chemical compound Cc1cc(ccc1O)N=Nc1ccc(cc1)N=Nc1ccccc1 VGKYEIFFSOPYEW-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 238000003287 bathing Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000007599 discharging Methods 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000004134 energy conservation Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000012943 hotmelt Substances 0.000 description 2
- 238000009413 insulation Methods 0.000 description 2
- 238000003801 milling Methods 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 229920005552 sodium lignosulfonate Polymers 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- -1 xylyl aniline Chemical compound 0.000 description 2
- OEQQFQXMCPMEIH-UHFFFAOYSA-N 4-chloro-1,3-benzothiazol-2-amine Chemical class C1=CC=C2SC(N)=NC2=C1Cl OEQQFQXMCPMEIH-UHFFFAOYSA-N 0.000 description 1
- RXQNKKRGJJRMKD-UHFFFAOYSA-N 5-bromo-2-methylaniline Chemical compound CC1=CC=C(Br)C=C1N RXQNKKRGJJRMKD-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- POJOORKDYOPQLS-UHFFFAOYSA-L barium(2+) 5-chloro-2-[(2-hydroxynaphthalen-1-yl)diazenyl]-4-methylbenzenesulfonate Chemical compound [Ba+2].C1=C(Cl)C(C)=CC(N=NC=2C3=CC=CC=C3C=CC=2O)=C1S([O-])(=O)=O.C1=C(Cl)C(C)=CC(N=NC=2C3=CC=CC=C3C=CC=2O)=C1S([O-])(=O)=O POJOORKDYOPQLS-UHFFFAOYSA-L 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 239000000986 disperse dye Substances 0.000 description 1
- 238000004044 disperse dyeing Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000009940 knitting Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 229920000191 poly(N-vinyl pyrrolidone) Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/16—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
- D06P1/18—Azo dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
Landscapes
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Abstract
Description
Embodiment | R 1 | R 2 | R 3 | λ max |
5 | H | CH 3 | P-CH 3 | 521 |
6 | CH 3 | C 4H 9 | M-CH 3 | 533 |
7 | CH 3 | C 2H 5 | P-CH 3 | 535 |
8 | CH 3 | C 4H 9 | P-CL | 530 |
9 | CH 3 | C 4H 9 | P-CH 3 | 539 |
10 | CH 3 | C 4H 9 | H | 534 |
Project | Dosage |
Dispersion bright red (embodiment) | 2.6 gram |
Reactive brilliant red K-2BD | 1.4 gram |
Urea | 10 grams |
Sodium bicarbonate | 1.6 gram |
Synthesis adhesive paste (6%) | 2.0 gram |
Penetrating agent JFC (10%) | 3.0 gram |
Add water to | 200 milliliters |
Claims (5)
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201410446811.4A CN104262992B (en) | 2014-09-03 | 2014-09-03 | High alkaline-resisting deep red dispersed dye and application thereof |
PCT/CN2014/088567 WO2016033853A1 (en) | 2014-09-03 | 2014-10-14 | Bright red disperse dye with high alkaline resistance, and use, preparation method and staining method thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201410446811.4A CN104262992B (en) | 2014-09-03 | 2014-09-03 | High alkaline-resisting deep red dispersed dye and application thereof |
Publications (2)
Publication Number | Publication Date |
---|---|
CN104262992A CN104262992A (en) | 2015-01-07 |
CN104262992B true CN104262992B (en) | 2015-09-30 |
Family
ID=52154583
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201410446811.4A Active CN104262992B (en) | 2014-09-03 | 2014-09-03 | High alkaline-resisting deep red dispersed dye and application thereof |
Country Status (2)
Country | Link |
---|---|
CN (1) | CN104262992B (en) |
WO (1) | WO2016033853A1 (en) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN113913028B (en) * | 2020-08-27 | 2023-12-01 | 青岛大学 | Monochloro-substituted benzothiazole high alkali resistance Gao Naiyang bleach disperse dye |
CN114989632A (en) * | 2022-07-05 | 2022-09-02 | 绍兴金绿洲新材料科技有限公司 | Disperse brilliant red dye composition with high fastness and high dyeing strength |
CN115182180B (en) * | 2022-08-10 | 2023-03-31 | 浙江迎丰科技股份有限公司 | Short-process continuous dyeing method for polyester-cotton blended fabric |
CN117210028B (en) * | 2023-11-09 | 2024-01-30 | 上海安诺其集团股份有限公司 | Brilliant blue disperse dye and preparation method and application thereof |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101265369A (en) * | 2008-05-14 | 2008-09-17 | 蓬莱华茂精细化工有限公司 | Azo dye composition and application thereof |
CN102206430A (en) * | 2011-04-06 | 2011-10-05 | 浙江闰土股份有限公司 | Environment-friendly type yellow disperse dyestuff composition |
CN102746713A (en) * | 2012-07-10 | 2012-10-24 | 浙江龙盛集团股份有限公司 | Blue-to-black disperse dye composition |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS59227950A (en) * | 1983-06-09 | 1984-12-21 | Nippon Kayaku Co Ltd | Monoazo compound and method for dyeing or printing hydrophobic fiber by using the same |
JPS6141382A (en) * | 1984-07-27 | 1986-02-27 | 三菱化学株式会社 | Alkali resist style composition for polyester fiber |
EP0365392B1 (en) * | 1988-10-13 | 1993-06-02 | Sumitomo Chemical Company Limited | Magenta dye-donor element used in thermal transfer and thermal transfer sheet using it |
CN101649129B (en) * | 2009-07-30 | 2013-02-13 | 浙江龙盛染料化工有限公司 | Disperse dye composition suitable for basic dyeing |
-
2014
- 2014-09-03 CN CN201410446811.4A patent/CN104262992B/en active Active
- 2014-10-14 WO PCT/CN2014/088567 patent/WO2016033853A1/en active Application Filing
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101265369A (en) * | 2008-05-14 | 2008-09-17 | 蓬莱华茂精细化工有限公司 | Azo dye composition and application thereof |
CN102206430A (en) * | 2011-04-06 | 2011-10-05 | 浙江闰土股份有限公司 | Environment-friendly type yellow disperse dyestuff composition |
CN102746713A (en) * | 2012-07-10 | 2012-10-24 | 浙江龙盛集团股份有限公司 | Blue-to-black disperse dye composition |
Also Published As
Publication number | Publication date |
---|---|
WO2016033853A1 (en) | 2016-03-10 |
CN104262992A (en) | 2015-01-07 |
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Legal Events
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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 | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: Bright red disperse dye with high alkaline resistance and application of bright red disperse dye Effective date of registration: 20161229 Granted publication date: 20150930 Pledgee: Bank of Yantai Limited by Share Ltd Penglai branch Pledgor: PENGLAI JIAXIN DYES & CHEMICAL CO., LTD. Registration number: 2016370000116 |
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PLDC | Enforcement, change and cancellation of contracts on pledge of patent right or utility model | ||
PC01 | Cancellation of the registration of the contract for pledge of patent right |
Date of cancellation: 20190122 Granted publication date: 20150930 Pledgee: Bank of Yantai Limited by Share Ltd Penglai branch Pledgor: PENGLAI JIAXIN DYES & CHEMICAL CO., LTD. Registration number: 2016370000116 |
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PC01 | Cancellation of the registration of the contract for pledge of patent right | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: Bright red disperse dye with high alkaline resistance and application of bright red disperse dye Effective date of registration: 20190125 Granted publication date: 20150930 Pledgee: Bank of Yantai Limited by Share Ltd Penglai branch Pledgor: PENGLAI JIAXIN DYES & CHEMICAL CO., LTD. Registration number: 2019370000021 |
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PE01 | Entry into force of the registration of the contract for pledge of patent right | ||
PC01 | Cancellation of the registration of the contract for pledge of patent right |
Date of cancellation: 20220118 Granted publication date: 20150930 Pledgee: Bank of Yantai Limited by Share Ltd. Penglai branch Pledgor: PENGLAI JIAXIN DYES & CHEMICAL Co.,Ltd. Registration number: 2019370000021 |
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PC01 | Cancellation of the registration of the contract for pledge of patent right | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: Brilliant red disperse dye with high alkali resistance and its application Effective date of registration: 20220126 Granted publication date: 20150930 Pledgee: Bank of Yantai Limited by Share Ltd. Penglai branch Pledgor: PENGLAI JIAXIN DYES & CHEMICAL Co.,Ltd. Registration number: Y2022980001175 |
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PE01 | Entry into force of the registration of the contract for pledge of patent right |