CN111763465A - Modified resin for PCM with high weather resistance and high coating rate and preparation method thereof - Google Patents

Modified resin for PCM with high weather resistance and high coating rate and preparation method thereof Download PDF

Info

Publication number
CN111763465A
CN111763465A CN202010638511.1A CN202010638511A CN111763465A CN 111763465 A CN111763465 A CN 111763465A CN 202010638511 A CN202010638511 A CN 202010638511A CN 111763465 A CN111763465 A CN 111763465A
Authority
CN
China
Prior art keywords
polyester
hour
pcm
modified resin
weather resistance
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.)
Pending
Application number
CN202010638511.1A
Other languages
Chinese (zh)
Inventor
戴晨
孙飚
田骏
郭昌盛
黄维香
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Hualun Nalu New Materials Co ltd
Original Assignee
Hualun Nalu New Materials Co ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Hualun Nalu New Materials Co ltd filed Critical Hualun Nalu New Materials Co ltd
Priority to CN202010638511.1A priority Critical patent/CN111763465A/en
Publication of CN111763465A publication Critical patent/CN111763465A/en
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D167/00Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/02Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers 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
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/12Esters of monohydric alcohols or phenols
    • C08F220/16Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1806C6-(meth)acrylate, e.g. (cyclo)hexyl (meth)acrylate or phenyl (meth)acrylate
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers 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
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/20Esters of polyhydric alcohols or phenols, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/16Dicarboxylic acids and dihydroxy compounds
    • C08G63/18Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/199Acids or hydroxy compounds containing cycloaliphatic rings
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/78Preparation processes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D133/00Coating compositions based on homopolymers or 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04Homopolymers or copolymers of esters
    • C09D133/06Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09D133/062Copolymers with monomers not covered by C09D133/06
    • C09D133/066Copolymers with monomers not covered by C09D133/06 containing -OH groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Paints Or Removers (AREA)
  • Polyesters Or Polycarbonates (AREA)

Abstract

The invention relates to a modified resin for PCM (pulse code modulation) with high weather resistance and high coating rate and a preparation method thereof.

Description

Modified resin for PCM with high weather resistance and high coating rate and preparation method thereof
Technical Field
The invention relates to a modified resin, in particular to a modified resin for PCM with high weather resistance and high coating rate and a preparation method thereof.
Background
At present, the high-weather-resistance resin normally uses fluorocarbon or organic silicon resin, but the fluorocarbon or organic silicon resin has high price, the coating construction is inconvenient, the conventional polyester resin has poor weather resistance and low key coating rate, and a lot of organic solvents are required to be added, so that the VOC emission of the product is not up to the standard.
Disclosure of Invention
Aiming at the defects in the prior art, the invention provides the modified resin for the PCM with high weather resistance and high coating rate and the preparation method thereof.
The invention is realized by the following technical scheme:
a modified resin for PCM with high weather resistance and high coating rate comprises a polyester part and an acrylic part, wherein the polyester part comprises the following components in percentage by weight:
Figure BDA0002570443560000011
the acrylic acid part comprises the following components in percentage by weight:
Figure BDA0002570443560000012
Figure BDA0002570443560000021
one or two of a catalyst A and an antioxidant B are added into the polyester part.
A preparation method of modified resin for PCM with high weather resistance and high coating rate comprises the following steps:
a. condensation reaction of hydroxyl and carboxyl in polyester raw materials, wherein polyester resin raw material monomers comprise BEPD (2-ethyl-2-butyl-1, 3-propylene glycol), NPG (neopentyl glycol), TMP (trimethylolpropane), HHPA (hexahydrophthalic anhydride), CHDA (1, 4-cyclohexanedimethanol) and CHDM (1, 4-cyclohexanedimethanol) which are put into a reaction kettle, the temperature is maintained at 160 ℃ for 1 hour, the temperature is raised to 230 ℃ at the speed of 10 ℃/h, wherein the gas phase temperature is controlled to be less than 100 ℃, the refractive index of effluent is monitored every 1 hour, the requirement is controlled to be below 1.3350, the gas phase temperature is maintained to be less than 90 ℃, reflux xylene is added, and the reaction is carried out until the viscosity: W-X, solid acid value: 3-5, solid content: cooling after 74-76%.
b. The acrylic resin monomer comprises MMA (methyl methacrylate), CHMA (cyclohexyl methacrylate), t-BMA (tert-butyl methacrylate), n-BMA (n-butyl methacrylate), HEMA (hydroxyethyl methacrylate) and a chain transfer agent AMSD (2, 4-diphenyl-4-methyl-1-pentene), and is put into another reaction kettle, the monomer is dripped for 3 hours under the action of an initiator at the temperature of 140 ℃, the monomer is maintained for 1 hour, the initiator I is supplemented, the monomer is maintained for 1 hour, the initiator II is supplemented, the monomer is maintained for 1 hour, the temperature is raised to 147 ℃, the reflux is carried out for 0.5 hour, and the viscosity is reached: Y-Z, solid content: cooling after 74-76%.
c. Through the high compatibility of the polyester part and the acrylic acid part, the polyester part and the acrylic acid part are spliced together in a ratio of 1: 1, and are packaged after being uniformly stirred.
Compared with the prior art, the invention has the beneficial effects that:
the polyester resin is prepared by synthesizing high-solid-content and high-weather-resistance polyester resin by using special raw materials such as BEPD (2-ethyl-2-butyl-1, 3-propylene glycol), NPG (neopentyl glycol), TMP (trimethylolpropane), HHPA (hexahydrophthalic anhydride), CHDA (1, 4-cyclohexanedimethanol) and CHDM (1, 4-cyclohexanedimethanol) under the conditions of a catalyst and an antioxidant, and due to the use of the special raw materials, the resin has the advantage of good miscibility with acrylic acid, so that conditions are provided for next modification; then MMA (methyl methacrylate), CHMA (cyclohexyl methacrylate), t-BMA (tert-butyl methacrylate), n-BMA (n-butyl methacrylate), HEMA (hydroxyethyl methacrylate) and AMSD (2, 4-diphenyl-4-methyl-1-pentene) are used for synthesizing the acrylic resin with high solid content and high weather resistance under the condition of an initiator, wherein AMSD is used as a chain transfer agent to help the resin to play a role in reducing viscosity, meanwhile, the odor is avoided, the molecular weight distribution is more uniform, CHMA provides excellent weather resistance for the resin, the viscosity of the resin is greatly reduced by using t-BMA, the vitrification temperature of the resin is ensured, and the requirements of high solid content and hardness are met; after the two resins are mixed, the advantages and the disadvantages of the two resins are neutralized, so that the requirements of high weather resistance and high coating rate are met.
Detailed Description
Example 1
A modified resin for PCM with high weatherability and high coating rate comprises a polyester part and an acrylic part,
the polyester part comprises the following components in percentage by weight:
Figure BDA0002570443560000031
the acrylic acid part comprises the following components in percentage by weight:
Figure BDA0002570443560000032
Figure BDA0002570443560000041
example 2
A modified resin for PCM with high weather resistance and high coating rate comprises a polyester part and an acrylic part, wherein the polyester part comprises the following components in percentage by weight:
Figure BDA0002570443560000042
the acrylic acid part comprises the following components in percentage by weight:
Figure BDA0002570443560000043
example 3
A modified resin for PCM with high weather resistance and high coating rate comprises a polyester part and an acrylic part, wherein the polyester part comprises the following components in percentage by weight:
Figure BDA0002570443560000051
the acrylic acid part comprises the following components in percentage by weight:
Figure BDA0002570443560000052
basic performance comparison of conventional polyester products with the inventive polyester products:
conventional polyester products The product
Solid content 65% 75%
Viscosity of the oil Z-Z1 X-Z
Hardness of 3H 3-4H
Workability 1-2T 1-2T
MEK resistance >100 >100
Impact/90 cm OK OK
Decocting in water for 2h OK OK
Resistance to 5% HCl 24h OK OK
Resisting 5% NaOH for 24h OK OK
Solid content of paint 54.8 58.9
Coating rate 408 445
QUVB (1000hr) -light retention 65% 85%
QUVB (1500hr) -light retention 51% 79%
QUVB (2000hr) -light retention / 62%
SST(500hr) <1mm <1mm
SST(750hr) <3mm <2mm
In summary, the present invention is only a preferred embodiment, and not intended to limit the scope of the invention, and all equivalent changes and modifications in the shape, structure, characteristics and spirit of the present invention described in the claims should be included in the scope of the present invention.

Claims (3)

1. A modified resin for PCM with high weather resistance and high coating rate is characterized in that: the acrylic polyester adhesive comprises a polyester part and an acrylic part, wherein the polyester part comprises the following components in percentage by weight:
Figure FDA0002570443550000011
the acrylic acid part comprises the following components in percentage by weight:
Figure FDA0002570443550000012
2. the modified resin for PCM according to claim 1, wherein said modified resin comprises: one or two of a catalyst A and an antioxidant B are added into the polyester part.
3. A method for preparing the modified resin for PCM of high weather resistance and high coating rate according to any one of claims 1 to 2, characterized in that: comprises the following steps:
a. performing condensation reaction of hydroxyl and carboxyl in a polyester raw material, putting a polyester resin raw material monomer into a reaction kettle, maintaining the temperature at 160 ℃ for 1 hour, heating to 230 ℃ at the speed of 10 ℃/h, controlling the gas phase temperature to be less than 100 ℃, monitoring the refractive index of water every 1 hour, controlling the refractive index to be below 1.3350, maintaining the gas phase temperature to be less than 90 ℃ at 230 ℃, adding reflux dimethylbenzene, and reacting to a set index, wherein the viscosity is required: W-X, solid acid value: 3-5, solid content: 74-76%, and then cooling.
b. Adding acrylic resin monomer into another reaction kettle, dropping the monomer for 3 hours under the action of an initiator at 140 ℃, maintaining for 1 hour, supplementing the initiator I for 1 hour, supplementing the initiator II for 1 hour, heating to 147 ℃, refluxing for 0.5 hour to reach a set index, wherein the required viscosity is as follows: Y-Z, solid content: 74-76%, and then cooling.
c. Through the high compatibility of the polyester part and the acrylic acid part, the polyester part and the acrylic acid part are spliced according to the ratio of 1: 1-3, and are packaged after being uniformly stirred.
CN202010638511.1A 2020-07-06 2020-07-06 Modified resin for PCM with high weather resistance and high coating rate and preparation method thereof Pending CN111763465A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202010638511.1A CN111763465A (en) 2020-07-06 2020-07-06 Modified resin for PCM with high weather resistance and high coating rate and preparation method thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202010638511.1A CN111763465A (en) 2020-07-06 2020-07-06 Modified resin for PCM with high weather resistance and high coating rate and preparation method thereof

Publications (1)

Publication Number Publication Date
CN111763465A true CN111763465A (en) 2020-10-13

Family

ID=72724591

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202010638511.1A Pending CN111763465A (en) 2020-07-06 2020-07-06 Modified resin for PCM with high weather resistance and high coating rate and preparation method thereof

Country Status (1)

Country Link
CN (1) CN111763465A (en)

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20030058448A (en) * 2001-12-31 2003-07-07 주식회사 디피아이 Acrylic Denatured Polyester Resin Composition
CN101029122A (en) * 2006-03-03 2007-09-05 同济大学 Production and use for acrylic ester modified polyester resin
CN103864998A (en) * 2014-03-12 2014-06-18 江门市三木化工有限公司 Acrylic resin and preparation method thereof
CN106750210A (en) * 2016-12-12 2017-05-31 衡阳山泰化工有限公司 A kind of coatings with high weatherability polyester resin and coating
CN107814945A (en) * 2017-10-30 2018-03-20 广州擎天材料科技有限公司 A kind of saturated polyester acrylic resin graft copolymer containing carboxyl functional group and its preparation method and application
CN108070077A (en) * 2017-11-14 2018-05-25 湖州南浔嘉骏化工有限公司 A kind of high durable saturated polyester resin and preparation method

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20030058448A (en) * 2001-12-31 2003-07-07 주식회사 디피아이 Acrylic Denatured Polyester Resin Composition
CN101029122A (en) * 2006-03-03 2007-09-05 同济大学 Production and use for acrylic ester modified polyester resin
CN103864998A (en) * 2014-03-12 2014-06-18 江门市三木化工有限公司 Acrylic resin and preparation method thereof
CN106750210A (en) * 2016-12-12 2017-05-31 衡阳山泰化工有限公司 A kind of coatings with high weatherability polyester resin and coating
CN107814945A (en) * 2017-10-30 2018-03-20 广州擎天材料科技有限公司 A kind of saturated polyester acrylic resin graft copolymer containing carboxyl functional group and its preparation method and application
CN108070077A (en) * 2017-11-14 2018-05-25 湖州南浔嘉骏化工有限公司 A kind of high durable saturated polyester resin and preparation method

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
张学敏等著: "《涂料与涂装技术》", 31 January 2006, 化学工业出版社 *
朱万强主编: "《涂料基础教程》", 30 June 2012, 西南交通大学出版社 *

Similar Documents

Publication Publication Date Title
CN102604035B (en) Ultraviolet cured two-degree-of-functionality polyurethane acrylic ester base coating resin for vacuum coating
CN109082202B (en) Environment-friendly high-strength polyaniline composite coating and preparation method thereof
WO2018157747A1 (en) Preparation method for high-solid acrylic resin
CN102199271A (en) Adiation-hardenable polyurethane resin and preparation method thereof
CN102947395A (en) Curing-type coating-agent composition
JPH10231332A (en) Copolymer containing hydroxyl group and its production
CN111234126B (en) High-solid-content high-performance glycidyl versatate modified alkyd resin and preparation method thereof
KR101243658B1 (en) Tackifier resin, acrylic adhesive and preparation method thereof
CN101935387B (en) Modified UV photocuring pure acrylic resin and preparation method thereof
CN105504140A (en) Synthetic method of high-hydroxyl-value acrylic resin
CN102174181A (en) Anti-aging unsaturated polyester resin and preparation method and application thereof
CN102702438A (en) Quick-drying weather-resistant high-solid-content acrylic resin and preparation method thereof
CN101173030B (en) Method for producing ultra-high solid content hydroxy acrylic resin
CN111763465A (en) Modified resin for PCM with high weather resistance and high coating rate and preparation method thereof
CN102532448B (en) Ultraviolet light cured resin and preparing method thereof
WO2022133668A1 (en) Uv curable matt resin and preparation method therefor
CN107602759B (en) Preparation method of fluorine-containing aqueous photocuring acrylic acid esterified polyacrylate resin
CN112778472B (en) Polyaryletherketone modified core-shell structure acrylic acid water-based resin emulsion
CN103805036A (en) Self-cleaning UV (ultraviolet) photocuring paint and preparation method thereof
JP2004143344A (en) Crosslinkable resin composition having ultraviolet light-absorbing ability
CN111234134B (en) High-performance glycidyl versatate modified polysiloxane resin and preparation method thereof
JPS6147722A (en) Urethane (meth)acrylate prepolymer
US11986854B2 (en) Automobile parts
CN113683741A (en) Water-based UV resin for UV-Monocoat and preparation method thereof
US4621131A (en) Polyesters derived from 2,2-dimethyl-4-methyleneglutaric acid and coatings prepared therefrom

Legal Events

Date Code Title Description
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: 20201013

RJ01 Rejection of invention patent application after publication