CN101177468A - Water-soluble crylic acid resin and preparation method thereof - Google Patents
Water-soluble crylic acid resin and preparation method thereof Download PDFInfo
- Publication number
- CN101177468A CN101177468A CNA2007100321248A CN200710032124A CN101177468A CN 101177468 A CN101177468 A CN 101177468A CN A2007100321248 A CNA2007100321248 A CN A2007100321248A CN 200710032124 A CN200710032124 A CN 200710032124A CN 101177468 A CN101177468 A CN 101177468A
- Authority
- CN
- China
- Prior art keywords
- water
- acrylic resin
- mercaptoethanol
- ethanol
- soluble acrylic
- 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
- 238000002360 preparation method Methods 0.000 title abstract description 10
- 239000011347 resin Substances 0.000 title description 5
- 229920005989 resin Polymers 0.000 title description 5
- 239000002253 acid Substances 0.000 title description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 29
- 239000004925 Acrylic resin Substances 0.000 claims abstract description 25
- 229920000178 Acrylic resin Polymers 0.000 claims abstract description 25
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 22
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims abstract description 12
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 12
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims abstract description 11
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims abstract description 11
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims abstract description 11
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethyl mercaptane Natural products CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 claims abstract description 11
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 claims abstract description 11
- VLCAYQIMSMPEBW-UHFFFAOYSA-N methyl 3-hydroxy-2-methylidenebutanoate Chemical compound COC(=O)C(=C)C(C)O VLCAYQIMSMPEBW-UHFFFAOYSA-N 0.000 claims description 10
- VVWRJUBEIPHGQF-UHFFFAOYSA-N propan-2-yl n-propan-2-yloxycarbonyliminocarbamate Chemical compound CC(C)OC(=O)N=NC(=O)OC(C)C VVWRJUBEIPHGQF-UHFFFAOYSA-N 0.000 claims description 10
- 239000000463 material Substances 0.000 claims description 5
- 239000000178 monomer Substances 0.000 claims description 4
- 238000010992 reflux Methods 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 238000000034 method Methods 0.000 claims 1
- 230000007613 environmental effect Effects 0.000 abstract description 4
- 239000003960 organic solvent Substances 0.000 abstract description 4
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 abstract 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 description 7
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 4
- 208000027418 Wounds and injury Diseases 0.000 description 3
- 230000006378 damage Effects 0.000 description 3
- 208000014674 injury Diseases 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000006253 efflorescence Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 206010037844 rash Diseases 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The invention discloses a waterborne acrylic resin and the preparation method, which aims to provide a waterborne acrylic resin and the preparation method which can not only keep the performance of organic solvent type acrylic resins, but also have friendly environmental protection property. The invention comprises the following matters of mass portion: 1 to 2 of acrylic, 15 to 29 of methyl methacrylate, 18 to 22 of butyl acrylate, 3 to 7 of styrene, 3 to 7 of 2-hydroxyethyl methacrylate, 0.25 to 0.65 of mercaptoethanol, 0.3 to 0.7 of azobisisobutyronitrile, 3 to 5 of isopropanol, 15 to 20 of ethanol, 2.5 to 8.75 of monoethanolamine and 25 to 31.5 of water.
Description
Technical field
The present invention relates to printing ink with acrylic resin and preparation method thereof, be specifically related to a kind of water soluble acrylic resin and preparation method thereof.
Background technology
In the prior art, the resin that is used for the pearly-lustre low-melting ink vehicle is the butyrous nitro-resin, but it contains a large amount of organic solvents, can pollute environment, injury to human body is also very big, and dangerous, so development environment close friend's water soluble acrylic resin is the task of top priority that addresses the above problem.
Chinese patent CN20051022901 discloses the good coating of a kind of feature of environmental protection with acrylic resin and preparation method, it is characterized in that 40-80%wt Acrylic Acid Monomer and 20-60%wt organic solvent, 0.1-10%wt initiator free radical solution polymerization, through removing organic solvent, obtain the water-soluble acrylic resin of solid content 20-60%wt, be dissolved in the single-phase homogeneous aqueous solution in the 40-80%wt water.The use properties that has kept solvent type resin, and than the environmental protection of solvent resin, but because it contains relatively large strongly hydrophilic carboxyl, coating hardness is low after causing disposing the coating drying and forming-film, smooth property, wear resistance and resistance to bond are poor, are difficult to satisfy the requirement of paper printing ink, oil polish and water-borne wood coating.
Summary of the invention
The objective of the invention is to overcome above-mentioned defective of the prior art, provide a kind of performance that can keep organic solvent-type acrylic resin, the water soluble acrylic resin who has the environmental friendliness characteristic again.
Another object of the present invention is to provide a kind of water soluble acrylic resin's of preparation method.
Technical scheme of the present invention is as follows: a kind of water soluble acrylic resin is provided, comprises following material:
Vinylformic acid: 1-2 part
Methyl methacrylate: 15-29 part
Butyl acrylate: 18-22 part
Vinylbenzene: 3-7 part
Hydroxyethyl methylacrylate: 3-7 part
Mercaptoethanol: 0.25-0.65 part
Diisopropyl azodicarboxylate: 0.3-0.7 part
Virahol: 3-5 part
Ethanol: 15-20 part
Monoethanolamine MEA BASF: 2.5-8.75 part
Water: 25-31.5 part
It more than is mass fraction.
A kind of water soluble acrylic resin's preparation method is provided, may further comprise the steps:
A, in header tank with vinylformic acid, methyl methacrylate, butyl acrylate, vinylbenzene, hydroxyethyl methylacrylate, mercaptoethanol, Diisopropyl azodicarboxylate mix, and stir;
B, in having the reactor of reflux exchanger, drop into Virahol and ethanol, be warmed up to 80 ℃, splash into the mix monomer of step a gained, drip off the back and held temperature 10 hours at 75～80 ℃, cool to 50 ℃ then, add Monoethanolamine MEA BASF, be neutralized to PH=7.5～8.0 back thin ups, be cooled to room temperature, filter and package at last.
Water soluble acrylic resin provided by the invention makees solvent with water and eco-friendly etoh solvent, and performance can reach the effect of oiliness pearly-lustre low-melting ink vehicle fully.Water soluble acrylic resin's coating replaces water with most of organic volatile solvent, thereby reaches the purpose that alleviates significantly topsoil under the prerequisite that guarantees the acrylic resin paint various characteristics.To people and not injury of environment
Embodiment
Embodiment 1:
A kind of water soluble acrylic resin is provided, comprises following material:
Vinylformic acid: 1-2 part
Methyl methacrylate: 15-29 part
Butyl acrylate: 18-22 part
Vinylbenzene: 3-7 part
Hydroxyethyl methylacrylate: 3-7 part
Mercaptoethanol: 0.25-0.65 part
Diisopropyl azodicarboxylate: 0.3-0.7 part
Virahol: 3-5 part
Ethanol: 15-20 part
Monoethanolamine MEA BASF: 2.5-8.75 part
Water: 25-31.5 part
It more than is mass fraction.
Embodiment 2:
Vinylformic acid: 1-2 part
Methyl methacrylate: 25-29 part
Butyl acrylate: 19-21 part
Vinylbenzene: 5-6 part
Hydroxyethyl methylacrylate: 4-6 part
Mercaptoethanol: 0.25-0.65 part
Diisopropyl azodicarboxylate: 0.3-0.7 part
Virahol: 3-5 part
Ethanol: 18-20 part
Monoethanolamine MEA BASF: 2.5-8.75 part
Water: 25-31.5 part
It more than is mass fraction.
Embodiment 3:
Vinylformic acid: 1-2 part
Methyl methacrylate: 26-28 part
Butyl acrylate: 21 parts
Vinylbenzene: 7 parts
Hydroxyethyl methylacrylate: 7 parts
Mercaptoethanol: 0.25-0.65 part
Diisopropyl azodicarboxylate: 0.3-0.7 part
Virahol: 3-5 part
Ethanol: 20 parts
Monoethanolamine MEA BASF: 2.5-8.75 part
Water: 25-31.5 part
It more than is mass fraction.
A kind of preparation method who prepares above-mentioned water soluble acrylic resin is provided, may further comprise the steps:
A, in header tank with vinylformic acid, methyl methacrylate, butyl acrylate, vinylbenzene, hydroxyethyl methylacrylate, mercaptoethanol, Diisopropyl azodicarboxylate mix, and stir;
B, in having the reactor of reflux exchanger, drop into Virahol and ethanol, be warmed up to 80 ℃, splash into the mix monomer of step a gained, drip off the back and held temperature 10 hours at 75～80 ℃, cool to 50 ℃ then, add Monoethanolamine MEA BASF, be neutralized to PH=7.5～8.0 back thin ups, be cooled to room temperature, filter and package at last.
The present invention adopts the water soluble acrylic resin to make solvent with water and eco-friendly etoh solvent, and to people and not injury of environment, and performance can reach the effect of oiliness pearly-lustre low-melting ink vehicle fully.
Below for every technical indicator of water soluble acrylic resin of the present invention:
Solid content 48 ± 1%
PH value 7.5～8.0
Viscosity 1500mpas～2500mpas (brookfield viscosity)
The thick liquid that the little Huang of outward appearance is transparent
The weak aromatising flavour of smell
1 grade of sticking power
Proportion 1.02
Acid number 1.04 (mgkoH/g)
Freeze-thaw cycle does not have efflorescence, does not have cracking
15 ℃ of second-order transition temperatures
Claims (4)
1. a water soluble acrylic resin is characterized in that, comprises following material:
Vinylformic acid: 1-2 part
Methyl methacrylate: 15-29 part
Butyl acrylate: 18-22 part
Vinylbenzene: 3-7 part
Hydroxyethyl methylacrylate: 3-7 part
Mercaptoethanol: 0.25-0.65 part
Diisopropyl azodicarboxylate: 0.3-0.7 part
Virahol: 3-5 part
Ethanol: 15-20 part
Monoethanolamine MEA BASF: 2.5-8.75 part
Water: 25-31.5 part
It more than is mass fraction.
2. a water soluble acrylic resin is characterized in that, comprises following material:
Vinylformic acid: 1-2 part
Methyl methacrylate: 25-29 part
Butyl acrylate: 19-21 part
Vinylbenzene: 5-6 part
Hydroxyethyl methylacrylate: 4-6 part
Mercaptoethanol: 0.25-0.65 part
Diisopropyl azodicarboxylate: 0.3-0.7 part
Virahol: 3-5 part
Ethanol: 18-20 part
Monoethanolamine MEA BASF: 2.5-8.75 part
Water: 25-31.5 part
It more than is mass fraction.
3. a water soluble acrylic resin is characterized in that, comprises following material:
Vinylformic acid: 1-2 part
Methyl methacrylate: 26-28 part
Butyl acrylate: 21 parts
Vinylbenzene: 7 parts
Hydroxyethyl methylacrylate: 7 parts
Mercaptoethanol: 0.25-0.65 part
Diisopropyl azodicarboxylate: 0.3-0.7 part
Virahol: 3-5 part
Ethanol: 20 parts
Monoethanolamine MEA BASF: 2.5-8.75 part
Water: 25-31.5 part
It more than is mass fraction.
4. a method for preparing as claim 1 or 2 or 3 described water soluble acrylic resins is characterized in that, may further comprise the steps:
A, in header tank with vinylformic acid, methyl methacrylate, butyl acrylate, vinylbenzene, hydroxyethyl methylacrylate, mercaptoethanol, Diisopropyl azodicarboxylate mix, and stir;
B, in having the reactor of reflux exchanger, drop into Virahol and ethanol, be warmed up to 80 ℃, splash into the mix monomer of step a gained, drip off the back and held temperature 10 hours at 75～80 ℃, cool to 50 ℃ then, add Monoethanolamine MEA BASF, be neutralized to PH=7.5～8.0 back thin ups, be cooled to room temperature, filter and package at last.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2007100321248A CN101177468B (en) | 2007-12-05 | 2007-12-05 | Water-soluble crylic acid resin and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2007100321248A CN101177468B (en) | 2007-12-05 | 2007-12-05 | Water-soluble crylic acid resin and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101177468A true CN101177468A (en) | 2008-05-14 |
| CN101177468B CN101177468B (en) | 2012-07-04 |
Family
ID=39403906
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2007100321248A Expired - Fee Related CN101177468B (en) | 2007-12-05 | 2007-12-05 | Water-soluble crylic acid resin and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101177468B (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103387637A (en) * | 2013-08-06 | 2013-11-13 | 江苏泰格油墨有限公司 | Water-soluble self-crosslinking acrylic resin composition and preparation method thereof |
| CN103666166A (en) * | 2013-11-27 | 2014-03-26 | 湖州立方农艺科技发展有限公司 | Environment-friendly painting coating |
| CN104073117A (en) * | 2014-06-23 | 2014-10-01 | 无锡市崇安区科技创业服务中心 | Water-soluble acrylic resin coating and preparation method thereof |
| CN104403044A (en) * | 2014-11-12 | 2015-03-11 | 马鞍山优科化工有限公司 | Finishing water-soluble acrylic resin and preparation method thereof |
| CN104497207A (en) * | 2014-12-31 | 2015-04-08 | 广东佳景科技有限公司 | Air knife spraying bonding material and preparation method thereof |
| CN106349422A (en) * | 2016-08-31 | 2017-01-25 | 江苏李文甲化工有限公司 | Water-soluble acrylate resin and synthesis method thereof |
| CN107674144A (en) * | 2017-05-05 | 2018-02-09 | 南昌大学 | A kind of exterior coating preparation method of water soluble acrylic resin |
| CN107936715A (en) * | 2017-12-22 | 2018-04-20 | 威海新元化工有限公司 | A kind of water-based fishing rod solid color enamel resin and preparation method thereof |
| CN109021183A (en) * | 2018-06-22 | 2018-12-18 | 安徽菱湖漆股份有限公司 | A kind of water soluble polymer condensation copolymerization resin, process for preparing resins and its application |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1978472A (en) * | 2005-12-06 | 2007-06-13 | 江苏三木集团有限公司 | Water-soluble acrylic resin and its preparing method |
| CN100462381C (en) * | 2006-08-16 | 2009-02-18 | 海洋化工研究院 | Acrylic acid bulk hybridization emulsion composition |
| CN101067011A (en) * | 2007-04-30 | 2007-11-07 | 江苏三木集团有限公司 | Water soluble acrylic resin and its prepn |
-
2007
- 2007-12-05 CN CN2007100321248A patent/CN101177468B/en not_active Expired - Fee Related
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103387637A (en) * | 2013-08-06 | 2013-11-13 | 江苏泰格油墨有限公司 | Water-soluble self-crosslinking acrylic resin composition and preparation method thereof |
| CN103387637B (en) * | 2013-08-06 | 2016-02-10 | 江苏泰格油墨有限公司 | A kind of water-soluble self-crosslinking acrylic resin composition and method of making the same |
| CN103666166A (en) * | 2013-11-27 | 2014-03-26 | 湖州立方农艺科技发展有限公司 | Environment-friendly painting coating |
| CN104073117A (en) * | 2014-06-23 | 2014-10-01 | 无锡市崇安区科技创业服务中心 | Water-soluble acrylic resin coating and preparation method thereof |
| CN104403044A (en) * | 2014-11-12 | 2015-03-11 | 马鞍山优科化工有限公司 | Finishing water-soluble acrylic resin and preparation method thereof |
| CN104497207A (en) * | 2014-12-31 | 2015-04-08 | 广东佳景科技有限公司 | Air knife spraying bonding material and preparation method thereof |
| CN106349422A (en) * | 2016-08-31 | 2017-01-25 | 江苏李文甲化工有限公司 | Water-soluble acrylate resin and synthesis method thereof |
| CN107674144A (en) * | 2017-05-05 | 2018-02-09 | 南昌大学 | A kind of exterior coating preparation method of water soluble acrylic resin |
| CN107674144B (en) * | 2017-05-05 | 2019-10-01 | 南昌大学 | A kind of exterior coating preparation method of water soluble acrylic resin |
| CN107936715A (en) * | 2017-12-22 | 2018-04-20 | 威海新元化工有限公司 | A kind of water-based fishing rod solid color enamel resin and preparation method thereof |
| CN109021183A (en) * | 2018-06-22 | 2018-12-18 | 安徽菱湖漆股份有限公司 | A kind of water soluble polymer condensation copolymerization resin, process for preparing resins and its application |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101177468B (en) | 2012-07-04 |
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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 | ||
| C56 | Change in the name or address of the patentee | ||
| CP03 | Change of name, title or address |
Address after: Chashan town Tong Kok village 523393 Guangdong city of Dongguan Province on Tong industrial area Patentee after: GUANGDONG YINGKE GROUP Co.,Ltd. Address before: Chashan town Tong Kok village 523050 Guangdong city of Dongguan Province on Tong industrial area Patentee before: Yingke (Dongguan) Printing Ink Mfg., Ltd. |
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| TR01 | Transfer of patent right |
Effective date of registration: 20211201 Address after: 314300 Shu Pu Zhen Chang Qing Lu, Haiyan County, Jiaxing City, Zhejiang Province Patentee after: Zhejiang Yingke ink material Co.,Ltd. Address before: Chashan town Tong Kok village 523393 Guangdong city of Dongguan Province on Tong industrial area Patentee before: GUANGDONG YINGKE GROUP Co.,Ltd. |
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| TR01 | Transfer of patent right | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20120704 |
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| CF01 | Termination of patent right due to non-payment of annual fee |