CN104140690A - Azo pigment acid coupling reaction auxiliary and application thereof - Google Patents

Azo pigment acid coupling reaction auxiliary and application thereof Download PDF

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Publication number
CN104140690A
CN104140690A CN201410365939.8A CN201410365939A CN104140690A CN 104140690 A CN104140690 A CN 104140690A CN 201410365939 A CN201410365939 A CN 201410365939A CN 104140690 A CN104140690 A CN 104140690A
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Prior art keywords
azo pigment
acid
reaction promoter
agent
even reaction
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CN201410365939.8A
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CN104140690B (en
Inventor
刘百山
冯群伟
王高峰
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Zhejiang Wilson New Material Co ltd
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JIAXING RUIYI ENVIRONMENTAL PROTECTION SCIENCE & TECHNOLOGY Co Ltd
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Abstract

The invention discloses an azo pigment acid coupling reaction auxiliary and application thereof. The azo pigment acid coupling reaction auxiliary comprises, by weight, 30-50% of polyoxyethylene ether surfactant, 20-30% of dispersant, 20-30% of thiourea and 5-15% of water. The azo pigment acid coupling reaction auxiliary is mainly composed of the surfactant, the dispersant and the thiourea, coupling components and generated pigment particles can be fully wetted, the grinding efficacy can be improved, and thus the reaction speed and the product yield can be improved.

Description

The azo pigment even reaction promoter of acid and application thereof
Technical field
The present invention relates to a kind of reaction promoter, relate in particular to a kind of azo pigment even reaction promoter of acid and application thereof.
Background technology
Pigment dyestuff is applied with dispersion state, keeps its crystal or particle structure state in coloring process.Different with heterocyclic pigment from phthalocyanines, azo pigment is wished to get good dispersion state, must be from synthetic.In building-up process, first forming water-fast nucleus, then grow into crystal, is primary particle.Primary particle is easily assembled for offspring, and particle diameter increases to 0.5~10 μ m from 0.1~0.5 μ m.So some physical properties of pigment, for example crystal configuration, crystallographic dimension, crystal mass, and size of particles and distribution, all must be in synthetic and pigmenting process, by regulating reaction parameter (pH value, temperature, concentration and stirring velocity etc.), and add tensio-active agent to be controlled, to meet application quality requirement.
Do not add different tensio-active agents by the stage, role difference what react.Before dissolving, diazo component adds tensio-active agent, its dissolving of mainly useful for, for example dissolving of CLT phenol.After diazotization reaction finishes, add tensio-active agent, be conducive to decolouring.Before dissolving, coupling component add tensio-active agent to contribute to the dissolving of powdery coupling component.Added tensio-active agent is all wetting agent above.In coupling process, add tensio-active agent to be conducive to generate the pigment of primary particle, slow down it and further assemble, to obtain more transparent and higher tinting strength.Before pigment thermal treatment, add tensio-active agent, can avoid pigment further to assemble and cause tinting strength to decline.Above added tensio-active agent is all dispersion agent.
Surface of pigments modification can be improved many physical propertiess, as granular size, size distribution, surface property, specific surface area and crystal formation etc., improve thus the application performance of pigment, as coloured light, tinctorial strength, vividness, transparency or opacifying property, dispersiveness and mobility etc.Reach above requirement, need add special surface modification auxiliary agent.
Show according to published data, adjuvant used in the synthetic and pigmenting process of existing pigment have alizarin assistant (Viscotrol C sulfuric ester sodium salt), penetrant t (disecoctylmaleate sodium sulfonate), Igepon T (18 oleylamide-N-methyl-ethylene sulfonate sodium), Nekal BX (diisobutyl sodium naphthalene sulfonate), Emulphor FM (triethanolamine monostearate), dispersion agent NNO, rosined soap, non-ionic type polyoxyethylene ether surface active agent, an anion surfactant etc.Existing pigment additive synthesis is independent use mostly, and often effect is not good enough.
Summary of the invention
The invention provides a kind of even reaction promoter of azo pigment acid that can significantly improve speed of response and yield.
The even reaction promoter of a kind of azo pigment acid, by weight percentage, comprising:
Described polyoxyethylene ether surface active agent is alkylphenol polyoxyethylene, fatty alcohol-polyoxyethylene ether or aliphatic amine polyoxyethylene ether.
The HLB value of described polyoxyethylene ether surface active agent is 10-20.
Preferably, described polyoxyethylene ether surface active agent is made up of two kinds or the different tensio-active agent of above HLB value.
By weight percentage, comprising:
By weight percentage, comprising:
Described OPE-12, OPE-20, OPE-30 are all alkylphenol polyoxyethylene, are commercially available prod.
Described dispersion agent is dispersion agent NNO, Dispersant MF, dispersing agent C NF, more has choosing, and described dispersion agent is dispersing agent C NF.
The present invention also provides the application of the even reaction promoter of described azo pigment acid in synthetic azo pigment.
Auxiliary agent using method of the present invention is: auxiliary agent is added in diazo liquid, stir after 5-10 minute and add coupling component to carry out the even reaction of acid again, per kilogram pigment adds 20-100 kilogram of auxiliary agent.
Auxiliary agent of the present invention is mainly made up of tensio-active agent, dispersion agent and thiocarbamide, can fully soak the pigment particles of coupling component and generation, improves and grinds effect, and then improve speed of reaction and product yield.
Embodiment
To prepare reactive dyestuffs 222# orchid as example, further introduce auxiliary agent of the present invention below.
Preparation method: thiocarbamide is pulverized, added appropriate water, be warmed up to 80 DEG C, stir 30 minutes, then add dispersion agent, stir, then add polyoxyethylene ether surface active agent, be stirred to material even, packaging.
Composite reactive indigo plant:
(1) p-(beta-sulfuric ester ethyl sulfonyl) aniline is added to sodium nitrite solution after making beating, at 0-5 DEG C, under the condition of pH value 1-1.5, carry out diazotization reaction, make the first diazo liquid;
(2) even acid reaction promoter is added in the first diazo liquid, then, by naphthols-3,1-amino-8,6 disulfonic acid add wherein, carry out the even reaction of acid at 7-10 DEG C, make acidic coupling object;
(3) by adding sodium nitrite solution after adjacent p-(beta-sulfuric ester ethyl sulfonyl) aniline methyl ether making beating, at 0-5 DEG C, under the condition of pH value 1-1.5, carry out diazotization reaction, make the second diazo liquid;
(4) the second diazo liquid is joined to acidic coupling object China, at 10-12 DEG C, under pH value 6-6.5 condition, react, make dye solution.
The even reaction promoter addition of acid is 50 kilograms/per kilogram pigment.
Embodiment 1
Only add dispersing agent C NF.
Embodiment 2
Add the even auxiliary agent of the acid being formed by AC-1815/40%, dispersion agent NNO/30%, thiocarbamide/20%, water/10%.
Embodiment 3
Add the even auxiliary agent of the acid being formed by OPE-15/35%, dispersion agent/25%, thiocarbamide/25%, water/15%.
Embodiment 4
Add the even auxiliary agent of the acid being formed by OPE-12/15%, OPE-20/25%, dispersion agent 20%, thiocarbamide 30%, water 10%.
Embodiment 5
Add the even auxiliary agent of the acid being formed by OPE-12/10%, OPE-20/20%, OPE-30/15%, dispersion agent 20% thiocarbamide 30%, water 5%.
The time of the even reaction of acid and the yield of final product in Statistics Implementation example 1-5, concrete outcome is as shown in table 1.
The each embodiment even speed of reaction of acid of table 1 and product yield comparison
Embodiment Reaction times Product yield
1 300min 90.5%
2 260min 93.6%
3 250min 96.8%
4 230min 96.6%
5 240min 98.5%

Claims (10)

1. the even reaction promoter of azo pigment acid, is characterized in that, by weight percentage, comprising:
2. the even reaction promoter of azo pigment acid as claimed in claim 1, is characterized in that, described polyoxyethylene ether surface active agent is alkylphenol polyoxyethylene, fatty alcohol-polyoxyethylene ether or aliphatic amine polyoxyethylene ether.
3. the even reaction promoter of azo pigment acid as claimed in claim 1, is characterized in that, the HLB value of described polyoxyethylene ether surface active agent is 10-20.
4. the even reaction promoter of azo pigment as claimed in claim 1 acid, is characterized in that, described polyoxyethylene ether surface active agent is made up of two kinds or the different tensio-active agent of above HLB value.
5. the even reaction promoter of azo pigment acid as claimed in claim 4, is characterized in that, by weight percentage, comprising:
6. the even reaction promoter of azo pigment acid as claimed in claim 4, is characterized in that, by weight percentage, comprising:
7. the even reaction promoter of azo pigment acid as claimed in claim 1, is characterized in that, described dispersion agent is dispersion agent NNO, Dispersant MF, dispersing agent C NF.
8. the even reaction promoter of azo pigment acid as claimed in claim 7, is characterized in that, described dispersion agent is dispersing agent C NF.
9. the application of the even reaction promoter of azo pigment acid as described in as arbitrary in claim 1-8 in synthetic azo pigment.
10. application as claimed in claim 9, is characterized in that, described azo pigment is Reactive blue.
CN201410365939.8A 2014-07-29 2014-07-29 AZOpigments acid idol reaction promoter and application thereof Active CN104140690B (en)

Priority Applications (1)

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Application Number Priority Date Filing Date Title
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CN104140690B CN104140690B (en) 2016-06-08

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Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5787467A (en) * 1980-11-20 1982-05-31 Nippon Kayaku Co Ltd Reactive disazo dye
CN1752150A (en) * 2005-10-27 2006-03-29 吴江桃源染料厂 Preparation process of azo reactive dye
CN101054476A (en) * 2007-05-10 2007-10-17 湖北华丽染料工业有限公司 Method for preparing active blue dyestuff
US20080108736A1 (en) * 2004-12-03 2008-05-08 Canon Kabushiki Kaisha Preparation Process Of Azo Pigment Dispersion
CN101381527A (en) * 2007-09-06 2009-03-11 德州市宇虹化工有限公司 Method for preparing pigment yellow
CN101851433A (en) * 2010-05-20 2010-10-06 杭州新晨颜料有限公司 Method for preparing pigment carmine 57:1
CN102311369A (en) * 2011-09-13 2012-01-11 吴江桃源染料有限公司 Preparation method of 1-amino-2-(4-sulfonic acid azobenzene)-8-hydroxy-3,6-disulfonic acid
CN102585546A (en) * 2011-12-30 2012-07-18 山东宇虹颜料有限公司 Preparation method for C.I. pigment red 53:1

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5787467A (en) * 1980-11-20 1982-05-31 Nippon Kayaku Co Ltd Reactive disazo dye
US20080108736A1 (en) * 2004-12-03 2008-05-08 Canon Kabushiki Kaisha Preparation Process Of Azo Pigment Dispersion
CN1752150A (en) * 2005-10-27 2006-03-29 吴江桃源染料厂 Preparation process of azo reactive dye
CN101054476A (en) * 2007-05-10 2007-10-17 湖北华丽染料工业有限公司 Method for preparing active blue dyestuff
CN101381527A (en) * 2007-09-06 2009-03-11 德州市宇虹化工有限公司 Method for preparing pigment yellow
CN101851433A (en) * 2010-05-20 2010-10-06 杭州新晨颜料有限公司 Method for preparing pigment carmine 57:1
CN102311369A (en) * 2011-09-13 2012-01-11 吴江桃源染料有限公司 Preparation method of 1-amino-2-(4-sulfonic acid azobenzene)-8-hydroxy-3,6-disulfonic acid
CN102585546A (en) * 2011-12-30 2012-07-18 山东宇虹颜料有限公司 Preparation method for C.I. pigment red 53:1

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Effective date of registration: 20230410

Address after: 314304 Daqiao New Area, Xitangqiao Street Development Zone, Haiyan County, Jiaxing City, Zhejiang Province

Patentee after: Zhejiang Wilson New Material Co.,Ltd.

Address before: Room 313, Building 8, Jiaxing Science and Technology City, No. 3339 Linggongtang Road, Nanhu District, Jiaxing City, Zhejiang Province, 314033

Patentee before: JIAXING RUIYI ENVIRONMENTAL PROTECTION SCIENCE & TECHNOLOGY Co.,Ltd.