CN101296956A - 丙烯酸类树脂组合物 - Google Patents
丙烯酸类树脂组合物 Download PDFInfo
- Publication number
- CN101296956A CN101296956A CNA2006800399072A CN200680039907A CN101296956A CN 101296956 A CN101296956 A CN 101296956A CN A2006800399072 A CNA2006800399072 A CN A2006800399072A CN 200680039907 A CN200680039907 A CN 200680039907A CN 101296956 A CN101296956 A CN 101296956A
- Authority
- CN
- China
- Prior art keywords
- impact modifier
- dimer fatty
- acrylic resin
- acid
- composition
- 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
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- 239000000203 mixture Substances 0.000 title claims abstract description 44
- 239000004925 Acrylic resin Substances 0.000 title claims abstract description 31
- 229920000178 Acrylic resin Polymers 0.000 title claims abstract description 31
- 239000004609 Impact Modifier Substances 0.000 claims abstract description 46
- 239000000539 dimer Substances 0.000 claims abstract description 45
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 27
- 239000000194 fatty acid Substances 0.000 claims abstract description 27
- 229930195729 fatty acid Natural products 0.000 claims abstract description 27
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 27
- 150000002009 diols Chemical class 0.000 claims abstract description 21
- 239000000178 monomer Substances 0.000 claims description 25
- 229920000728 polyester Polymers 0.000 claims description 23
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 17
- 239000000463 material Substances 0.000 claims description 16
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 150000002148 esters Chemical class 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- 239000011159 matrix material Substances 0.000 claims description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 2
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 2
- 238000007711 solidification Methods 0.000 claims 1
- 230000008023 solidification Effects 0.000 claims 1
- 239000000853 adhesive Substances 0.000 abstract description 4
- 230000001070 adhesive effect Effects 0.000 abstract description 4
- 239000004820 Pressure-sensitive adhesive Substances 0.000 abstract description 3
- 239000004831 Hot glue Substances 0.000 abstract description 2
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- 239000002245 particle Substances 0.000 description 12
- 239000002253 acid Substances 0.000 description 11
- 229920000642 polymer Polymers 0.000 description 8
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 7
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- 238000012360 testing method Methods 0.000 description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- 229920001971 elastomer Polymers 0.000 description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
- 150000002632 lipids Chemical class 0.000 description 5
- 239000005060 rubber Substances 0.000 description 5
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- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
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- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
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- 229920000058 polyacrylate Polymers 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
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- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 125000005250 alkyl acrylate group Chemical group 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000005357 flat glass Substances 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N glutaric acid Chemical compound OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 2
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- 230000003014 reinforcing effect Effects 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 238000004448 titration Methods 0.000 description 2
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- 239000013638 trimer Substances 0.000 description 2
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 description 1
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
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- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
- CCJAYIGMMRQRAO-UHFFFAOYSA-N 2-[4-[(2-hydroxyphenyl)methylideneamino]butyliminomethyl]phenol Chemical compound OC1=CC=CC=C1C=NCCCCN=CC1=CC=CC=C1O CCJAYIGMMRQRAO-UHFFFAOYSA-N 0.000 description 1
- UXFQFBNBSPQBJW-UHFFFAOYSA-N 2-amino-2-methylpropane-1,3-diol Chemical compound OCC(N)(C)CO UXFQFBNBSPQBJW-UHFFFAOYSA-N 0.000 description 1
- HCUZVMHXDRSBKX-UHFFFAOYSA-N 2-decylpropanedioic acid Chemical compound CCCCCCCCCCC(C(O)=O)C(O)=O HCUZVMHXDRSBKX-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
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- LNYYKKTXWBNIOO-UHFFFAOYSA-N 3-oxabicyclo[3.3.1]nona-1(9),5,7-triene-2,4-dione Chemical compound C1=CC(C(=O)OC2=O)=CC2=C1 LNYYKKTXWBNIOO-UHFFFAOYSA-N 0.000 description 1
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Abstract
一种组合物,其包含丙烯酸类树脂和含有至少一种脂肪酸二聚物和/或脂肪二醇二聚物的抗冲改性剂。该组合物适用于形成片材或作为粘合剂,特别是作为压敏粘合剂、厌氧粘合剂和反应性热熔粘合剂。
Description
技术领域
本发明涉及一种包含丙烯酸类树脂和抗冲改性剂的组合物,以及特别地涉及其以片材形式和作为粘合剂的用途。
背景技术
虽然丙烯酸类基的聚合物已经在广泛的领域得以应用,但是由于它们较低的抗冲性能,其直接用于作为建筑材料、涂料和粘合剂仍然受到限制。
然而,在丙烯酸类聚合物基体中引入橡胶弹性体或抗冲改性剂显示出对聚合物机械性能有所提高。特别地,核-壳材料的引入可以用于制造增韧的丙烯酸类聚合物。在这种聚合物共混物中,由其结构的玻璃态部分承受负载,且在分散的橡胶相中断裂能量被吸收和消耗,该分散的橡胶相在消耗能量的过程中会产生银纹和扭曲。还可采用别的技术来开发增韧的丙烯酸类聚合物。这些体系利用相分离现象来制造橡胶增强的丙烯酸类网状结构。该方法显示出可提供优于传统核-壳的增强性能,特别是因为它们可以共价接枝入丙烯酸类相。
遗憾的是合成橡胶的组分可能有毒,且由于环境因素优选不使用这些材料。合成橡胶还具有会导致丙烯酸类树脂难以操作和模制的高粘度。此外,含有合成橡胶的丙烯酸类树脂中水分的摄入会造成导致热不稳定的问题。这些材料还可能受到碱金属和氯离子的离子污染,这可能造成腐蚀,例如当丙烯酸类树脂用于电气元件中时。通常,需要丙烯酸类树脂具有增强的韧性、挠性和/或耐水性。
发明内容
现在我们惊讶地发现了一种减少或基本克服了至少一种上述问题的丙烯酸类树脂组合物。
相应地,本发明提供一种包含丙烯酸类树脂和含有至少一种脂肪酸二聚物和/或脂肪二醇二聚物的抗冲改性剂的组合物。
本发明也提供包含丙烯酸类树脂和含有至少一种脂肪酸二聚物和/或脂肪二醇二聚物的抗冲改性剂的组合物的粘合剂。
本发明进一步提供包含丙烯酸类树脂和含有至少一种脂肪酸二聚物和/或脂肪二醇二聚物的抗冲改性剂作为粘合剂的用途。
本发明还进一步提供了包含丙烯酸类树脂和含有至少一种脂肪酸二聚物和/或脂肪二醇二聚物的抗冲改性剂的片材。
该丙烯酸类树脂优选为含有一种或多种丙烯酸类单体的组合物。合适的丙烯酸类单体包括丙烯酸和/或甲基丙烯酸,和/或其酯,特别是烷基酯其中烷基基团含有最多10个,优选最多6个碳原子,例如甲基、乙基、正丙基、异丙基、正丁基、异丁基、叔丁基、己基、2-乙基、己基、庚基和正辛基。在一个特别优选的实施方案中,使用了任意两种或多种上述单体的混合物。优选的混合物包括一种丙烯酸烷基酯优选丙烯酸乙酯和/或丙烯酸丁酯,与甲基丙烯酸烷基酯优选甲基丙烯酸甲酯。丙烯酸酯单体,优选丙烯酸烷基酯,其存在的范围为0至100,更优选10至90,特别是20至80,尤其是30至70mol%。类似地,甲基丙烯酸酯单体,优选甲基丙烯酸烷基酯,其存在的范围为0至100,更优选10至90,特别是20至80,尤其是30至70mol%。甲基丙烯酸酯单体的存在量优选超过丙烯酸类单体的量,该超过的量通常大于10,更优选大于15,尤其是大于20mol%。
丙烯酸类树脂还可以含有其他的、优选任选的单体,更优选是上述丙烯酸或甲基丙烯酸或其酯之外的单体。合适的材料包括丙烯腈、甲基丙烯腈、卤素取代的丙烯腈、卤素取代的甲基丙烯腈、丙烯酰胺、甲基丙烯酰胺、N-羟甲基丙烯酰胺、N-羟乙基丙烯酰胺、N-羟丙基丙烯酰胺、N-羟甲基甲基丙烯酰胺、N-羟乙基甲基丙烯酰胺、N-甲基丙烯酰胺、N-叔丁基丙烯酰胺、甲基丙烯酸羟乙酯、丙烯酸缩水甘油酯、甲基丙烯酸缩水甘油酯、甲基丙烯酸二甲氨基乙酯、衣康酸、衣康酸酐以及衣康酸的半酯。
其他的、优选任选的单体包括乙烯基酯例如乙酸乙烯酯、氯乙酸乙烯酯和苯甲酸乙烯酯;乙烯基吡啶;氯乙烯;1,1-二氯乙烯;马来酸;马来酸酐;丁二烯;苯乙烯和苯乙烯的衍生物如氯化苯乙烯、羟基苯乙烯和烷基化的苯乙烯,其中烷基基团含有1至10个碳原子。
丙烯酸类树脂可以是由至少一种丙烯酸酯单体形成的均-或共-低聚物或均聚物或共聚物,或其混合物。
聚甲基丙烯酸甲酯优选用于形成片材,尤其是热塑性片材,特别是形成铸件片材。片材优选具有的厚度为0.1至100mm,更优选为1至20mm,特别为2至10mm,尤其为3至7mm。
作为粘合剂的应用,使用的低聚或聚合的丙烯酸类树脂优选具有的分子量(数均)为500至200000,更优选为2000至50000,特别为5000至25000,尤其为8000至15000。
作为片材的应用,使用的聚合的丙烯酸类树脂优选具有的分子量(数均)为5000至500000,更优选为10000至100000,特别为20000至50000,尤其为30000至40000。
本发明中使用的抗冲改性剂含有如下物质和/或由如下物质形成:至少一种脂肪酸二聚物和/或脂肪二醇二聚物和/或其同等物。术语“脂肪酸二聚物”在现有技术中已知,是指单-或多不饱和的脂肪酸和/或其酯的二聚反应产物。优选的脂肪酸二聚物是C10至C30,更优选C12至C24,特别是C14至C22,尤其是C18烷基链的二聚物。合适的脂肪酸二聚物包括油酸、亚油酸、亚麻酸、棕榈油酸和反油酸的二聚反应产物。也可以使用通过天然脂肪和油,例如葵花籽油、大豆油、橄榄油、菜籽油、棉籽油和妥尔油的水解中获得的不饱和脂肪酸混合物的二聚反应产物。也可以采用例如通过使用镍催化剂氢化的脂肪酸二聚物。
除了脂肪酸二聚物,二聚反应通常导致不同量的低聚的脂肪酸(所谓“三聚物”)和残余的单体脂肪酸(所谓“单体”),或其酯存在。例如通过蒸馏可以减少单体的量。本发明中特别优选使用的脂肪酸二聚物具有的二羧基(或二聚物)含量以重量计大于50%,更优选大于70%,特别大于85%,尤其大约94%。三聚物含量以重量计优选小于50%,更优选为1至20%,特别是2至10%,尤其是3至6%。单体含量以重量计优选小于5%,更优选为0.1至3%,特别是0.3至2%,尤其是0.5至1%。
脂肪二醇二聚物可以通过相应的脂肪酸二聚物的氢化作用制得。以上关于脂肪酸二聚物的相同优选适用于抗冲改性剂中相应的脂肪二醇二聚物组分。
抗冲改性剂优选为由脂肪酸二聚物和/或脂肪二醇二聚物和/或其同等物形成的,即包括它们反应残基的,低聚物或聚合物(下述称为聚合物)。合适的聚合物包括聚酯、聚酯酰胺和聚氨酯。聚合物的抗冲改性剂优选是丙烯酸酯封端的。抗冲改性剂的功能是提供耐水性以及提高丙烯酸类树脂组合物的挠性和/或韧性。
抗冲改性剂按照在此所述测量的分子量(数均)优选为500至10000,更优选为700至5000,特别为1000至3000,尤其为1500至2500。
抗冲改性剂优选具有的粘度(其按照在此所述测量)小于200000,更优选为5000至100000,特别为10000至50000mPa.s。
在本发明的优选实施方案中,抗冲改性剂含有低聚酯或聚酯(下述称为聚酯)。聚酯通常用至少一种多羧酸和至少一种多元醇的缩合反应制得。优选是二羧酸和二醇。用于本发明的聚酯抗冲改性剂的优选的二羧酸组分含有至少一种如上描述的脂肪酸二聚物。
聚酯抗冲改性剂中的二羧酸组分还可以含有非二聚的脂肪酸。非二聚的脂肪酸可以是脂肪族或芳香族的,包括二羧酸和其酯,优选烷基酯,优选具有端羧基的线型二羧酸,其碳链含有2至20个优选6至12个碳原子,例如,己二酸、戊二酸、丁二酸、庚二酸、辛二酸、壬二酸、癸二酸、庚烷二羧酸、辛烷二羧酸、壬烷二羧酸、癸烷二羧酸、十一烷二羧酸、十二烷二羧酸以及其高级同系物。特别优选是己二酸。还可以使用二羧酸酐单体,例如邻苯二甲酸酐、间苯二甲酸酐和对苯二甲酸酐,作为或部分作为非二聚的脂肪酸组分。
聚酯的多元醇组分合适地具有低分子量,其优选为50至650,更优选为70至200,特别为100至150。
多元醇组分可以含有例如季戊四醇的多元醇、例如丙三醇和三羟甲基丙烷的三醇,和优选二醇。合适的二醇包括直链脂肪族二醇,例如乙二醇、二甘醇、1,3-丙二醇、二丙二醇、1,4-丁二醇、1,6-己二醇,支链二醇,例如新戊二醇、3-甲基戊二醇、1,2-丙二醇,以及环二醇,例如1,4-二(羟甲基)环己烷和(1,4-环己烷-二甲醇)。优选是1,4-丁二醇、1,6-己二醇和新戊二醇,特别优选的二醇是新戊二醇。
多元醇组分还可以含有上面描述的脂肪二醇二聚物。以上关于脂肪酸二聚物的相同优选适用于聚酯中相应的脂肪二醇二聚物组分。
聚酯抗冲改性剂优选由二羧酸和二醇原材料制成,它们的摩尔比为1∶1.0至5.0,更优选为1∶1.2至3.0,特别为1∶1.4至2.0,尤其为1∶1.5至1.7。这样二醇优选以摩尔过量存在,以获得两端均由OH基团封端的聚酯。
聚酯优选具有的分子量(数均)为500至3500,更优选为1600至2400,特别为1800至2200,尤其为1900至2100。
聚酯优选具有的玻璃化转变温度(Tg)为-60至0℃,更优选为-50至-5℃,特别为-40至-10℃,尤其为-35至-15℃。
聚酯具有的羟值(按照在此描述测量的)合适地为10至100,优选为20至80,更优选为30至70,特别为35至55,尤其为40至50mgKOH/g。此外,聚酯优选具有的酸值(按照在此描述测量的)小于2,更优选小于1.5,特别小于1.0,尤其小于0.6。
抗冲改性剂还可以是上述定义的聚酯和聚酰胺的嵌段、无规或接枝共聚物。在本发明的一个实施方案中,抗冲改性剂是共聚物,更优选是无规的,其含有的聚酯与聚酰胺之比以共聚物的重量计为10-95%∶5-90%,更优选为40-90%∶10-60%,特别为60-80%∶20-40%,尤其为67-73%∶27-33%。
替代地,抗冲改性剂可以是聚氨酯,例如通过上述聚酯形成,和/或通过使用至少一种脂肪酸二聚物和/或脂肪二醇二聚物作为扩链剂形成。
抗冲改性剂优选含有的脂肪酸二聚物和/或脂肪二醇二聚物和/或其同等物的残基,它们以重量计为5至90%,更优选为10至70%,特别为15至50%,尤其为20至30%。
存在于组合物中的丙烯酸类树脂∶抗冲改性剂的重量比优选为0.2-100∶1,更优选为1-50∶1,特别为1.5-10∶1,尤其为2-4∶1。
在本发明的优选实施方案中,抗冲改性剂(其优选为聚酯)与丙烯酸类单体反应以形成丙烯酸酯封端的抗冲改性剂。
可以用于在抗冲改性剂上形成丙烯酸酯端基的合适材料包括丙烯酰氯和甲基丙烯酰氯,其分别产生丙烯酸酯封端和甲基丙烯酸酯封端的抗冲改性剂。
本发明的组合物可以为两包形式(2pack form),最终的组合物可以通过丙烯酸类树脂和抗冲组合物的简单混合而固化。组合物优选含有合适的催化剂,例如那些在现有技术中已知的用于丙烯酸类树脂的催化剂,例如偶氮二异丁腈或过氧化物催化剂例如氢过氧化枯烯、过氧化十二烷基、以及过氧化丁酮。例如为了加速过氧化物的作用,还可以使用合适的促进剂。
组合物还可以包括其他任选组分,例如颜料、填料,例如煅烧的二氧化硅、或银箔。
替代地,组合物可以作为自由流动的粘流固体原位使用,并直接通过加热或光照使其固化。
本发明组合物的特别的优点是,在固化中,抗冲改性剂的相分离会出现,从而导致在丙烯酸类树脂基体中形成抗冲改性剂的区域或颗粒。
抗冲改性剂颗粒优选大致为球状的,合适地具有的平均长宽比d1∶d2(其中d1、d2分别为颗粒的长度和宽度(按照在此描述测量的))为0.5-1.5∶1,优选为0.7-1.3∶1,更优选为0.8-1.2∶1,特别为0.9-1.1∶1,尤其为0.95-1.05∶1。在本发明的优选实施方案中,以颗粒数量计合适地至少40%、优选至少55%、更优选至少70%,特别至少80%,尤其至少90%的颗粒具有的长宽比在上述平均长宽比的优选范围内。
抗冲改性剂颗粒优选具有的平均粒径(按照在此描述测量的)为小于500nm,更优选为20至400nm,特别为50至300nm,尤其为100至200nm。
抗冲改性剂颗粒的尺寸分布还可以在例如本发明固化了的丙烯酸类树脂组合物的最终性能方面具有明显影响。在本发明的优选实施方案中,以颗粒数量计合适地至少50%、优选至少60%、更优选至少70%,特别至少80%,尤其至少85%的颗粒具有的粒径在上述平均粒径的优选范围内。
在一个实施方案中,此处描述的组合物适用于作为粘合剂,特别是作为压敏粘合剂、厌氧粘合剂和反应性热熔粘合剂。压敏粘合剂可以用于粘结纸张,特别是在信纸上的应用。厌氧粘合剂可以用在金属上,特别是金属栓上使用,例如在汽车上的应用。
在替代的实施方案中,此处描述的组合物适用于形成丙烯酸类片材,特别是铸件片材。
在本说明书中使用了下述测试方法:
(i)用凝胶渗透色谱法(GPC)测定数均分子量。
(ii)用差示扫描量热法(DSC)用Mettler DSC30以20℃/分钟的扫描速度测定软化点和玻璃化转变温度(Tg)。
(iii)羟基值定义为与1g样品中羟基等同的氢氧化钾的mg数,并通过对过量乙酸酐的乙酰化作用随后再水解作用来测定。形成的乙酸随后用氢氧化钾的乙醇溶液来滴定。
(iv)酸值定义为用于中和1g样品中游离的脂肪酸的氢氧化钾的mg数,并通过用氢氧化钾标准溶液直接滴定来测定。
(v)抗冲改性剂颗粒的颗粒尺寸通过下述方法测定:将固化了的丙烯酸类样品浸在液氮中,用微加工制备薄切片,并进行扫描电子显微镜检测。按照合适的放大率得到照片,以使每张照片中显示约50个抗冲改性剂颗粒。用透明尺寸网格(size grid)对300个颗粒的最小值进行手工排列。颗粒的平均粒径和平均尺寸分布由上述测量结果计算而出。此外,颗粒的长宽比通过至少50个颗粒的最大和最小尺寸得出。替代地,可以通过计算机图象分析法进行测量。
(vi)在20rpm和25℃的温度下在Brookfield RV粘度仪上用轴4测定粘度。
(vii)用线型弹性断裂机(LEFM)分析法(以单负载速度和在23±2℃下)测定聚合物板的机械性能和韧性。测定出四项材料性能,名为Gc(按照能量的断裂韧性),Kc(按照强度的断裂韧性),σy(拉伸的屈服强度)以及E(挠曲模量)。由于对于脆性材料,屈服强度值不能直接用拉伸来测量,通过压缩得到一个值,然后除以塑性因数1.3换算成拉伸值。这四项性能在许多方面相关,且Kc或Gc均可以用于显示韧性。但是Kc本身很少有用,且用于显示韧性的有用的附加方案是计算DF(延展因数),其将Kc与屈服强度结合且与塑性区域尺寸有关。这些术语定义如下:
其中;
Gc为产生新裂纹区域(ΔA)中的临界应变能释放速度,
ΔU是释放的能量,
Kc是对有刻痕的样条断裂的应力场强度因数的临界值,该样条具有裂纹长度(a)和断裂应力(σF),且
Y是几何学函数。
本发明通过下述非限定性实施例进行说明。
实施例1
(a)甲基丙烯酸甲酯化的聚酯抗冲改性剂的制备
将100g的PRIPLAST 3197(商品名,来自Uniqema)(由脂肪酸二聚物和脂肪二醇二聚物形成的OH封端的聚酯)放入装有压力平衡(PE)滴液漏斗、磁力搅拌器、热电偶、冰浴和冷凝管的500ml反应容器中。加入400ml的无水二氯甲烷和13.1g的三乙胺(过量25%摩尔),并将混合物充分搅拌。将12.6g甲基丙烯酰氯(过量25%)与25ml无水二氯甲烷一起放入PE滴液漏斗中,且烧瓶要置于氮气下。将烧瓶冷却到0℃之后,在30分钟内滴加甲基丙烯酰氯。混合物升至室温且继续搅拌24小时。粗反应混合物分成两份200ml的部分,每一部分先用300ml的碳酸氢钠饱和溶液萃取,再用300ml蒸馏水萃取。随后用无水硫酸镁干燥有机层。获得的产物总产率为98%。用1H NMR测试计算出的纯度约为98.5%。
(b)聚合反应
用下列配比制备单体混合物:
30wt%上文制备的甲基丙烯酸酯化的聚酯(抗冲改性剂)
70wt%甲基丙烯酸异冰片酯(丙烯酸类单体)
0.2wt%偶氮二异丁腈(AIBN)(催化剂)
通过在玻璃板之间聚合单体混合物制备出约3mm厚度的聚合物板。过程如下;(i)用剥离膜覆盖两块玻璃板(10cm×10cm)的内表面。(ii)将一块橡胶垫片(4mm厚)沿着一个板的边缘放置,并用反折夹子定位。(iii)在一个角留一个小孔。(iv)随后将玻璃盘夹在一起,然后通过注射液体单体混合物将空穴充满。(v)随后将该小孔密封并夹牢,然后在60℃的水浴中将这个盒固化20小时。(vi)水浴温度随后升至80℃,持续6小时,以完成聚合周期。(vii)从玻璃盘间移出得到的板,然后测试。(viii)随后将聚合物板切割成5cm×1cm的测试样条,其用于测定聚合物的机械性能。结果如表1所示。
实施例2
聚合反应
用下列配比制备单体混合物:
30wt%二丙烯酸二醇酯二聚物(由丙烯酸和二醇二聚物的酯化反应制得)(抗冲改性剂)
70wt%甲基丙烯酸异冰片酯(丙烯酸类单体)
0.2wt%偶氮二异丁腈(AIBN)(催化剂)
用实施例1中描述的方法制造聚合物板,测试机械性能,结果如表1所示。
实施例3
这是一个没有根据本发明的对比例。
聚合反应
用下列配比制备单体混合物:
100wt%甲基丙烯酸异冰片酯(丙烯酸类单体)
0.2wt%偶氮二异丁腈(AIBN)(催化剂)
用实施例1中描述的方法制造聚合物板,测试机械性能,结果如表1所示。
表1
实施例编号 | Kc(Mpa.m1/2)@1mm.min-1 | Gc(KJ/m2)@1mm.min-1 | 延展因数(mm) | σy(Mpa)@1mm.min-1 | E(Gpa)@1mm.min-1 |
1 | 0.67 | 0.28 | 0.17 | 51.7 | 1.68 |
2 | 0.61 | 0.29 | 0.12 | 53.9 | 1.63 |
3(对比例) | 无法测定 | 无法测定 | 无法测定 | 无法测定 | 无法测定 |
上述试验表明了本发明的组合物具有改进的性能。
Claims (13)
1.一种组合物,其包含丙烯酸类树脂和含有至少一种脂肪酸二聚物和/或脂肪二醇二聚物的抗冲改性剂。
2.根据权利要求1的组合物,其中所述丙烯酸类树脂含有至少一种丙烯酸类单体。
3.根据权利要求2的组合物,其中所述丙烯酸类单体含有丙烯酸和/或甲基丙烯酸,和/或其酯。
4.根据上述权利要求任一项的组合物,其中抗冲改性剂具有的分子量为700至5000。
5.根据上述权利要求任一项的组合物,其中抗冲改性剂含有聚酯。
6.根据权利要求5的组合物,其中所述聚酯具有的分子量为1600至2400。
7.根据上述权利要求任一项的组合物,其中所述抗冲改性剂含有10至70wt%的脂肪酸二聚物和/或脂肪二醇二聚物的残基。
8.根据上述权利要求任一项的组合物,其中所述抗冲改性剂是丙烯酸酯封端的。
9.根据上述权利要求任一项的组合物,其中在固化过程中抗冲改性剂与丙烯酸类树脂基体发生相分离。
10.一种粘合剂,其包含丙烯酸类树脂和含有至少一种脂肪酸二聚物和/或脂肪二醇二聚物的抗冲改性剂。
11.包含丙烯酸类树脂和含有至少一种脂肪酸二聚物和/或脂肪二醇二聚物的抗冲改性剂的组合物作为粘合剂的用途。
12.一种片材,其包含丙烯酸类树脂和含有至少一种脂肪酸二聚物和/或脂肪二醇二聚物的抗冲改性剂。
13.根据权利要求12的片材,其中所述丙烯酸类树脂是聚甲基丙烯酸甲酯。
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CN2006800399072A Active CN101296956B (zh) | 2005-10-25 | 2006-10-24 | 丙烯酸类树脂组合物 |
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EP (1) | EP1940893A2 (zh) |
JP (1) | JP5583909B2 (zh) |
KR (1) | KR20080063363A (zh) |
CN (1) | CN101296956B (zh) |
CA (1) | CA2625743C (zh) |
GB (1) | GB0521684D0 (zh) |
WO (1) | WO2007049028A2 (zh) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101831251A (zh) * | 2009-03-11 | 2010-09-15 | 日东电工株式会社 | 丙烯酸系粘合片 |
CN102660205A (zh) * | 2012-06-01 | 2012-09-12 | 苏州联科合成材料有限公司 | 丙烯酸酯类热熔胶组合物及uv交联热熔胶的制备方法 |
CN105377930A (zh) * | 2013-05-31 | 2016-03-02 | 亨茨曼国际有限公司 | 改进多异氰酸酯加聚反应产物韧度的方法 |
CN110062778A (zh) * | 2016-12-12 | 2019-07-26 | Ppg工业俄亥俄公司 | 丙烯酸类聚酯树脂及含有其的水性涂料组合物 |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
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MX2016002436A (es) | 2013-08-28 | 2016-06-24 | Basf Coatings Gmbh | Producto de reaccion de acido graso dimerico/diol dimerico y su utilizacion en materiales de recubrimiento. |
Family Cites Families (5)
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US5349019A (en) * | 1988-12-24 | 1994-09-20 | Hoechst | New copolymers, mixtures thereof with poly(meth)acrylate esters and the use thereof for improving the cold fluidity of crude oils |
DE3843922A1 (de) * | 1988-12-24 | 1990-06-28 | Hoechst Ag | Neue copolymere, deren mischungen mit poly(meth)acrylsaeureestern und deren verwendung zur verbesserung der fliessfaehigkeit von rohoelen in der kaelte |
DE19747890A1 (de) * | 1997-10-30 | 1999-05-06 | Henkel Kgaa | Verwendung von (Meth)acrylsäureestern von Dimerdiolalkoxylaten als Bausteine für strahlenhärtbare Beschichtungen |
WO2002055574A2 (en) * | 2001-01-11 | 2002-07-18 | Dsm Nv | Radiation curable coating composition |
US6815501B2 (en) * | 2002-04-09 | 2004-11-09 | E. I. Du Pont De Nemours And Company | Dual cure coating compositions and process for the production of multilayer coatings |
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2005
- 2005-10-25 GB GBGB0521684.1A patent/GB0521684D0/en not_active Ceased
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2006
- 2006-10-24 CA CA2625743A patent/CA2625743C/en not_active Expired - Fee Related
- 2006-10-24 CN CN2006800399072A patent/CN101296956B/zh active Active
- 2006-10-24 EP EP06794888A patent/EP1940893A2/en not_active Withdrawn
- 2006-10-24 KR KR1020087009795A patent/KR20080063363A/ko not_active Application Discontinuation
- 2006-10-24 JP JP2008537186A patent/JP5583909B2/ja active Active
- 2006-10-24 WO PCT/GB2006/003956 patent/WO2007049028A2/en active Application Filing
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101831251A (zh) * | 2009-03-11 | 2010-09-15 | 日东电工株式会社 | 丙烯酸系粘合片 |
CN102660205A (zh) * | 2012-06-01 | 2012-09-12 | 苏州联科合成材料有限公司 | 丙烯酸酯类热熔胶组合物及uv交联热熔胶的制备方法 |
CN105377930A (zh) * | 2013-05-31 | 2016-03-02 | 亨茨曼国际有限公司 | 改进多异氰酸酯加聚反应产物韧度的方法 |
CN105377930B (zh) * | 2013-05-31 | 2019-04-12 | 亨茨曼国际有限公司 | 改进多异氰酸酯加聚反应产物韧度的方法 |
CN110062778A (zh) * | 2016-12-12 | 2019-07-26 | Ppg工业俄亥俄公司 | 丙烯酸类聚酯树脂及含有其的水性涂料组合物 |
Also Published As
Publication number | Publication date |
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CA2625743A1 (en) | 2007-05-03 |
KR20080063363A (ko) | 2008-07-03 |
CA2625743C (en) | 2014-02-11 |
WO2007049028A2 (en) | 2007-05-03 |
CN101296956B (zh) | 2012-12-26 |
GB0521684D0 (en) | 2005-11-30 |
JP5583909B2 (ja) | 2014-09-03 |
EP1940893A2 (en) | 2008-07-09 |
JP2009513765A (ja) | 2009-04-02 |
WO2007049028A3 (en) | 2007-09-07 |
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