CN103865051A - Polyester dispersing agent and preparation method thereof - Google Patents
Polyester dispersing agent and preparation method thereof Download PDFInfo
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- CN103865051A CN103865051A CN201410110481.1A CN201410110481A CN103865051A CN 103865051 A CN103865051 A CN 103865051A CN 201410110481 A CN201410110481 A CN 201410110481A CN 103865051 A CN103865051 A CN 103865051A
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- poly
- caprolactone
- dispersing agent
- polyester
- phthalic anhydride
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Abstract
The invention discloses a polyester dispersing agent shown as a formula I in the specification, wherein PW is polyethyleneimine residue, W represents the number of amino which is not reacted with phthalic anhydride, and W is greater than 10 but less than 600; m represents the number of amino which is reacted with phthalic anhydride in polyethyleneimine, and m is greater than 1 but less than W; B is poly epsilon-caprolactone, poly 12-hydroxystearic acid or a residue after reaction of poly epsilon-caprolactone and poly 12-hydroxystearic acid; P and B are coupled by an amido bond and Y and B are coupled by an ester bond; Y is a residue R-CO- of stearic acid; n represents the number of ester bonds in B and n is an integer ranging from 4 to 20. A preparation method of the polyester dispersing agent shown as the formula I is characterized by comprising the following steps: 1) carrying out a reaction on phthalic anhydride and polyethyleneimine; 2) introducing poly epsilon-caprolactone or poly 12-hydroxystearic acid or a mixture of the poly epsilon-caprolactone and the poly 12-hydroxystearic acid to form a grafted polyester chain; and 3) blocking by stearic acid to obtain the polyester dispersing agent. The polyester dispersing agent disclosed by the invention is wide in range of solvent polarity, so that the application range of the polyester dispersing agent in organic solvents is effectively expanded.
Description
Technical field
The present invention relates to a kind of polyester dispersants and preparation method thereof.
Background technology
In the production process of coating, ink, often relate to the scattering problem of solid particulate in organic solvent, the degree of scatter of particle directly affects gloss, tinctorial strength, rheological property of product etc.Pigment particles, in the time disperseing, due to intergranular adelphotaxy, causes the dispersion system of formation unstable, easily reunites.Although tensio-active agent has good dispersion effect in dispersion system, due to its structural limitation, it does not often prove effective in solvent-borne type dispersion medium.In order to address this problem, 20 century 70s have been researched and developed a kind of novel polymeric dispersant---hyper-dispersant.Hyper-dispersant is made up of anchoring group and solvent chain two portions, and the dispersion effect to pigment in SOL MEDIA is better.But most of polyester type ultra-dispersant agent is narrower to the scope of application of solvent polarity, limit its range of application.
Summary of the invention
In order to make up the deficiency of existing polyester type dispersion agent, the invention provides a kind of polyester dispersants, it is applicable to the dispersion medium of nonpolar or middle polarity, and has good dispersion stabilization.This product is particularly useful for the dispersion of pigment in organic solvent.
The invention provides the polyester dispersants of a kind of formula I
Formula I;
Wherein
P
wfor polymine residue, W representative not with the amino quantity of phthalic anhydride reaction, 10<W<600;
The amino quantity that m represents in polymine and phthalic anhydride reacts, 1<m<W;
B is for poly-
ε-caprolactone, poly-12-oxystearic acid or
ε-caprolactone and the reacted residue of poly-12-oxystearic acid, the connection between P and B is that the connection between amido linkage and Y and B is ester bond;
Y is stearic residue R-CO-;
N represents the ester bond number in B, is the number of 4 to 20.
The preparation method of formula I polyester dispersants provided by the invention, is characterized in that:
1) phthalic anhydride and polymine react; 2) introduce
ε-caprolactone or poly-12-oxystearic acid or the two mixture form grafted polyester chain; 3) carry out end-blocking with stearic acid, obtain product.
The beneficial effect of polyester dispersants of the present invention is as follows:
1) solvent chain adapts to a wider range of solvent polarity, has expanded its scope of application.
2) introducing of phenyl ring can promote the anchoring ability of dispersion agent to pigment.
Embodiment
Example one
1) 0.4 g phthalic anhydride is dissolved in the dimethylbenzene of 12 ml, and it is slowly added drop-wise in the 250 ml there-necked flasks that 3 g polymines (molecular weight 1800,99%) are housed, react 5 h at 100 ℃; 2) add 40 g caprolactones, 0.4 g dibutyl tin laurate, the temperature to 150 ℃ that raises, insulation 6 h under nitrogen protection; 3) add 1.0 g stearic acid, under reduced pressure, 170 ℃ of reaction 3 h obtain product.
Example 2
1) 0.5 g phthalic anhydride is dissolved in the dimethylbenzene of 20 ml, and it is slowly added drop-wise in the 250 ml there-necked flasks that 8 g polyethyleneimine: amine aqueous solutions (molecular weight 3600,50%) are housed, react 4 h at 110 ℃ and reflux and remove moisture; 2) adding acid number is 24.5 poly-12-oxystearic acid 36 g, the temperature to 160 ℃ that raises under nitrogen protection, the moisture generating except dereaction with water trap when refluxing xylene, sustained reaction 7 h; Add after 180 ℃ of reaction 2 h of 0.6 g stearic acid, 160 ℃ are carried out underpressure distillation until without obviously drop outflow, cooling acquisition product.
Example three
1) 0.2 g phthalic anhydride is dissolved in the dimethylbenzene of 15 ml, and it is slowly added drop-wise in the 250 ml there-necked flasks that 3 g polymines (molecular weight 10000,99%) are housed, react after 4 h at 120 ℃, underpressure distillation is except removal xylene; 2) poly-12-oxystearic acid 14.5 g that to add 27.8 g caprolactones, acid number be 32.47,0.1 g dibutyl tin laurate, the temperature to 155 ℃ that raises under nitrogen protection, insulation 6 h; 3) add 1 g stearic acid, 175 ℃ of reaction 1.5 h under reduced pressure to obtain product.
Claims (3)
1. the polyester dispersants of a formula I
Wherein
P
wfor polymine main chain residue, W representative not with the amino quantity of phthalic anhydride reaction, 10<W<600;
The amino quantity that m represents in formula polymine and phthalic anhydride reacts, 1<m<W;
B is for poly-
ε-caprolactone, poly-12-oxystearic acid or
ε-caprolactone and the reacted residue of poly-12-oxystearic acid, the connection between P and B is that the connection between amido linkage and Y and B is ester bond;
Y is stearic residue R-CO-;
N represents the ester bond number in B, is the number of 4 to 20.
2. a preparation method for the polyester dispersants of formula I, is characterized in that:
1) phthalic anhydride and polymine are reacted; 2) introduce
ε-caprolactone or poly-12-oxystearic acid or the two mixture form grafted polyester chain; 3) carry out end-blocking with stearic acid, obtain product except after desolventizing.
3. the purposes of formula I compound as claimed in claim 1, as solvent-borne type pigment dispersing agent.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410110481.1A CN103865051A (en) | 2014-03-24 | 2014-03-24 | Polyester dispersing agent and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410110481.1A CN103865051A (en) | 2014-03-24 | 2014-03-24 | Polyester dispersing agent and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN103865051A true CN103865051A (en) | 2014-06-18 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| CN201410110481.1A Pending CN103865051A (en) | 2014-03-24 | 2014-03-24 | Polyester dispersing agent and preparation method thereof |
Country Status (1)
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106947066A (en) * | 2017-04-13 | 2017-07-14 | 佛山市毕克新材料科技有限公司 | A kind of polyester dispersants with extensive compatibility and preparation method thereof |
| CN107118308A (en) * | 2017-05-11 | 2017-09-01 | 苏州瀚海新材料有限公司 | A kind of copolymer method for preparing pigment of polymolecularity |
| CN107501882A (en) * | 2017-09-08 | 2017-12-22 | 宣城市聚源精细化工有限公司 | A kind of preparation method of high-quality dispersant for plastics-production |
| CN108699241A (en) * | 2016-02-16 | 2018-10-23 | 巴斯夫欧洲公司 | Polyalkyleneimine based polyalcohol with polyester group |
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| TWI239985B (en) * | 2001-03-12 | 2005-09-21 | King Industries Inc | Novel acid functional polymer dispersants |
| CN101175558A (en) * | 2005-04-13 | 2008-05-07 | 路博润高级材料公司 | Dispersants |
| WO2013128039A1 (en) * | 2011-05-14 | 2013-09-06 | Universidad De Malaga | Bapad dendritic structures based on the repetitive connection of 2,2'-bis(aminoalkyl)carboxamides; method for the production thereof, and uses |
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2014
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI239985B (en) * | 2001-03-12 | 2005-09-21 | King Industries Inc | Novel acid functional polymer dispersants |
| CN101175558A (en) * | 2005-04-13 | 2008-05-07 | 路博润高级材料公司 | Dispersants |
| WO2013128039A1 (en) * | 2011-05-14 | 2013-09-06 | Universidad De Malaga | Bapad dendritic structures based on the repetitive connection of 2,2'-bis(aminoalkyl)carboxamides; method for the production thereof, and uses |
Non-Patent Citations (3)
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| 孙才英: "《有机化学实验》", 31 December 2012, 化学工业出版社 * |
| 孙淑珍: "聚乙烯亚胺-接枝聚羟基酸酯超分散剂的制备", 《中国涂料》 * |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108699241A (en) * | 2016-02-16 | 2018-10-23 | 巴斯夫欧洲公司 | Polyalkyleneimine based polyalcohol with polyester group |
| CN115626991A (en) * | 2016-02-16 | 2023-01-20 | 巴斯夫欧洲公司 | Polyalkyleneimine-based polymers having polyester groups |
| CN106947066A (en) * | 2017-04-13 | 2017-07-14 | 佛山市毕克新材料科技有限公司 | A kind of polyester dispersants with extensive compatibility and preparation method thereof |
| CN106947066B (en) * | 2017-04-13 | 2019-02-01 | 佛山市贝特尔化工有限公司 | A kind of polyester dispersants and preparation method thereof with extensive compatibility |
| CN107118308A (en) * | 2017-05-11 | 2017-09-01 | 苏州瀚海新材料有限公司 | A kind of copolymer method for preparing pigment of polymolecularity |
| CN107118308B (en) * | 2017-05-11 | 2019-06-25 | 苏州长业材料技术有限公司 | A kind of copolymer method for preparing pigment of polymolecularity |
| CN107501882A (en) * | 2017-09-08 | 2017-12-22 | 宣城市聚源精细化工有限公司 | A kind of preparation method of high-quality dispersant for plastics-production |
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Application publication date: 20140618 |