CN109467634A - Industrial ultralow VOS acrylic resin and preparation method thereof - Google Patents
Industrial ultralow VOS acrylic resin and preparation method thereof Download PDFInfo
- Publication number
- CN109467634A CN109467634A CN201811250093.8A CN201811250093A CN109467634A CN 109467634 A CN109467634 A CN 109467634A CN 201811250093 A CN201811250093 A CN 201811250093A CN 109467634 A CN109467634 A CN 109467634A
- Authority
- CN
- China
- Prior art keywords
- parts
- hours
- added dropwise
- dimethylbenzene
- vos
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- 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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- 239000004925 Acrylic resin Substances 0.000 title claims abstract description 15
- 229920000178 Acrylic resin Polymers 0.000 title claims abstract description 15
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims abstract description 38
- 238000006243 chemical reaction Methods 0.000 claims abstract description 17
- 239000003999 initiator Substances 0.000 claims abstract description 13
- ZOKCNEIWFQCSCM-UHFFFAOYSA-N (2-methyl-4-phenylpent-4-en-2-yl)benzene Chemical compound C=1C=CC=CC=1C(C)(C)CC(=C)C1=CC=CC=C1 ZOKCNEIWFQCSCM-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000000178 monomer Substances 0.000 claims abstract description 8
- 238000001816 cooling Methods 0.000 claims abstract description 7
- 238000010792 warming Methods 0.000 claims abstract description 7
- 238000004140 cleaning Methods 0.000 claims abstract description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 7
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 6
- JJRDRFZYKKFYMO-UHFFFAOYSA-N 2-methyl-2-(2-methylbutan-2-ylperoxy)butane Chemical compound CCC(C)(C)OOC(C)(C)CC JJRDRFZYKKFYMO-UHFFFAOYSA-N 0.000 claims description 6
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 6
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 6
- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 230000000977 initiatory effect Effects 0.000 claims 1
- 239000011347 resin Substances 0.000 abstract description 10
- 229920005989 resin Polymers 0.000 abstract description 10
- 239000002253 acid Substances 0.000 abstract description 5
- 150000003839 salts Chemical class 0.000 abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 3
- 229920002521 macromolecule Polymers 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract description 2
- 239000003513 alkali Substances 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000007547 defect Effects 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000008601 oleoresin Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 229920006313 waterborne resin Polymers 0.000 description 1
- 239000013035 waterborne resin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F218/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid or of a haloformic acid
- C08F218/02—Esters of monocarboxylic acids
- C08F218/04—Vinyl esters
- C08F218/10—Vinyl esters of monocarboxylic acids containing three or more carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/20—Esters of polyhydric alcohols or phenols, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The present invention relates to a kind of industrial ultralow VOS acrylic resins and preparation method thereof.Step carries out: the dimethylbenzene of 85-95% is first put into autoclave, remaining dimethylbenzene is warming up to 140-160 DEG C for cleaning pipeline, reaction kettle after being added dropwise, maintains；Monomer and initiator investment are added dropwise in kettle, are added dropwise within 3-4 hours, is maintained 1.5-2.5 hours, is added initiator, continue to 1.5-2.5 hours, reaction terminates, cooling.The present invention is acrylic resin modified using special materials such as E-10P, AMSD, pass through the raw material macromolecule, accomplish Gao Gu (>=90%) low glutinous (Y-Z), while guaranteeing resin molecular weight, it is ensured that acid resistance, alkali resistance, salt fog resistance, water resistance, processability, the weatherability of resin.
Description
Technical field
The present invention relates to a kind of industrial ultralow VOS acrylic resins and preparation method thereof, belong to resin making technique neck
Domain.
Background technique
Industrial conventional propylene acid resin is oleoresin, admittedly being contained in 60%-70%, mechanical performance is excellent, acid resistance, alkaline-resisting
Property is good, salt fog resistance is good, but solvent usage amount is big, and VOC emission is big, and the feature of environmental protection is poor.And common aqueous polyester resin is deposited
In poor water resistance, salt fog resistance is poor, chemical resistance is poor, processability is general, surface effect is poor, leads to coating producer very contradiction, uses
Oil paint performance can be up to standard, but VOC emission is exceeded；With common water borne resin, VOC emission is qualified, but coating property
Existing defects again.
Summary of the invention
The present invention is in view of the foregoing drawbacks, and it is an object of the present invention to provide a kind of rational technology, the industrial ultralow VOS third haveing excellent performance
Olefin(e) acid resin and preparation method thereof.
Thus the technical solution adopted by the present invention is that: industrial ultralow VOS acrylic resin, according to parts by weight, comprising with
Lower component:
10 parts of methacrylic acid；
20-30 parts of E-10P；
3-8 parts of methyl methacrylate；
12-18 parts of Tert-butyl Methacrylate；
20-30 parts of hydroxyethyl methacrylate N-butyl
3-8 parts of AMSD
3-8 parts of di t-amyl peroxide
8-14 parts of dimethylbenzene.
It is preferred: include following components according to parts by weight:
10 parts of methacrylic acid
25 parts of E-10P
5 parts of methyl methacrylate
15 parts of Tert-butyl Methacrylate
25 parts of hydroxyethyl methacrylate N-butyl
5 parts of AMSD
5 parts of di t-amyl peroxide
10 parts of dimethylbenzene.
The preparation method of industrial ultralow VOS acrylic resin, follows the steps below: first putting into 85- in autoclave
95% dimethylbenzene, remaining dimethylbenzene are warming up to 140-160 DEG C for cleaning pipeline, reaction kettle after being added dropwise, maintain；It will
Monomer and initiator investment are added dropwise in kettle, are added dropwise within 3-4 hours, maintain 1.5-2.5 hours, add initiator, continue to
1.5-2.5 hours, reaction terminated, cooling.
It is preferred: 90% dimethylbenzene is first put into autoclave, remaining dimethylbenzene is used to clean pipeline after being added dropwise,
Reaction kettle is warming up to 150 DEG C, maintains；Monomer and initiator investment are added dropwise in kettle, are added dropwise within 3-4 hours, is maintained 2 hours,
Initiator is added, is continued to 2 hours, reaction terminates, cooling.
The invention has the advantages that the present invention is acrylic resin modified using special materials such as E-10P, AMSD, pass through the original
Expect macromolecule, accomplish Gao Gu (>=90%) low glutinous (Y-Z), while guaranteeing resin molecular weight, it is ensured that is the acid resistance of resin, alkaline-resisting
Property, salt fog resistance, water resistance, processability, weatherability.
There are two reactions in polymerization process, first is that radical polymerization of acrylic monomers under the conditions of autoclave, 150 DEG C
It closes, accomplishes common high solid low viscosity, but such resin existing defects: molecular weight is low, slow with curing agent reaction speed, admittedly contain
Surface effect is poor in the case of > 80%.
Reaction second is that, under the conditions of 150 DEG C, E-10P and methacrylic acid carry out polycondensation reaction, for improving the molecule of resin
Amount improves the defects of reaction one；Resin molecular weight and molecular weight distribution are adjusted with AMSD, it is ensured that the surface effect of product.
After the two is balanced, it can accomplish Gao Gu (>=90%) low glutinous (Y-Z), extremely low VOC and excellent surface effect.
Specific embodiment
Embodiment 1:
Industrial ultralow VOS acrylic resin includes following components according to parts by weight:
10 parts of methacrylic acid
25 parts of E-10P
5 parts of methyl methacrylate
15 parts of Tert-butyl Methacrylate
25 parts of hydroxyethyl methacrylate N-butyl
5 parts of AMSD
5 parts of di t-amyl peroxide
10 parts of dimethylbenzene.
It is of the invention the preparation method comprises the following steps: first putting into 90% dimethylbenzene in autoclave, remaining dimethylbenzene is for being added dropwise
After clean pipeline, reaction kettle is warming up to 150 DEG C, maintains；Monomer and initiator investment are added dropwise in kettle, are added dropwise within 3-4 hours,
It maintains 2 hours, adds initiator, continue to 2 hours, reaction terminates, cooling.
Embodiment 2:
Industrial ultralow VOS acrylic resin includes following components according to parts by weight:
10 parts of methacrylic acid；
24 parts of E-10P；
6 parts of methyl methacrylate；
15 parts of Tert-butyl Methacrylate；
28 parts of hydroxyethyl methacrylate N-butyl
7 parts of AMSD
3 parts of di t-amyl peroxide
12 parts of dimethylbenzene.
The preparation method of industrial ultralow VOS acrylic resin, follows the steps below: the two of 85% are first put into autoclave
Toluene, remaining dimethylbenzene are warming up to 160 DEG C for cleaning pipeline, reaction kettle after being added dropwise, maintain；By monomer and initiator
Investment is added dropwise in kettle, is added dropwise within 3-4 hours, maintains 2.5 hours, adds initiator, continue to 1.5 hours, and reaction terminates,
It is cooling.
Properties of product of the invention are as follows:
| Conventional large arch dam product | This product | |
| Admittedly containing | 80% | 90% |
| Varnish contains admittedly | 52 | 58 |
| Gloss | 90/96 | 92/97 |
| Surface drying time | 2h | 1.5h |
| Hardness | HB | 1H |
| Impact resistance | 5J | 5J |
Claims (4)
1. industrial ultralow VOS acrylic resin, which is characterized in that include following components according to parts by weight:
10 parts of methacrylic acid；
20-30 parts of E-10P；
3-8 parts of methyl methacrylate；
12-18 parts of Tert-butyl Methacrylate；
20-30 parts of hydroxyethyl methacrylate N-butyl
3-8 parts of AMSD
3-8 parts of di t-amyl peroxide
8-14 parts of dimethylbenzene.
2. industrial ultralow VOS acrylic resin according to claim 1, which is characterized in that according to parts by weight, comprising with
Lower component:
10 parts of methacrylic acid
25 parts of E-10P
5 parts of methyl methacrylate
15 parts of Tert-butyl Methacrylate
25 parts of hydroxyethyl methacrylate N-butyl
5 parts of AMSD
5 parts of di t-amyl peroxide
10 parts of dimethylbenzene.
3. the preparation method of industrial ultralow VOS acrylic resin, which is characterized in that follow the steps below: in autoclave
The dimethylbenzene of 85-95% is first put into, for remaining dimethylbenzene for cleaning pipeline after being added dropwise, reaction kettle is warming up to 140-160
DEG C, it maintains；Monomer and initiator investment are added dropwise in kettle, are added dropwise within 3-4 hours, maintains 1.5-2.5 hours, adds initiation
Agent continues to 1.5-2.5 hours, and reaction terminates, cooling.
4. the preparation method of industrial ultralow VOS acrylic resin according to claim 3, which is characterized in that preferred:
90% dimethylbenzene is first put into autoclave, for remaining dimethylbenzene for cleaning pipeline after being added dropwise, reaction kettle is warming up to 150
DEG C, it maintains；Monomer and initiator investment are added dropwise in kettle, are added dropwise within 3-4 hours, maintains 2 hours, adds initiator, is continued
It maintains 2 hours, reaction terminates, cooling.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811250093.8A CN109467634A (en) | 2018-10-25 | 2018-10-25 | Industrial ultralow VOS acrylic resin and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811250093.8A CN109467634A (en) | 2018-10-25 | 2018-10-25 | Industrial ultralow VOS acrylic resin and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN109467634A true CN109467634A (en) | 2019-03-15 |
Family
ID=65666164
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201811250093.8A Pending CN109467634A (en) | 2018-10-25 | 2018-10-25 | Industrial ultralow VOS acrylic resin and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN109467634A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110003366A (en) * | 2019-04-10 | 2019-07-12 | 泰兴盛嘉树脂有限公司 | A kind of preparation method that the E-10P that can reduce resin color is acrylic resin modified |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104672366A (en) * | 2015-01-21 | 2015-06-03 | 上海振华重工（集团）常州油漆有限公司 | High-solid low-viscosity acrylic resin and preparation method thereof |
| CN107141416A (en) * | 2017-06-08 | 2017-09-08 | 华伦纳路新材料有限公司 | A kind of CAB is acrylic resin modified and preparation method thereof |
-
2018
- 2018-10-25 CN CN201811250093.8A patent/CN109467634A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104672366A (en) * | 2015-01-21 | 2015-06-03 | 上海振华重工（集团）常州油漆有限公司 | High-solid low-viscosity acrylic resin and preparation method thereof |
| CN107141416A (en) * | 2017-06-08 | 2017-09-08 | 华伦纳路新材料有限公司 | A kind of CAB is acrylic resin modified and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| 许驰: "高固体分羟基丙烯酸树脂用于汽车涂料", 《中国涂料》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110003366A (en) * | 2019-04-10 | 2019-07-12 | 泰兴盛嘉树脂有限公司 | A kind of preparation method that the E-10P that can reduce resin color is acrylic resin modified |
| CN110003366B (en) * | 2019-04-10 | 2021-06-22 | 泰兴盛嘉树脂有限公司 | Preparation method of E-10P modified acrylic resin capable of reducing resin color |
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|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20190315 |
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| RJ01 | Rejection of invention patent application after publication |