CN113150221A - 一种不饱和聚酯和自由基改性环氧树脂组成物 - Google Patents
一种不饱和聚酯和自由基改性环氧树脂组成物 Download PDFInfo
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- CN113150221A CN113150221A CN202110384638.XA CN202110384638A CN113150221A CN 113150221 A CN113150221 A CN 113150221A CN 202110384638 A CN202110384638 A CN 202110384638A CN 113150221 A CN113150221 A CN 113150221A
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- epoxy resin
- modified epoxy
- unsaturated polyester
- resin composition
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- 239000003822 epoxy resin Substances 0.000 title claims abstract description 58
- 229920000647 polyepoxide Polymers 0.000 title claims abstract description 58
- 229920006305 unsaturated polyester Polymers 0.000 title claims abstract description 33
- 239000000203 mixture Substances 0.000 title claims abstract description 32
- 150000003254 radicals Chemical class 0.000 title claims abstract description 28
- 239000003085 diluting agent Substances 0.000 claims abstract description 10
- 239000003999 initiator Substances 0.000 claims abstract description 9
- 150000002978 peroxides Chemical class 0.000 claims abstract description 9
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 5
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 20
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 15
- -1 oxypropylene phenyl glycidyl Chemical group 0.000 claims description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 11
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 9
- 229920006395 saturated elastomer Polymers 0.000 claims description 9
- 150000005846 sugar alcohols Polymers 0.000 claims description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 6
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- 239000010941 cobalt Substances 0.000 claims description 6
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 6
- 125000000524 functional group Chemical group 0.000 claims description 6
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- 239000004593 Epoxy Substances 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 5
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 claims description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 4
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- 239000004743 Polypropylene Substances 0.000 claims description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 4
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims description 4
- ZQMIGQNCOMNODD-UHFFFAOYSA-N diacetyl peroxide Chemical compound CC(=O)OOC(C)=O ZQMIGQNCOMNODD-UHFFFAOYSA-N 0.000 claims description 4
- 238000005886 esterification reaction Methods 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 4
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 4
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- 239000002994 raw material Substances 0.000 claims description 4
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 claims description 4
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- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 claims description 2
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- WELSDMYWYMPCMH-UHFFFAOYSA-N (4-methyl-7-oxabicyclo[4.1.0]heptan-3-yl)methyl 7-oxabicyclo[4.1.0]heptane-3-carboxylate Chemical compound O1C2CC(C(CC21)C)COC(=O)C2CC1C(CC2)O1 WELSDMYWYMPCMH-UHFFFAOYSA-N 0.000 claims description 2
- NOBYOEQUFMGXBP-UHFFFAOYSA-N (4-tert-butylcyclohexyl) (4-tert-butylcyclohexyl)oxycarbonyloxy carbonate Chemical compound C1CC(C(C)(C)C)CCC1OC(=O)OOC(=O)OC1CCC(C(C)(C)C)CC1 NOBYOEQUFMGXBP-UHFFFAOYSA-N 0.000 claims description 2
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- YDIZFUMZDHUHSH-UHFFFAOYSA-N 1,7-bis(ethenyl)-3,8-dioxatricyclo[5.1.0.02,4]oct-5-ene Chemical compound C12OC2C=CC2(C=C)C1(C=C)O2 YDIZFUMZDHUHSH-UHFFFAOYSA-N 0.000 claims description 2
- UICXTANXZJJIBC-UHFFFAOYSA-N 1-(1-hydroperoxycyclohexyl)peroxycyclohexan-1-ol Chemical compound C1CCCCC1(O)OOC1(OO)CCCCC1 UICXTANXZJJIBC-UHFFFAOYSA-N 0.000 claims description 2
- ZDQNWDNMNKSMHI-UHFFFAOYSA-N 1-[2-(2-prop-2-enoyloxypropoxy)propoxy]propan-2-yl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(C)COCC(C)OC(=O)C=C ZDQNWDNMNKSMHI-UHFFFAOYSA-N 0.000 claims description 2
- VOBUAPTXJKMNCT-UHFFFAOYSA-N 1-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound CCCCCC(OC(=O)C=C)OC(=O)C=C VOBUAPTXJKMNCT-UHFFFAOYSA-N 0.000 claims description 2
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims description 2
- CISIJYCKDJSTMX-UHFFFAOYSA-N 2,2-dichloroethenylbenzene Chemical compound ClC(Cl)=CC1=CC=CC=C1 CISIJYCKDJSTMX-UHFFFAOYSA-N 0.000 claims description 2
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 claims description 2
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 claims description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 2
- YSUQLAYJZDEMOT-UHFFFAOYSA-N 2-(butoxymethyl)oxirane Chemical compound CCCCOCC1CO1 YSUQLAYJZDEMOT-UHFFFAOYSA-N 0.000 claims description 2
- FLMRHAZRTLGUHB-UHFFFAOYSA-N 2-[(3-pentadecylphenoxy)methyl]oxirane Chemical compound CCCCCCCCCCCCCCCC1=CC=CC(OCC2OC2)=C1 FLMRHAZRTLGUHB-UHFFFAOYSA-N 0.000 claims description 2
- DXEHULHXWHEJJD-UHFFFAOYSA-N 2-[(4-butylphenoxy)methyl]oxirane Chemical compound C1=CC(CCCC)=CC=C1OCC1OC1 DXEHULHXWHEJJD-UHFFFAOYSA-N 0.000 claims description 2
- HPILSDOMLLYBQF-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)butoxymethyl]oxirane Chemical compound C1OC1COC(CCC)OCC1CO1 HPILSDOMLLYBQF-UHFFFAOYSA-N 0.000 claims description 2
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 claims description 2
- SEFYJVFBMNOLBK-UHFFFAOYSA-N 2-[2-[2-(oxiran-2-ylmethoxy)ethoxy]ethoxymethyl]oxirane Chemical compound C1OC1COCCOCCOCC1CO1 SEFYJVFBMNOLBK-UHFFFAOYSA-N 0.000 claims description 2
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 claims description 2
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 claims description 2
- KOGSPLLRMRSADR-UHFFFAOYSA-N 4-(2-aminopropan-2-yl)-1-methylcyclohexan-1-amine Chemical compound CC(C)(N)C1CCC(C)(N)CC1 KOGSPLLRMRSADR-UHFFFAOYSA-N 0.000 claims description 2
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 2
- ADAHGVUHKDNLEB-UHFFFAOYSA-N Bis(2,3-epoxycyclopentyl)ether Chemical compound C1CC2OC2C1OC1CCC2OC21 ADAHGVUHKDNLEB-UHFFFAOYSA-N 0.000 claims description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 2
- 239000004641 Diallyl-phthalate Substances 0.000 claims description 2
- ZFIVKAOQEXOYFY-UHFFFAOYSA-N Diepoxybutane Chemical compound C1OC1C1OC1 ZFIVKAOQEXOYFY-UHFFFAOYSA-N 0.000 claims description 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 2
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- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 claims description 2
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 claims description 2
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 claims description 2
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Classifications
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- 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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/10—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers containing more than one epoxy radical per molecule
- C08F283/105—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers containing more than one epoxy radical per molecule on to unsaturated polymers containing more than one epoxy radical per molecule
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- 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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/01—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to unsaturated polyesters
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- 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
- C08F299/00—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers
- C08F299/02—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates
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- 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
- C08F299/00—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers
- C08F299/02—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates
- C08F299/04—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from polyesters
Abstract
本发明公开了一种不饱和聚酯与自由基改性环氧树脂组成物。本发明的一种不饱和聚酯与自由基改性环氧树脂组成物包括20～70wt％的自由基改性环氧树脂、10～60wt％的不饱和聚酯、10～30wt％的硬化剂和0～30wt％的稀释剂、0.1～5wt％过氧化物引发剂以及5～5,000ppm的促进剂。本发明的一种不饱和聚酯与自由基改性环氧树脂组成物，除了在力学性能、耐热性能、黏度和成本方面均优于现有的自由基改性环氧树脂，在安全特性方面，于闪火点上可远高于自由基改性环氧树脂，符合环保安全材料需求，性能设计性强，可广泛应用于制造风力叶片、船舶、大型管件、汽车或是航空器等大型构件。
Description
技术领域
本发明涉及一种不饱和聚酯和自由基改性环氧树脂组成物，属于功能材料技术领域。
背景技术
现有的自由基改性环氧树脂之产品，能符合制造风力叶片、船舶、大型管件、汽车或是航空器等大型构件其相关制造工艺及规格需求，但存在为了匹配灌注工艺及操作条件，必须添加大量稀释单体，除了产生大量VOCs外，其成品之闪火点(Flashpoint)多在31-45℃之前，闪火点低于60℃情况下，于国家法规标准，归类在乙类甚至甲类等危险品。在使用方工厂车间要求及环评规定都受到严峻考验，于产品推广上会是一大阻碍。
发明内容
本发明所要解决的技术问题是：自由基改性环氧树脂由于材料本身特性具有缺陷从而导致应用受限的问题。
为了解决上述技术问题，本发明提供了一种不饱和聚酯与自由基改性环氧树脂组成物，成分包括20～70wt％的自由基改性环氧树脂、10～60wt％的不饱和聚酯、0～30wt％的稀释剂、10～30wt％的硬化剂、0.1～5wt％的过氧化物引发剂以及5～5,000ppm的促进剂。
优选地，所述的自由基改性环氧树脂的结构式如式I所示：
上述式I中，n为0至300的整数，Q及L均选自式II和式III中的一种，M选自氢原子、式II和式III中的一种；
上述式I中的A选自下列结构组：
上述化学结构式中，R1、R2、R4、R5均选自氢原子或C1～C4的烷基；所述的自由基改性环氧树脂由选自双酚A环氧树脂、双酚F环氧树脂和溴化型环氧树脂中的一种环氧树脂，与丙烯酸类不饱和羧酸进行酯化反应后制得，且该所选用环氧树脂之环氧官能基与该丙烯酸类不饱和羧酸之羧基的当量比值为1.1～30:1。
更优选地，所述的式I中的n为0～20的整数；所述的R1、R2、R4、R5均选自氢原子或甲基，所述的自由基改性环氧树脂由双酚A环氧树脂与甲基丙烯酸进行酯化反应后制得，且所述的双酚A环氧树脂之环氧官能基与甲基丙烯酸之羧基的当量比值为2～10:1。
优选地，所述的不饱和聚酯的合成原料包括羧酸或其衍生物以及多元醇。
优选地，所述的羧酸或其衍生物为不饱和羧酸或其衍生物，所述的不饱和羧酸或其衍生物为甲基丙烯酸、丙烯酸、马来酸、马来酸酐、富马酸、邻苯二甲酸、邻苯二甲酸酐、四氢化邻苯二甲酸、四氢化邻苯二甲酸酐、六氢化邻苯二甲酸、六氢化邻苯二甲酸酐、间苯二甲酸和对苯二甲酸中的至少一种；所述的多元醇为饱和多元醇，所述的饱和多元醇为乙二醇、二乙二醇、丙二醇、二丙二醇、新戊二醇、三甘醇、三丙二醇、环己烷二甲醇、己二醇、丁二醇、1，3-丙二醇和1，5-戊二醇中的至少一种；所述的羧酸或其衍生物与多元醇的质量比为1:2～2:1。
更优选地，所述的不饱和羧酸或其衍生物为邻苯二甲酸酐、甲基丙烯酸和马来酸酐中的至少一种；所述的饱和多元醇为二乙二醇和新戊二醇中的至少一种。
优选地，所述的稀释剂为环氧辛烷、丁基缩水甘油醚、单氧双戊烯、苯基缩水甘油醚、对-丁基苯基缩水甘油醚、甲苯基缩水甘油醚、3-十五烷基苯基缩水甘油醚、二氧化丁二烯、二甲基戊烷二氧化物、二缩水甘油醚、丁二醇二缩水甘油醚、二乙二醇二缩水甘油醚、二氧化环己烯乙烯、二氧化萜二烯、双(2,3-环氧环戊基)醚、3,4-环氧基-6-甲基环己基甲基3,4-环氧基环己甲酸甲酯、二乙烯苯二氧化物、2-环氧丙基苯基缩水甘油醚、2,6-二环氧丙烯苯基缩水甘油醚、苯乙烯、对-乙烯基甲苯、二氯苯乙烯、2-甲基-2-丙烯酸-2-烃乙基酯磷酸酯、丙烯酸酯、甲基丙烯酸酯、邻苯二甲酸二烯丙酯、己二醇二丙烯酸酯、三丙二醇二丙烯酸酯、三聚氰酸三烯丙酯、三烃甲基丙烷三甲基丙烯酸酯、三烃甲基丙烷三丙烯酸酯、甲基丙烯酸缩水甘油酯、烯丙基缩水甘油醚和环己烷乙烯单氧化物中的至少一种。
更优选地，所述的稀释剂为苯乙烯。
优选地，所述的硬化剂为多元胺，所述的多元胺为乙二胺、二乙烯三胺、三乙烯四胺、聚丙烯醚二胺、N-胺乙基哌嗪、薄荷烷二胺、异氟尔酮二胺、间苯二甲胺、聚醚胺中的至少一种；所述的过氧化物引发剂为过氧化甲乙酮、过氧化二乙酰、二叔丁基过氧化物、过氧化乙酰丙酮、过氧化二叔丁烷、过氧化环己酮、双(4-叔丁基环己基)过氧化二碳酸酯、异丙苯过氧化氢、过氧化二苯甲酰、过氧苯甲酸三级丁脂和过苯甲酸叔丁酯中的至少一种；所述的促进剂为异辛酸钴、环烷酸钴、异辛酸钙、十八酸铜盐、环烷酸铜、N,N-二甲基苯胺、N,N-二乙基苯胺和N,N-二甲基对甲苯胺中的至少一种。
更优选地，所述的多元胺为聚丙烯醚二胺，所述的过氧化物引发剂为过氧化甲乙酮；所述的促进剂为异辛酸钴，所述异辛酸钴的配比为100～200ppm。
与现有技术相比，本发明的有益效果在于：
1.本发明的一种不饱和聚酯与自由基改性环氧树脂组成物，闪火点可高于自由基改性环氧树脂，克服了在使用方工厂车间要求及环评规定的阻碍；
2.本发明的一种不饱和聚酯与自由基改性环氧树脂组成物，操作黏度可以低于自由基改性环氧树脂，克服了自由基改性环氧树脂应用于制造构件时生产效率不佳的缺陷；
3.本发明的一种不饱和聚酯与自由基改性环氧树脂组成物性能设计性强，具有广泛的应用前景。
具体实施方式
为使本发明更明显易懂，兹以优选实施例，作详细说明如下。
实施例1～5
一种树脂混合物的制备：
1.首先制备不饱和聚酯：通过带有温控系统、加热系统、机械搅拌器、氮气导入管、真空泵及回流冷凝器的制备系统进行制备，原料配比如表1所示，将不饱和芳香族羧酸与饱和二醇入反应釜，在纯度大于99.99％以上氮气环境下，升温进行缩合脱水反应，温度由室温升温至190-210℃(其制程中温度控制根据水与二醇之共沸点温度)；测得酸值小于50mgKOH/g后，投入不饱和羧酸进行后段反应，待出水量大于理论量的90％时，抽真空使水分排出并加速其反应，使反应进行至酸值低于20mgKOH/g。降温至170℃以下加入50ppm邻甲基对苯二酚(Methylhydroquinone)，搅拌均匀后冷却过滤即得不饱和聚酯。
2.制备自由基改性环氧树脂：通过带有温控系统、加热系统、机械搅拌器及回流冷凝器的制备系统进行制备，将如表1所示之环氧树脂入反应釜，在搅拌状态下温度由室温升温至80-100℃，投入如表1所示的不饱和羧酸后持续搅拌至均匀，投入2,000ppm三苯基膦(Triphenyl phosphine)作为反应触媒，加热至110-130℃，使反应进行至酸值低于10mgKOH/g。降温至110℃以下加入50ppm 4-叔丁基-1,2-苯二酚(4-tert-butylpyrocatechol)，搅拌均匀后冷却过滤即得自由基改性环氧树脂成品。
3.将步骤1制得的不饱和聚酯投入步骤2制得的自由基改性环氧树脂及如表1所示的稀释剂，于常温下搅拌30-120分钟至均匀，得到树脂混合物。
一种不饱和聚酯与自由基改性环氧树脂组成物，包括上述制得的树脂混合物、硬化剂、促进剂和过氧化物引发剂，成分配比如表1所示。
对比例1
一种自由基改性环氧树脂材料，包括：
自由基改性环氧树脂、稀释剂、硬化剂、促进剂和过氧化物引发剂，各成分配比如表1所示。
表1实施例1～6和对比例1的原料配比
性能测试：
将实施例1～5和对比例1的树脂材料依据国际标准制备对应规格试片(拉伸强度-ASTM D638 or ISO 527、拉伸模量-ASTM D638 or ISO 527、断裂延伸率-ASTM D638 orISO 527、弯曲强度-ASTM D790 or ISO 178、弯曲模量-ASTM D790 or ISO 178、热变形温度-ASTM D648 or ISO 75-2、体积收缩率-ISO 3521、黏度-ISO 3219、闪火点-GB/T5208)，完成机械性能的测定，同时，平行比对对比例1的成本结构，完成机械性能、黏度、成本及闪火点分析，如表3所示。
表3实施例/对比例的树脂材料在机械性能、黏度、闪火点和成本方面的对比
结合实施例1、2并结合表3可以看出，提高自由基改性环氧树脂中不饱和官能团占比，亦指降低环氧树脂之环氧官能基与该有机不饱和羧酸之羧基的当量比值，提高其反应性有助于物性提升主要在于耐热性及模量，且同时有助于降低其成本；
结合实施例2、3并结合表3可以看出，不饱和羧酸选用甲基丙烯酸，在力学表现上(尤其耐热性)有显着提升；
结合实施例4、5并结合表3可以看出，饱和二醇选用新戊二醇，在力学表现上(尤其耐热性及模量)有显着提升，体现产品刚性；
结合实施例4、5并结合表3可以看出，饱和二醇选用二乙二醇，在断裂延伸率表现上及抗体积收缩率上有显着提升，体现产品韧性；
结合实施例1-5、对比例1和表3可以看出，本发明的一种不饱和聚酯与自由基改性环氧树脂组成物在操作性方面，于混合黏度上可低于自由基改性环氧树脂；
结合实施例1-5、对比例1和表3可以看出，本发明的一种不饱和聚酯与自由基改性环氧树脂组成物在安全特性方面，于闪火点上可远高于自由基改性环氧树脂，符合环保安全材料需求；
结合实施例1-5、对比例1和表3可以看出，本发明的一种不饱和聚酯与自由基改性环氧树脂组成物，在力学性能上有提升外，同时也具成本之优势。
综合以上结果分析，本发明的一种不饱和聚酯与自由基改性环氧树脂组成物符合市场上对于降本增效之需求外，同时也符合环保安全材料需求。
上述实施例仅为本发明的优选实施例，并非对本发明任何形式上和实质上的限制，应当指出，对于本技术领域的普通技术人员，在不脱离本发明的前提下，还将可以做出若干改进和补充，这些改进和补充也应视为本发明的保护范围。
Claims (10)
1.一种不饱和聚酯与自由基改性环氧树脂组成物，其特征在于，成分包括20～70wt％的自由基改性环氧树脂、10～60wt％的不饱和聚酯、0～30wt％的稀释剂、10～30wt％的硬化剂、0.1～5wt％的过氧化物引发剂以及5～5,000ppm的促进剂。
2.如权利要求1所述的不饱和聚酯与自由基改性环氧树脂组成物，其特征在于，所述的自由基改性环氧树脂的结构式如式I所示：
上述式I中，n为0至300的整数，Q及L均选自式II和式III中的一种，M选自氢原子、式II和式III中的一种；
上述式I中的A选自下列结构组：
上述化学结构式中，R1、R2、R4、R5均选自氢原子或C1～C4的烷基；所述的自由基改性环氧树脂由选自双酚A环氧树脂、双酚F环氧树脂和溴化型环氧树脂中的一种环氧树脂，与丙烯酸类不饱和羧酸进行酯化反应后制得，且该所选用环氧树脂之环氧官能基与该丙烯酸类不饱和羧酸之羧基的当量比值为1.1～30:1。
3.如权利要求2所述的不饱和聚酯与自由基改性环氧树脂组成物，其特征在于，所述的式I中的n为0～20的整数；所述的R1、R2、R4、R5均选自氢原子或甲基，所述的自由基改性环氧树脂由双酚A环氧树脂与甲基丙烯酸进行酯化反应后制得，且所述的双酚A环氧树脂之环氧官能基与甲基丙烯酸之羧基的当量比值为2～10:1。
4.如权利要求1所述的不饱和聚酯与自由基改性环氧树脂组成物，其特征在于，所述的不饱和聚酯的合成原料包括羧酸或其衍生物以及多元醇。
5.如权利要求4所述的不饱和聚酯与自由基改性环氧树脂组成物，其特征在于，所述的羧酸或其衍生物为不饱和羧酸或其衍生物，所述的不饱和羧酸或其衍生物为甲基丙烯酸、丙烯酸、马来酸、马来酸酐、富马酸、邻苯二甲酸、邻苯二甲酸酐、四氢化邻苯二甲酸、四氢化邻苯二甲酸酐、六氢化邻苯二甲酸、六氢化邻苯二甲酸酐、间苯二甲酸和对苯二甲酸中的至少一种；所述的多元醇为饱和多元醇，所述的饱和多元醇为乙二醇、二乙二醇、丙二醇、二丙二醇、新戊二醇、三甘醇、三丙二醇、环己烷二甲醇、己二醇、丁二醇、1，3-丙二醇和1，5-戊二醇中的至少一种；所述的羧酸或其衍生物与多元醇的质量比为1:2～2:1。
6.如权利要求5所述的不饱和聚酯与自由基改性环氧树脂组成物，其特征在于，所述的不饱和羧酸或其衍生物为邻苯二甲酸酐、甲基丙烯酸和马来酸酐中的至少一种；所述的饱和多元醇为二乙二醇和新戊二醇中的至少一种。
7.如权利要求1～6中任意一项所述的不饱和聚酯与自由基改性环氧树脂组成物，其特征在于，所述的稀释剂为环氧辛烷、丁基缩水甘油醚、单氧双戊烯、苯基缩水甘油醚、对-丁基苯基缩水甘油醚、甲苯基缩水甘油醚、3-十五烷基苯基缩水甘油醚、二氧化丁二烯、二甲基戊烷二氧化物、二缩水甘油醚、丁二醇二缩水甘油醚、二乙二醇二缩水甘油醚、二氧化环己烯乙烯、二氧化萜二烯、双(2,3-环氧环戊基)醚、3,4-环氧基-6-甲基环己基甲基3,4-环氧基环己甲酸甲酯、二乙烯苯二氧化物、2-环氧丙基苯基缩水甘油醚、2,6-二环氧丙烯苯基缩水甘油醚、苯乙烯、对-乙烯基甲苯、二氯苯乙烯、2-甲基-2-丙烯酸-2-烃乙基酯磷酸酯、丙烯酸酯、甲基丙烯酸酯、邻苯二甲酸二烯丙酯、己二醇二丙烯酸酯、三丙二醇二丙烯酸酯、三聚氰酸三烯丙酯、三烃甲基丙烷三甲基丙烯酸酯、三烃甲基丙烷三丙烯酸酯、甲基丙烯酸缩水甘油酯、烯丙基缩水甘油醚和环己烷乙烯单氧化物中的至少一种。
8.如权利要求7所述的不饱和聚酯与自由基改性环氧树脂组成物，其特征在于，所述的稀释剂为苯乙烯。
9.如权利要求1～6中任意一项所述的不饱和聚酯与自由基改性环氧树脂组成物，其特征在于，所述的硬化剂为多元胺，所述的多元胺为乙二胺、二乙烯三胺、三乙烯四胺、聚丙烯醚二胺、N-胺乙基哌嗪、薄荷烷二胺、异氟尔酮二胺、间苯二甲胺、聚醚胺中的至少一种；所述的过氧化物引发剂为过氧化甲乙酮、过氧化二乙酰、二叔丁基过氧化物、过氧化乙酰丙酮、过氧化二叔丁烷、过氧化环己酮、双(4-叔丁基环己基)过氧化二碳酸酯、异丙苯过氧化氢、过氧化二苯甲酰、过氧苯甲酸三级丁脂和过苯甲酸叔丁酯中的至少一种；所述的促进剂为异辛酸钴、环烷酸钴、异辛酸钙、十八酸铜盐、环烷酸铜、N,N-二甲基苯胺、N,N-二乙基苯胺和N,N-二甲基对甲苯胺中的至少一种。
10.如权利要求9所述的不饱和聚酯与自由基改性环氧树脂组成物，其特征在于，所述的多元胺为聚丙烯醚二胺，所述的过氧化物引发剂为过氧化甲乙酮；所述的促进剂为异辛酸钴，所述异辛酸钴的配比为100～200ppm。
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| CN111560101A (zh) * | 2020-05-18 | 2020-08-21 | 浙江博菲电气股份有限公司 | 用于vpi工艺中的组合物 |
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| Title |
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