CN105255216B - 一种分散染料组合物、分散染料及其的制备方法和用途 - Google Patents
一种分散染料组合物、分散染料及其的制备方法和用途 Download PDFInfo
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- CN105255216B CN105255216B CN201510742177.3A CN201510742177A CN105255216B CN 105255216 B CN105255216 B CN 105255216B CN 201510742177 A CN201510742177 A CN 201510742177A CN 105255216 B CN105255216 B CN 105255216B
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- 239000000986 disperse dye Substances 0.000 title claims abstract description 56
- 239000000203 mixture Substances 0.000 title claims abstract description 21
- 238000002360 preparation method Methods 0.000 title abstract description 20
- 239000004744 fabric Substances 0.000 claims abstract description 16
- 238000004043 dyeing Methods 0.000 claims abstract description 10
- 239000000975 dye Substances 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 239000004576 sand Substances 0.000 claims description 8
- 239000002270 dispersing agent Substances 0.000 claims description 7
- 239000000463 material Substances 0.000 claims description 7
- 239000012752 auxiliary agent Substances 0.000 claims description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 6
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 229920001732 Lignosulfonate Polymers 0.000 claims description 2
- 230000000844 anti-bacterial effect Effects 0.000 claims description 2
- 239000003899 bactericide agent Substances 0.000 claims description 2
- 238000000227 grinding Methods 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims 3
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims 1
- 229920004933 Terylene® Polymers 0.000 claims 1
- 150000001335 aliphatic alkanes Chemical class 0.000 claims 1
- 239000010446 mirabilite Substances 0.000 claims 1
- 239000002245 particle Substances 0.000 claims 1
- 239000005020 polyethylene terephthalate Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 1
- 229920000728 polyester Polymers 0.000 abstract description 8
- 238000000859 sublimation Methods 0.000 abstract description 8
- 230000008022 sublimation Effects 0.000 abstract description 8
- 230000000694 effects Effects 0.000 abstract description 4
- 239000012065 filter cake Substances 0.000 description 19
- 239000000047 product Substances 0.000 description 19
- 230000000052 comparative effect Effects 0.000 description 10
- LXQOQPGNCGEELI-UHFFFAOYSA-N 2,4-dinitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O LXQOQPGNCGEELI-UHFFFAOYSA-N 0.000 description 7
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 6
- 230000008878 coupling Effects 0.000 description 6
- 238000010168 coupling process Methods 0.000 description 6
- 238000005859 coupling reaction Methods 0.000 description 6
- 230000032050 esterification Effects 0.000 description 6
- 238000005886 esterification reaction Methods 0.000 description 6
- SJWQCBCAGCEWCV-UHFFFAOYSA-N n-(3-amino-4-methoxyphenyl)acetamide Chemical compound COC1=CC=C(NC(C)=O)C=C1N SJWQCBCAGCEWCV-UHFFFAOYSA-N 0.000 description 6
- KWMDHCLJYMVBNS-UHFFFAOYSA-N 2-bromo-4,6-dinitroaniline Chemical compound NC1=C(Br)C=C([N+]([O-])=O)C=C1[N+]([O-])=O KWMDHCLJYMVBNS-UHFFFAOYSA-N 0.000 description 5
- QABLOFMHHSOFRJ-UHFFFAOYSA-N methyl 2-chloroacetate Chemical compound COC(=O)CCl QABLOFMHHSOFRJ-UHFFFAOYSA-N 0.000 description 5
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N acetic acid anhydride Natural products CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 4
- 238000010186 staining Methods 0.000 description 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
- -1 cyano, phenyl Chemical group 0.000 description 3
- 238000006193 diazotization reaction Methods 0.000 description 3
- 229920005610 lignin Polymers 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 2
- 0 **(*)c(c(*)c1)cc(*)c1N=Nc(c(*)c1)c(*)cc1[N+]([O-])=O Chemical compound **(*)c(c(*)c1)cc(*)c1N=Nc(c(*)c1)c(*)cc1[N+]([O-])=O 0.000 description 2
- NAZDVUBIEPVUKE-UHFFFAOYSA-N 2,5-dimethoxyaniline Chemical compound COC1=CC=C(OC)C(N)=C1 NAZDVUBIEPVUKE-UHFFFAOYSA-N 0.000 description 2
- LHRIICYSGQGXSX-UHFFFAOYSA-N 2-chloro-4,6-dinitroaniline Chemical compound NC1=C(Cl)C=C([N+]([O-])=O)C=C1[N+]([O-])=O LHRIICYSGQGXSX-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- KQGBYRNFIMZEBI-UHFFFAOYSA-N n-(3-amino-4-methoxyphenyl)propanamide Chemical compound CCC(=O)NC1=CC=C(OC)C(N)=C1 KQGBYRNFIMZEBI-UHFFFAOYSA-N 0.000 description 2
- 238000005121 nitriding Methods 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- OWXJKYNZGFSVRC-NSCUHMNNSA-N (e)-1-chloroprop-1-ene Chemical compound C\C=C\Cl OWXJKYNZGFSVRC-NSCUHMNNSA-N 0.000 description 1
- NPHULPIAPWNOOH-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-3-(2,3-dihydroindol-1-ylmethyl)pyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C(=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2)CN1CCC2=CC=CC=C12 NPHULPIAPWNOOH-UHFFFAOYSA-N 0.000 description 1
- HVTQDSGGHBWVTR-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-3-phenylmethoxypyrazol-1-yl]-1-morpholin-4-ylethanone Chemical compound C(C1=CC=CC=C1)OC1=NN(C=C1C=1C=NC(=NC=1)NC1CC2=CC=CC=C2C1)CC(=O)N1CCOCC1 HVTQDSGGHBWVTR-UHFFFAOYSA-N 0.000 description 1
- VXZBYIWNGKSFOJ-UHFFFAOYSA-N 2-[4-[5-(2,3-dihydro-1H-inden-2-ylamino)pyrazin-2-yl]pyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC=1N=CC(=NC=1)C=1C=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2 VXZBYIWNGKSFOJ-UHFFFAOYSA-N 0.000 description 1
- VQIRFOAILLIZOY-UHFFFAOYSA-N 2-[5-acetamido-n-(2-acetyloxyethyl)-4-[(2-bromo-4,6-dinitrophenyl)diazenyl]-2-ethoxyanilino]ethyl acetate Chemical compound C1=C(N(CCOC(C)=O)CCOC(C)=O)C(OCC)=CC(N=NC=2C(=CC(=CC=2Br)[N+]([O-])=O)[N+]([O-])=O)=C1NC(C)=O VQIRFOAILLIZOY-UHFFFAOYSA-N 0.000 description 1
- JSRUDOBCTLPTFO-UHFFFAOYSA-N 2-[5-acetamido-n-(2-acetyloxyethyl)-4-[(2-bromo-4,6-dinitrophenyl)diazenyl]-2-methoxyanilino]ethyl acetate Chemical compound C1=C(N(CCOC(C)=O)CCOC(C)=O)C(OC)=CC(N=NC=2C(=CC(=CC=2Br)[N+]([O-])=O)[N+]([O-])=O)=C1NC(C)=O JSRUDOBCTLPTFO-UHFFFAOYSA-N 0.000 description 1
- ROPYWXVRNREIQD-UHFFFAOYSA-N 2-[n-(2-cyanoethyl)-4-[(2,6-dichloro-4-nitrophenyl)diazenyl]anilino]ethyl acetate Chemical compound C1=CC(N(CCC#N)CCOC(=O)C)=CC=C1N=NC1=C(Cl)C=C([N+]([O-])=O)C=C1Cl ROPYWXVRNREIQD-UHFFFAOYSA-N 0.000 description 1
- MGCGMYPNXAFGFA-UHFFFAOYSA-N 2-amino-5-nitrobenzonitrile Chemical compound NC1=CC=C([N+]([O-])=O)C=C1C#N MGCGMYPNXAFGFA-UHFFFAOYSA-N 0.000 description 1
- LOCWBQIWHWIRGN-UHFFFAOYSA-N 2-chloro-4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1Cl LOCWBQIWHWIRGN-UHFFFAOYSA-N 0.000 description 1
- MWMJPPMTXZJLIK-UHFFFAOYSA-N 3-[4-[(2,6-dibromo-4-nitrophenyl)diazenyl]-n-ethylanilino]propanenitrile Chemical compound C1=CC(N(CCC#N)CC)=CC=C1N=NC1=C(Br)C=C([N+]([O-])=O)C=C1Br MWMJPPMTXZJLIK-UHFFFAOYSA-N 0.000 description 1
- ZXXVVTBKBDDTSE-UHFFFAOYSA-N 3-[4-[(2-chloro-4-nitrophenyl)diazenyl]-n-(2-cyanoethyl)anilino]propanenitrile Chemical compound ClC1=CC([N+](=O)[O-])=CC=C1N=NC1=CC=C(N(CCC#N)CCC#N)C=C1 ZXXVVTBKBDDTSE-UHFFFAOYSA-N 0.000 description 1
- MUERWWKQVXXPML-UHFFFAOYSA-N 3-[n-(2-cyanoethyl)-4-[(2,6-dichloro-4-nitrophenyl)diazenyl]anilino]propanenitrile Chemical compound ClC1=CC([N+](=O)[O-])=CC(Cl)=C1N=NC1=CC=C(N(CCC#N)CCC#N)C=C1 MUERWWKQVXXPML-UHFFFAOYSA-N 0.000 description 1
- WTFUTSCZYYCBAY-SXBRIOAWSA-N 6-[(E)-C-[[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]methyl]-N-hydroxycarbonimidoyl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C/C(=N/O)/C1=CC2=C(NC(O2)=O)C=C1 WTFUTSCZYYCBAY-SXBRIOAWSA-N 0.000 description 1
- JSFUMBWFPQSADC-UHFFFAOYSA-N Disperse Blue 1 Chemical compound O=C1C2=C(N)C=CC(N)=C2C(=O)C2=C1C(N)=CC=C2N JSFUMBWFPQSADC-UHFFFAOYSA-N 0.000 description 1
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical group O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000003913 materials processing Methods 0.000 description 1
- XTXFAVHDQCHWCS-UHFFFAOYSA-N n-(3-amino-4-ethoxyphenyl)acetamide Chemical compound CCOC1=CC=C(NC(C)=O)C=C1N XTXFAVHDQCHWCS-UHFFFAOYSA-N 0.000 description 1
- 239000010865 sewage Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
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Abstract
Description
名称 | 升华牢度 | 白底沾污情况 |
实施例1 | 4 | 较好 |
对比例1 | 3-4 | 一般 |
对比例2 | 3-4 | 一般 |
对比例3 | 3-4 | 一般 |
名称 | 升华牢度 | 白底沾污情况 |
实施例2 | 4 | 较好 |
实施例3 | 4 | 较好 |
实施例4 | 4 | 较好 |
实施例5 | 4 | 较好 |
实施例6 | 4 | 较好 |
实施例7 | 4 | 较好 |
实施例8 | 4 | 较好 |
实施例9 | 4 | 较好 |
实施例10 | 4 | 较好 |
实施例11 | 4 | 较好 |
实施例12 | 4 | 较好 |
实施例13 | 4 | 较好 |
实施例14 | 4 | 较好 |
实施例15 | 4 | 较好 |
Claims (13)
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CN201510742177.3A CN105255216B (zh) | 2015-11-04 | 2015-11-04 | 一种分散染料组合物、分散染料及其的制备方法和用途 |
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CN105255216A CN105255216A (zh) | 2016-01-20 |
CN105255216B true CN105255216B (zh) | 2017-12-19 |
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Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105860579A (zh) * | 2016-04-29 | 2016-08-17 | 浙江龙盛集团股份有限公司 | 一种高牢度分散蓝至黑色染料组合物和染料制品 |
CN106046856A (zh) * | 2016-06-20 | 2016-10-26 | 浙江工业大学上虞研究院有限公司 | 一种高上色率的偶氮染料组合物及其应用 |
CN106590027B (zh) * | 2016-12-30 | 2020-05-01 | 浙江闰土研究院有限公司 | 一种分散染料组合物及其制备方法和用途 |
CN107163620B (zh) * | 2017-06-01 | 2019-05-28 | 苏州大学 | 一种高色牢度和低明度的黑色液体分散染料及其制备方法 |
CN109401359B (zh) * | 2018-10-26 | 2020-06-16 | 浙江龙盛集团股份有限公司 | 一种蓝至黑色分散染料组合物和染料制品 |
CN109852100B (zh) * | 2019-01-16 | 2020-05-26 | 浙江博澳新材料股份有限公司 | 一种分散深蓝染料的制备方法及其应用 |
CN111484751B (zh) * | 2020-03-13 | 2021-06-11 | 浙江理工大学上虞工业技术研究院有限公司 | 可碱洗耐晒橙色偶氮分散染料及其制备方法 |
CN111484753B (zh) * | 2020-04-24 | 2021-06-11 | 浙江理工大学上虞工业技术研究院有限公司 | 耐晒易洗型红色偶氮分散染料及其制备方法 |
CN111518414B (zh) * | 2020-04-29 | 2021-07-16 | 约克夏(浙江)染化有限公司 | 红色分散染料组合物、红色分散染料及其制备方法和用途 |
CN112266629B (zh) * | 2020-10-23 | 2022-11-22 | 杭州吉华江东化工有限公司 | 一种高牢度分散黑蓝染料混合物及其应用 |
CN112679990B (zh) * | 2020-12-29 | 2022-09-23 | 浙江闰土股份有限公司 | 分散染料组合物、分散染料及其制备方法和用途 |
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CN103073921A (zh) * | 2012-12-30 | 2013-05-01 | 浙江龙盛集团股份有限公司 | 一种深色分散染料组合物 |
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CN104087015A (zh) * | 2013-12-25 | 2014-10-08 | 上海安诺其纺织化工股份有限公司 | 一种藏青色或黑色分散染料 |
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- 2015-11-04 CN CN201510742177.3A patent/CN105255216B/zh active Active
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