CN117897428A - 聚酯系增塑剂、含有其的氯乙烯系树脂组合物和其成型体 - Google Patents
聚酯系增塑剂、含有其的氯乙烯系树脂组合物和其成型体 Download PDFInfo
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- CN117897428A CN117897428A CN202280059053.3A CN202280059053A CN117897428A CN 117897428 A CN117897428 A CN 117897428A CN 202280059053 A CN202280059053 A CN 202280059053A CN 117897428 A CN117897428 A CN 117897428A
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- Prior art keywords
- acid
- component
- vinyl chloride
- polyester plasticizer
- oil
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- 239000004014 plasticizer Substances 0.000 title claims abstract description 99
- 229920000728 polyester Polymers 0.000 title claims abstract description 85
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 title claims abstract description 63
- 239000011342 resin composition Substances 0.000 title claims abstract description 52
- 239000002253 acid Substances 0.000 claims abstract description 42
- 239000002028 Biomass Substances 0.000 claims abstract description 36
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims abstract description 32
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 claims abstract description 31
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 27
- 229930195729 fatty acid Natural products 0.000 claims abstract description 27
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- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 claims abstract description 24
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 23
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims abstract description 20
- 150000001261 hydroxy acids Chemical class 0.000 claims abstract description 19
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- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims abstract description 17
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims abstract description 16
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- 150000001298 alcohols Chemical class 0.000 claims abstract description 5
- 235000013305 food Nutrition 0.000 claims description 21
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 16
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- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 17
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- 238000005886 esterification reaction Methods 0.000 description 9
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- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 9
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- 238000012360 testing method Methods 0.000 description 9
- 150000003751 zinc Chemical class 0.000 description 9
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 8
- 240000006240 Linum usitatissimum Species 0.000 description 8
- 235000004431 Linum usitatissimum Nutrition 0.000 description 8
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- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 8
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 8
- 159000000007 calcium salts Chemical class 0.000 description 8
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 8
- 230000007935 neutral effect Effects 0.000 description 8
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- 229960002446 octanoic acid Drugs 0.000 description 8
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 8
- KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 description 8
- 150000002989 phenols Chemical class 0.000 description 8
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- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 8
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 8
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 8
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- JDLYKQWJXAQNNS-UHFFFAOYSA-L zinc;dibenzoate Chemical compound [Zn+2].[O-]C(=O)C1=CC=CC=C1.[O-]C(=O)C1=CC=CC=C1 JDLYKQWJXAQNNS-UHFFFAOYSA-L 0.000 description 1
- GPYYEEJOMCKTPR-UHFFFAOYSA-L zinc;dodecanoate Chemical compound [Zn+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O GPYYEEJOMCKTPR-UHFFFAOYSA-L 0.000 description 1
- GJAPSKMAVXDBIU-UHFFFAOYSA-L zinc;hexadecanoate Chemical compound [Zn+2].CCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCC([O-])=O GJAPSKMAVXDBIU-UHFFFAOYSA-L 0.000 description 1
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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
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/60—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from the reaction of a mixture of hydroxy carboxylic acids, polycarboxylic acids and polyhydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of 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 a halogen; Compositions of derivatives of such polymers
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Abstract
提供:耐寒性、非迁移性、耐油提取性、耐挥发性等均衡性良好地优异的、特别是成型体的耐油提取性和透明性优异的、能由生物质资源制造的聚酯系增塑剂、含有其的氯乙烯系树脂组合物、和其成型体。一种聚酯系增塑剂,其是由二元酸成分(A)、二醇成分(B)、羟基酸成分(C)、和末端终止成分(D)得到的聚酯系增塑剂,(A)成分为选自由癸二酸、壬二酸和琥珀酸组成的组中的1种以上,(B)成分为选自由1,2‑丙二醇、1,3‑丙二醇、1,3‑丁二醇、1,4‑丁二醇组成的组中的1种以上,(C)为12‑羟基硬脂酸,末端终止成分(D)为选自由碳原子数8~12的一元脂肪酸和碳原子数6~10的直链一元醇组成的组中的1种以上。
Description
技术领域
本发明涉及聚酯系增塑剂、含有其的氯乙烯系树脂组合物(以下,也简称为“树脂组合物”)和其成型体,详细地,涉及:耐寒性、非迁移性、耐油提取性、耐挥发性等性能均衡性良好地优异的、特别是成型体的耐油提取性和透明性优异的、能由生物质资源制造的聚酯系增塑剂、含有其的氯乙烯系树脂组合物、和其成型体。
背景技术
增塑剂通过添加至以氯乙烯系树脂为代表的各种合成树脂中,从而使其熔融粘度降低,使成型加工性容易,且对合成树脂赋予柔软性、弹性等性能,使合成树脂符合各种用途,因此被广泛使用。作为这种增塑剂,通常为邻苯二甲酸二辛酯、己二酸二辛酯等单体(monomeric)增塑剂,但耐挥发性差,因此,与这些相比,使用有作为高分子量的聚酯系增塑剂。
然而,增塑剂中,要求耐挥发性、耐提取性、耐寒性等几种性能,现有的聚酯系增塑剂中,难以全部满足这些性能。
例如,为了改善聚酯系增塑剂的低温下的耐寒性(柔软性),也可以使其分子量降低,但随着分子量的降低,非迁移性、耐油提取性、耐挥发性等性质恶化。相反地,通过增大分子量,从而可以改善非迁移性、耐油提取性、耐挥发性等性质,但成为高粘度,操作作业性差,且耐寒性等性质恶化。
另外,除分子量设计以外,通过对聚酯系增塑剂的构成成分下工夫,从而尝试了改良。例如专利文献1中,作为聚酯的缩合成分,提出了使用在α位具有30%以上侧链的一元羧酸的聚酯系增塑剂。进而专利文献2中,作为聚酯的缩合成分,提出了使用2-甲基-1,8-辛二醇的聚酯系增塑剂。虽然认为它们能改善耐寒性与其他物性的均衡性的不良,但无法全部满足。
另外,需要成型体的透明性的用途中,基于增塑剂而有时会有损透明性,需要不有损透明性的增塑剂。
另一方面,氯乙烯系树脂被用于食品包装用途、用于运输油的软管(也称为耐油软管)等,例如聚氯乙烯系拉伸薄膜近年来在百货商店、超市等食品柜台中作为上等肉、鲜鱼、蔬菜和水果、配菜等的食品包装用薄膜而被大量使用。这些食品包装用薄膜、容器和耐油软管与油接触,因此,存在用于聚氯乙烯系树脂的增塑剂会向油迁移的问题。另外,为了使所包装的内容物、软管内的油充分可视,需要透明性。进而,这些薄膜、容器、软管被一次性使用,或容易被废弃·焚烧,从碳中和的观点出发,也存在问题。
特别是,近年来,要求构筑循环型社会的呼声高涨的同时,材料领域中与能源同样也期望摆脱源自石油系原料等化石燃料资源。特别是,存在对化石燃料资源枯竭的危机、大气中的二氧化碳增加这样的全球规模的环境问题,从碳中和的观点出发,生物质资源备受关注。
现有技术文献
专利文献
专利文献1:日本特公昭61-41936号公报
专利文献2:日本特开平10-45882号公报
发明内容
发明要解决的问题
然而,现有的聚酯系增塑剂的现状是在耐寒性、非迁移性、耐油提取性、耐挥发性等性能上,性能均衡性差,无法满足全部的要求性能,期望进一步的改良。另外,需要成型体的透明性的用途中,存在对透明性造成不良影响的问题。另外,聚酯系增塑剂中,也期望满足各种要求性能、且由生物质资源得到。
因此,本发明的目的在于,提供:耐寒性、非迁移性、耐油提取性、耐挥发性等性能均衡性良好地优异的、特别是成型体的耐油提取性和透明性优异的、能由生物质资源制造的聚酯系增塑剂、含有其的氯乙烯系树脂组合物、和其成型体。本发明的进一步的目的在于,提供:含有该增塑剂的氯乙烯系树脂组合物、和其成型体、特别是食品包装薄膜、耐油软管。
用于解决问题的方案
本发明人等为了消除上述课题而进行了深入研究,结果发现:如果为由特定的二元酸、二醇成分、羟基酸成分、和末端终止成分形成的聚酯系增塑剂,则可以解決上述课题,至此完成了本发明。
即,本发明的聚酯系增塑剂的特征在于,其是由二元酸成分(A)、二醇成分(B)、羟基酸成分(C)、和末端终止成分(D)得到的聚酯系增塑剂,前述二元酸成分(A)为选自由癸二酸、壬二酸和琥珀酸组成的组中的1种以上,前述二醇成分(B)为选自由1,2-丙二醇、1,3-丙二醇、1,3-丁二醇、1,4-丁二醇组成的组中的1种以上,前述羟基酸成分(C)为12-羟基硬脂酸,前述末端终止成分(D)为选自由碳原子数8~12的一元脂肪酸和碳原子数6~10的直链一元醇组成的组中的1种以上。
本发明的聚酯系增塑剂中,优选前述二醇成分(B)为1,2-丙二醇。另外,本发明的聚酯系增塑剂中,优选数均分子量为500~10000。进而本发明的聚酯系增塑剂中,优选前述二元酸成分(A)、前述二醇成分(B)、前述羟基酸成分(C)、和前述末端终止成分(D)是由生物质资源得到的。
本发明的氯乙烯系树脂组合物的特征在于,含有本发明的聚酯系增塑剂。
本发明的氯乙烯系树脂组合物可以适合用于食品包装用途、或耐油软管用途。
另外,本发明的成型体的特征在于,其包含本发明的氯乙烯系树脂组合物。
本发明的成型体可以适合用于食品包装薄膜、或耐油软管。
发明的效果
根据本发明,可以提供:耐寒性、非迁移性、耐油提取性、耐挥发性等性能均衡性良好地优异的、特别是成型体的耐油提取性和透明性优异的、能由生物质资源制造的聚酯系增塑剂、含有其的氯乙烯系树脂组合物、和其成型体。进而根据本发明,可以提供:含有该增塑剂的氯乙烯系树脂组合物、和其成型体、特别是食品包装薄膜、耐油软管。
具体实施方式
以下,对本发明的实施方式详细地进行说明。
首先,对本发明的聚酯系增塑剂进行说明。本发明的聚酯系增塑剂是由二元酸成分(A)、二醇成分(B)、羟基酸成分(C)、和末端终止成分(D)得到的聚酯系增塑剂。
本发明的聚酯系增塑剂中,二元酸成分(A)为选自由癸二酸、壬二酸和琥珀酸组成的组中的1种以上,二醇成分(B)为选自由1,2-丙二醇、1,3-丙二醇、1,3-丁二醇、1,4-丁二醇组成的组中的1种以上,羟基酸成分(C)为12-羟基硬脂酸,末端终止成分(D)为选自由碳原子数8~12的一元脂肪酸和碳原子数6~10的直链一元醇组成的组中的1种以上。由此,可以得到耐寒性、非迁移性、耐油提取性、耐挥发性等性能均衡性良好地优异的、特别是成型体的耐油提取性和透明性优异的聚酯系增塑剂。
如上述,本发明的聚酯系增塑剂中,二元酸成分(A)为选自癸二酸、壬二酸和琥珀酸的组中的1种以上,从耐寒性、非迁移性、耐油提取性、耐挥发性、特别是成型体的耐油提取性和透明性的方面出发,优选癸二酸。
另外,二元酸成分可以为二元酸的衍生物,作为衍生物,可以举出羧酸酐、羧酸酯(例如羧酸甲酯等羧酸烷基酯)、羧酸碱金属盐(例如、羧酸钠盐)、酰卤(例如酰氯)等。从碳中和的方面出发,作为二元酸成分(A)的、癸二酸、壬二酸、琥珀酸优选由生物质资源得到。
本发明的聚酯系增塑剂除二元酸成分(A)以外在不有损本发明的效果的范围内,也可以使用任意的二元酸。作为任意的二元酸,可以举出丙二酸、戊二酸、己二酸、庚二酸、辛二酸、十一烷二酸、十二烷二酸、邻苯二甲酸、间苯二甲酸、对苯二甲酸等。
本发明的聚酯系增塑剂中,二醇成分(B)为选自由1,2-丙二醇、1,3-丙二醇、1,3-丁二醇、1,4-丁二醇组成的组中的1种以上,从耐寒性、非迁移性、耐油提取性、耐挥发性、特别是成型体的耐油提取性和透明性的方面出发,优选1,2-丙二醇。
从碳中和的方面出发,作为二醇成分(B)的、1,2-丙二醇、1,3-丙二醇、1,3-丁二醇、1,4-丁二醇优选由生物质资源得到。
本发明的聚酯系增塑剂除二醇成分(B)以外在不有损本发明的效果的范围内,也可以使用任意的二醇。作为任意的二醇,例如可以举出乙二醇、1,2-丁二醇、2-甲基-1,3-丙二醇、新戊二醇、1,5-戊二醇、3-甲基-1,5-戊二醇、1,6-己二醇、2,2-二乙基-1,3-丙二醇、2,2,4-三甲基-1,3-戊二醇、2-乙基-1,3-己二醇、1,9-壬二醇、2-甲基-1,8-辛二醇、1,10-癸二醇、2-丁基-2-乙基-1,5-丙二醇、1,12-十八烷二醇、二乙二醇、二丙二醇等。
本发明的聚酯系增塑剂中,羟基酸成分(C)为12-羟基硬脂酸。通过使用12-羟基硬脂酸,从而耐寒性、非迁移性、耐油提取性、耐挥发性、特别是成型体的耐油提取性和透明性优异。
作为羟基酸成分(C)的12-羟基硬脂酸优选由生物质资源得到。
对于本发明的聚酯系增塑剂,除作为羟基酸成分(C)的12-羟基硬脂酸以外在不有损本发明的效果的范围内,也可以使用任意的羟基酸。作为任意的羟基酸,可以举出乳酸、蓖麻油酸、二醇酸。
本发明的聚酯系增塑剂中,末端终止成分(D)为选自碳原子数8~12的一元脂肪酸的组和碳原子数6~10的直链一元醇的组中的1种以上。
对于末端终止成分(D),从耐寒性、非迁移性、耐油提取性、耐挥发性、特别是成型体的耐油提取性和透明性的方面出发,优选选自碳原子数8~12的一元脂肪酸的组中的1种以上。作为碳原子数8~12的一元脂肪酸,从耐寒性、非迁移性、耐油提取性、耐挥发性、特别是成型体的耐油提取性和透明性的方面出发,优选辛酸、壬酸、癸酸、十二烷酸,更优选辛酸。
从碳中和的方面出发,作为末端终止成分(D)的、碳原子数8~12的一元脂肪酸优选由生物质资源得到。
本发明的聚酯系增塑剂中,除作为末端终止成分(D)的碳原子数8~12的一元脂肪酸以外在不有损本发明的效果的范围内,也可以使用任意的一元脂肪酸。作为任意的一元脂肪酸,可以举出肉豆蔻酸、棕榈酸、硬脂酸、油酸、亚油酸等。
如果列举作为末端终止成分(D)的、碳原子数6~10的直链一元醇的例子,则可以举出1-己醇、1-庚醇、1-辛醇、1-壬醇、1-癸醇。
作为末端终止成分(D)的、碳原子数6~10的直链一元醇优选由生物质资源得到。
本发明的聚酯系增塑剂中,除作为末端终止成分(D)的碳原子数6~10的直链一元醇以外,在不有损本发明的效果的范围内,也可以使用任意的醇。作为任意的醇,可以举出1-丁醇、异丁醇、仲丁醇、叔丁醇、异己醇、异辛醇、2-乙基己醇、异壬醇、2-甲基辛醇、异癸醇、十一醇、月桂醇、十三醇、十四醇、十六醇、硬脂醇等。
进而,本发明的聚酯系增塑剂在不有损本发明的效果的范围内,也可以使用甘油、二甘油、三羟甲基丙烷、季戊四醇、二季戊四醇、偏苯三酸、均苯四酸等三元或其以上的多元醇和多元酸作为任意的成分。
从碳中和的方面出发,本发明的二元酸成分(A)、二醇成分(B)、羟基酸成分(C)、和末端终止成分(D)优选由生物质资源得到。本发明的聚酯系增塑剂中,由生物质资源得到者,不仅包含由生物质资源直接得到者,还包含以生物质资源为原料、通过进行提取、发酵、化学反应等而得到者。需要说明的是,生物质资源是指,植物、动物、微生物本身、或者由它们得到的资源,不含石油、煤炭、天然气等化石燃料来源者。
作为优选的生物质资源,可以举出植物资源,如果列举优选的植物的例子,则可以举出树木(木材)、向日葵、菜籽、油菜、玉米、亚麻籽、唐胡麻、荷荷巴、花生米、椰子、洋蓟、蓖麻、黄豆、油椰子、麻、米壳花、橄榄、红花、甘蔗、甜菜和大米、小麦、大麦、燕麦、木薯、白薯等各种谷物、藻类等。
作为动物资源,可以举出牛、猪、马、羊等家畜、沙丁鱼、鲱鱼、南极磷虾等海产资源。
另外,由酵母、细菌等微生物得到者也包含于生物质资源中。
作为由植物资源得到的生物质资源的例子,如果具体列举进一步优选的例子,则可以举出木质素油、向日葵油、菜籽油、油菜油、玉米油、麻籽油、橄榄油、亚麻籽油、蓖麻油、大豆油、椰子油(也称为Coconut oil)、棕榈油、棕榈仁油、红花籽油、米油、芥子油、荷荷巴油等植物油脂、葡萄糖、蔗糖、果糖等糖类、淀粉、糖原、纤维素、α-葡聚糖、β-葡聚糖、凝胶多糖、裸藻淀粉、甲壳素、葡聚糖等多糖类、木质素等。
从碳中和的方面出发,作为二元酸成分(A)的、癸二酸、壬二酸、琥珀酸优选由生物质资源得到者,作为优选的生物质资源的例子,癸二酸可以举出蓖麻油,壬二酸可以举出由红花籽油、橄榄油、菜籽油、棕榈油、米油等植物油脂得到的油酸,通过将其进行臭氧氧化(也称为臭氧分解),从而得到。琥珀酸可以举出糖类。
从碳中和的方面出发,作为二醇成分(B)的、1,2-丙二醇、1,3-丙二醇、1,3-丁二醇、1,4-丁二醇优选由生物质资源得到者,作为优选的生物质资源的例子,1,2-丙二醇可以举出大豆、菜籽油,1,3-丙二醇可以举出棕榈油,1,3-丁二醇可以举出棕榈油,1,4-丁二醇可以举出糖类。
从碳中和的方面出发,作为羟基酸成分(C)的、12-羟基硬脂酸优选由生物质资源得到者,作为优选的生物质资源,可以举出蓖麻油。
从碳中和的方面出发,作为末端终止成分(D)的、碳原子数8~12的一元脂肪酸、例如辛酸、壬酸、癸酸、十二烷酸等优选由生物质资源得到者,作为优选的生物质资源的例子,可以举出椰子油、棕榈油等。
从碳中和的方面出发,作为末端终止成分(D)的、碳原子数6~10的直链一元醇、例如1-己醇、1-庚醇、1-辛醇、1-壬醇、1-癸醇等优选由生物质资源得到者,作为优选的生物质资源的例子,可以举出玉米、棕榈油等。
对于本发明的聚酯系增塑剂的、二元酸成分(A)、二醇成分(B)、羟基酸成分(C)和末端终止成分(D)的成分比,从耐寒性、非迁移性、耐油提取性、耐挥发性、进而成型体的透明性的方面出发,优选二元酸成分(A)为20~70质量%、二醇成分(B)为15~50质量%、羟基酸成分(C)为5~40质量%、末端终止成分(D)为3~50质量%,更优选二元酸成分(A)为30~60质量%、二醇成分(B)为20~40质量%、羟基酸成分(C)为10~30质量%、末端终止成分(D)为5~40质量%。
对于本发明的聚酯系增塑剂的数均分子量,从耐寒性、非迁移性、耐油提取性、耐挥发性、进而成型体的耐油提取性和透明性的方面出发,优选500~10000、更优选800~7000、进而更优选1000~4500。如果低于500,则从耐挥发性、耐油提取性的方面出发,不优选,如果超过10000,则从耐寒性、作业性的方面出发,不优选。本发明的聚酯系增塑剂中,数均分子量的测定方法优选基于GPC的测定方法,以下中示出其测定方法。
<基于GPC的数均分子量的测定方法>
对于THF10mL中溶解有试样50mg的样品,用Semi-micro GPC柱(昭和电工株式会社制SHODEX KF-402.5),以差示折光计检测器,对峰进行分割解析,以聚苯乙烯换算算出平均分子量。
对于本发明的聚酯系增塑剂的粘度,从耐寒性、非迁移性、耐油提取性、耐挥发性、进而成型体的耐油提取性和透明性的方面出发,在25℃下、优选50~20000mPa·s、更优选100~10000mPa·s、进而更优选100~6000mPa·s。如果低于50mPa·s,则从耐挥发性、耐油提取性的方面出发,不优选,如果超过20000mPa·s,则从耐寒性、作业性的方面出发,不优选。本发明的聚酯系增塑剂中,粘度的测定方法优选基于B型粘度计的测定方法,以下中示出其测定方法。
<基于B型粘度计的粘度的测定方法>
在B型粘度计上安装符合测定试样的粘度的转子和测定容器后,使测定容器浸渍于设定为25℃的恒温水槽中。放置试样直至成为恒温,选择与粘度相应的转速。进行规定时间测定,读取自动计算出的数字显示的测定值。
对于本发明的聚酯系增塑剂的酸值,从耐寒性、非迁移性、耐油提取性、耐挥发性、进而成型体的耐油提取性和透明性的方面出发,优选0~10.0、更优选0~3.0、进而更优选0~2.0。本发明的聚酯系增塑剂中,酸值的测定方法只要以以下的测定方法测定即可。
<酸值测定方法>
在容器中精密称量试样直至10mg单位,用中性甲苯/乙醇溶液充分溶解。添加几滴酚酞指示剂,用0.1N的KOH水溶液进行滴定。
对于本发明的聚酯系增塑剂的羟值,从耐寒性、非迁移性、耐油提取性、耐挥发性、进而成型体的耐油提取性和透明性的方面出发,优选0~30.0、更优选3.0~20.0。羟值的测定方法只要以以下的测定方法测定即可。
<羟值测定方法>
在容器中精密称量试样直至10mg单位,用TEP(磷酸三乙酯)10mL充分溶解。加入试剂A 15mL并充分搅拌后,加入试剂D 20mL,静置5分钟。加入中性异丙醇50mL,添加几滴酚酞指示剂,用1.0N的KOH水溶液进行滴定。
本发明的聚酯系增塑剂中,其制造方法不受特别限制,可以利用公知的聚酯的制造方法。即,只要使(A)~(D)成分、根据需要的任意成分进行酯化反应即可。酯化反应中也可以使用催化剂。反应时,可以进行加压、或减压,酯化反应时的反应温度优选150~250℃、更优选180~230℃。
另外,酯化反应结束后,根据需要也可以进行用于去除低分子量成分的操作。作为用于去除低分子量成分的方法,可以举出薄膜蒸馏法、柱法、膜分离等,优选薄膜蒸馏法。
如果列举本发明的聚酯系增塑剂的制造中能使用的酯化催化剂的例子,则可以举出硫酸、磷酸、氯化锌、苯磺酸、对甲苯磺酸、4-氯苯磺酸等酸性催化剂;四甲氧基钛、四乙氧基钛、四异丙氧基钛等烷氧基钛化合物;聚羟基钛硬脂酸酯、聚异丙氧基钛硬脂酸酯等钛酸酯化合物;乙酰乙酸钛、三乙醇胺钛酸酯、乳酸钛铵酯、乳酸乙酯钛、辛二醇钛酸酯等钛螯合化合物;二月桂酸二丁基锡、氧化二丁基锡、二乙酸二丁基锡等锡化合物;乙酸镁、乙酸钙、乙酸锌等乙酸金属盐;氧化锑、氧化锆等金属氧化物,它们可以单独使用或组合而使用。
本发明的聚酯系增塑剂优选配混于氯乙烯系树脂,作为氯乙烯系树脂组合物使用。
接着,对本发明的氯乙烯系树脂组合物进行说明。本发明的氯乙烯系树脂组合物含有本发明的聚酯系增塑剂。关于本发明的聚酯系增塑剂对氯乙烯系树脂的配混量,相对于氯乙烯系树脂100质量份,优选5~200质量份、更优选10~150重量份、进而更优选20~100重量份。
作为本发明的氯乙烯系树脂组合物中的氯乙烯系树脂,没有特别限定于本体聚合、溶液聚合、悬浮聚合、乳液聚合等其他聚合方法,例如可以举出聚氯乙烯、氯化聚氯乙烯、聚偏二氯乙烯、氯化聚乙烯、氯乙烯-乙酸乙烯酯共聚物、氯乙烯-乙烯共聚物、氯乙烯-丙烯共聚物、氯乙烯-苯乙烯共聚物、氯乙烯-异丁烯共聚物、氯乙烯-偏二氯乙烯共聚物、氯乙烯-苯乙烯-马来酸酐三元共聚物、氯乙烯-苯乙烯-丙烯腈共聚物、氯乙烯-丁二烯共聚物、氯乙烯-异戊二烯共聚物、氯乙烯-氯化丙烯共聚物、氯乙烯-偏二氯乙烯-乙酸乙烯酯三元共聚物、氯乙烯-马来酸酯共聚物、氯乙烯-甲基丙烯酸酯共聚物、氯乙烯-丙烯腈共聚物、氯乙烯-各种乙烯醚共聚物等氯乙烯系树脂、和这些相互的共混品或者其他不含氯的合成树脂、例如与丙烯腈-苯乙烯共聚物、丙烯腈-丁二烯-苯乙烯共聚物、乙烯-乙酸乙烯酯共聚物、乙烯-(甲基)丙烯酸乙酯共聚物、聚酯等的共混品、嵌段共聚物、接枝共聚物等。这些氯乙烯系树脂可以为2种以上的混合物,也可以为与其他合成树脂的混合物。从耐寒性、非迁移性、耐油提取性、耐挥发性、进而成型体的透明性的方面出发,使用的氯乙烯系树脂优选聚氯乙烯。
本发明的氯乙烯系树脂组合物中,在不有损本发明的效果的范围内,除本发明的聚酯系增塑剂以外也可以并用公知的增塑剂。
作为本发明的聚酯系增塑剂以外的增塑剂的例子,可以举出邻苯二甲酸二丁酯、邻苯二甲酸丁基己酯、邻苯二甲酸二庚酯、邻苯二甲酸二辛酯、邻苯二甲酸二异壬酯、邻苯二甲酸二异癸酯、邻苯二甲酸二月桂酯、邻苯二甲酸二环己酯、对苯二甲酸二辛酯等苯二甲酸酯系增塑剂;己二酸二辛酯、己二酸二异壬酯、二己二酸异癸酯、二(丁基二甘醇)己二酸酯等己二酸酯系增塑剂;磷酸三苯酯、磷酸三甲苯酯、磷酸三(二甲苯基)酯、磷酸三(异丙基苯基)酯、磷酸三乙酯、磷酸三丁酯、磷酸三辛酯、磷酸三(丁氧基乙基)酯、磷酸辛基二苯酯等磷酸酯系增塑剂;使用了乙二醇、二乙二醇、三乙二醇、1,2-丙二醇、1,3-丙二醇、1,3-丁二醇、1,4-丁二醇、1,5-己二醇、1,6-己二醇、新戊二醇等多元醇与草酸、丙二酸、琥珀酸、戊二酸、己二酸、庚二酸、辛二酸、壬二酸、癸二酸、邻苯二甲酸、间苯二甲酸、对苯二甲酸等二元酸的本发明的聚酯系增塑剂以外的聚酯系增塑剂;以及,四氢邻苯二甲酸系增塑剂、壬二酸系增塑剂、癸二酸系增塑剂、硬脂酸系增塑剂、柠檬酸系增塑剂、偏苯三酸系增塑剂、均苯四酸系增塑剂、亚联苯基多元羧酸系增塑剂等。
本发明的氯乙烯系树脂组合物中,从热稳定性的方面出发,优选含有有机酸的锌盐。作为上述有机酸的锌盐,可以举出有机羧酸、酚类或有机磷酸类等的锌盐。
作为有机羧酸,例如可以举出乙酸、丙酸、丁酸、戊酸、己酸、庚酸、辛酸、壬酸、2-乙基己基酸、新癸酸、癸酸、十一烷酸、异十一烷酸、月桂酸、异月桂酸、十三烷酸、肉豆蔻酸、异肉豆蔻酸、棕榈酸、异棕榈酸、异硬脂酸、硬脂酸、12-羟基硬脂酸、山嵛酸、褐煤酸、叔碳酸、苯甲酸、单氯苯甲酸、4-叔丁基苯甲酸、二甲基羟基苯甲酸、3,5-二叔丁基-4-羟基苯甲酸、邻甲苯甲酸、间甲苯甲酸、对甲苯甲酸、甲苯甲酸、二甲基苯甲酸、2,4-二甲基苯甲酸、3,5-二甲基苯甲酸、2,4,6-三甲基苯甲酸、乙基苯甲酸、2-乙基苯甲酸、3-乙基苯甲酸、4-乙基苯甲酸、2,4,6-三乙基苯甲酸、4-异丙基苯甲酸、正丙基苯甲酸、氨基苯甲酸、N,N-二甲基氨基苯甲酸、乙酰氧基苯甲酸、水杨酸、对叔辛基水杨酸、反油酸、油酸、亚油酸、亚麻酸、肉豆蔻油酸、棕榈油酸、桐油酸、二十碳烯酸、二十碳二烯酸、二十碳三烯酸、二十碳四烯酸、花生四烯酸、二十二碳五烯酸、二十二碳六烯酸、蓖麻油酸、巯基乙酸、巯基丙酸、辛基巯基丙酸等一元羧酸;草酸、丙二酸、琥珀酸、戊二酸、己二酸、庚二酸、辛二酸、壬二酸、癸二酸、邻苯二甲酸、间苯二甲酸、对苯二甲酸、羟基邻苯二甲酸、氯邻苯二甲酸、氨基邻苯二甲酸、马来酸、富马酸、柠康酸、中康酸、衣康酸、乌头酸、硫代二丙酸等二元羧酸或者它们的单酯或单酰胺化合物;丁烷三羧酸、丁烷四羧酸、连苯三甲酸、偏苯三酸、偏苯四酸、均苯四酸等三元或四元羧酸的二酯或三酯化合物。
另外,作为酚类,例如可以举出叔丁基苯酚、壬基苯酚、二壬基苯酚、环己基苯酚、苯基苯酚、辛基苯酚、苯酚、甲酚、二甲苯酚、正丁基苯酚、异戊基苯酚、乙基苯酚、异丙基苯酚、异辛基苯酚、2-乙基己基苯酚、叔壬基苯酚、癸基苯酚、叔辛基苯酚、异己基苯酚、十八烷基苯酚、二异丁基苯酚、甲基丙基苯酚、二戊基苯酚、甲基异己基苯酚、甲基叔辛基苯酚等。
另外,作为有机磷酸类,例如可以举出单或二辛基磷酸、单或二(十二烷基)磷酸、单或二(十八烷基)磷酸、单或二-(壬基苯基)磷酸、膦酸壬基苯基酯、膦酸硬脂酯等。
有机酸的锌盐也可以为将酸性盐、中性盐、碱性盐或者碱性盐的碱的一部分或全部用碳酸中和而成的过碱性络合物。
有机酸的锌盐可以由2种以上的有机酸构成。例如,基于一元有机酸的锌盐的情况下,可以同一有机酸形成阴离子部位、与形成阳离子部位的2价的锌形成盐,也可以不同的一元有机酸2种形成阴离子部位、与形成阳离子部位的2价的锌形成盐。
从热稳定性的方面出发,锌盐优选苯甲酸锌、甲苯苯甲酸锌、4-叔丁基苯甲酸锌、硬脂酸锌、月桂酸锌、叔碳酸锌(zinc versatate)、辛酸锌、油酸锌、棕榈酸锌、肉豆蔻酸锌。有机酸的锌盐可以仅使用1种,也可以并用2种以上。
本发明的氯乙烯系树脂组合物中,从热稳定性的方面出发,优选含有选自有机酸的钡盐、过碱性碳酸钡盐的组中的1种以上。
首先,对有机酸的钡盐进行说明。作为上述有机酸的钡盐,可以举出有机羧酸、酚类或有机磷酸类等的钡盐。
作为有机羧酸,例如可以举出乙酸、丙酸、丁酸、戊酸、己酸、庚酸、辛酸、壬酸、2-乙基己基酸、新癸酸、癸酸、十一烷酸、异十一烷酸、月桂酸、异月桂酸、十三烷酸、肉豆蔻酸、异肉豆蔻酸、棕榈酸、异棕榈酸、异硬脂酸、硬脂酸、12-羟基硬脂酸、山嵛酸、褐煤酸、叔碳酸、苯甲酸、单氯苯甲酸、4-叔丁基苯甲酸、二甲基羟基苯甲酸、3,5-二叔丁基-4-羟基苯甲酸、邻甲苯甲酸、间甲苯甲酸、对甲苯甲酸、甲苯甲酸、二甲基苯甲酸、2,4-二甲基苯甲酸、3,5-二甲基苯甲酸、2,4,6-三甲基苯甲酸、乙基苯甲酸、2-乙基苯甲酸、3-乙基苯甲酸、4-乙基苯甲酸、2,4,6-三乙基苯甲酸、4-异丙基苯甲酸、正丙基苯甲酸、氨基苯甲酸、N,N-二甲基氨基苯甲酸、乙酰氧基苯甲酸、水杨酸、对叔辛基水杨酸、反油酸、油酸、亚油酸、亚麻酸、肉豆蔻油酸、棕榈油酸、桐油酸、二十碳烯酸、二十碳二烯酸、二十碳三烯酸、二十碳四烯酸、花生四烯酸、二十二碳五烯酸、二十二碳六烯酸、蓖麻油酸、巯基乙酸、巯基丙酸、辛基巯基丙酸等一元羧酸;草酸、丙二酸、琥珀酸、戊二酸、己二酸、庚二酸、辛二酸、壬二酸、癸二酸、邻苯二甲酸、间苯二甲酸、对苯二甲酸、羟基邻苯二甲酸、氯邻苯二甲酸、氨基邻苯二甲酸、马来酸、富马酸、柠康酸、中康酸、衣康酸、乌头酸、硫代二丙酸等二元羧酸或者它们的单酯或单酰胺化合物;丁烷三羧酸、丁烷四羧酸、连苯三甲酸、偏苯三酸、偏苯四酸、均苯四酸等三元或四元羧酸的二酯或三酯化合物。
另外,作为酚类,例如可以举出叔丁基苯酚、壬基苯酚、二壬基苯酚、环己基苯酚、苯基苯酚、辛基苯酚、苯酚、甲酚、二甲苯酚、正丁基苯酚、异戊基苯酚、乙基苯酚、异丙基苯酚、异辛基苯酚、2-乙基己基苯酚、叔壬基苯酚、癸基苯酚、叔辛基苯酚、异己基苯酚、十八烷基苯酚、二异丁基苯酚、甲基丙基苯酚、二戊基苯酚、甲基异己基苯酚、甲基叔辛基苯酚等。
另外,作为有机磷酸类,例如可以举出单或二辛基磷酸、单或二(十二烷基)磷酸、单或二(十八烷基)磷酸、单或二-(壬基苯基)磷酸、膦酸壬基苯基酯、膦酸硬脂酯等。
有机酸的钡盐可以由2种以上的有机酸构成。例如,基于一元有机酸的钡盐的情况下,可以同一有机酸形成阴离子部位、与形成阳离子部位的2价的钡形成盐,也可以不同的一元有机酸2种形成阴离子部位、与形成阳离子部位的2价的钡形成盐。
有机酸的钡盐可以仅使用1种,也可以并用2种以上。另外,有机酸的钡盐可以为酸性盐、中性盐、碱性盐。
接着,对过碱性碳酸钡盐进行说明。过碱性碳酸钡盐是指钡的液态过碱性羧酸酯/碳酸酯络合物。该络合物不同于钡的羧酸正盐与碳酸钡的单纯的混合物,它们通过某种的相互作用而成为络合物,具备虽然具有高的金属含量,但在有机溶剂中示出均匀的液态的特征。该络合物将钡的羧酸正盐、碳酸钡、以及钡的羧酸与碳酸的复合盐作为构成成分而构成,以碳酸钡为中心,钡的羧酸正盐以及钡的羧酸与碳酸的复合盐存在于其周边,换言之通过形成胶束那样的物质,从而在有机溶剂中示出均匀的液态。
这些钡的液态过碱性羧酸酯/碳酸酯络合物例如可以根据日本特开2004-238364号公报所示的制造方法而制造。
另外,钡的液态过碱性羧酸酯/碳酸酯络合物也可以直接使用各种市售的络合物。作为市售的络合物的代表性例子,例如可以举出:美国AM STABILIZERS公司制的“PlastistabTM 2116”(过碱性钡油酸酯/碳酸酯络合物:比重1.42~1.53、Ba=33~36%)、“PlastistabTM 2513”(过碱性钡油酸酯/碳酸酯络合物:比重1.41~1.52、Ba=33~36%)、“PlastistabTM 2508”(过碱性钡油酸酯/碳酸酯络合物:比重1.39~1.51、Ba=33~36%)等。
这些过碱性碳酸钡盐可以仅使用1种,也可以并用2种以上。
从热稳定性的方面出发,本发明的氯乙烯系树脂组合物中,可以含有选自有机酸的钙盐、过碱性碳酸钙盐的组中的1种以上。
作为上述有机酸的钙盐,可以举出有机羧酸、酚类或有机磷酸类等的钙盐。
作为有机羧酸,例如可以举出钡盐中示例者。另外,作为酚类,例如可以举出钡盐中示例者。进而,作为有机磷酸类,例如可以举出钡盐中示例者。
有机酸的钙盐可以由2种以上的有机酸构成。例如,基于一元有机酸的钙盐的情况下,可以同一有机酸形成阴离子部位、与形成阳离子部位的2价的钙形成盐,也可以不同的一元有机酸2种形成阴离子部位、与形成阳离子部位的2价的钙形成盐。
有机酸的钙盐可以仅使用1种,也可以并用2种以上。有机酸的钙盐可以为酸性盐、中性盐、碱性盐。
接着,对过碱性碳酸钙盐进行说明。过碱性碳酸钙盐是指钙的液态过碱性羧酸酯/碳酸酯络合物。该络合物不同于钙的羧酸正盐与碳酸钙的单纯的混合物,它们通过某种的相互作用而成为络合物,具备虽然具有高的金属含量,但在有机溶剂中示出均匀的液态的特征。该络合物将钙的羧酸正盐、碳酸钙、以及钙的羧酸与碳酸的复合盐作为构成成分而构成,以碳酸钙为中心,钙的羧酸正盐以及钙的羧酸与碳酸的复合盐存在于其周边,换言之通过形成胶束那样的物质,从而在有机溶剂中示出均匀的液态。
钙的液态过碱性羧酸酯/碳酸酯络合物可以以与钡的液态过碱性液态羧酸酯/碳酸酯络合物同样的方法制造。另外,也可以直接使用各种市售的络合物。作为市售的络合物的代表性例子,例如可以举出美国AM STABILIZERS公司制的、“PlastistabTM 2265”(过碱性钙油酸酯/碳酸酯络合物:比重1.04~1.09、Ca=10%)。
这些过碱性碳酸钙盐可以仅使用1种,也可以并用2种以上。
从热稳定性的方面出发,本发明的氯乙烯系树脂组合物也可以含有β-二酮化合物。
作为β-二酮化合物,例如可以举出乙酰丙酮、三乙酰基甲烷、2,4,6-庚三酮、丁酰基乙酰基甲烷、月桂酰基乙酰基甲烷、棕榈酰基乙酰基甲烷、硬脂酰基苯甲酰基甲烷、棕榈酰基苯甲酰基甲烷、二硬脂酰基甲烷、硬脂酰基乙酰基甲烷、苯基乙酰基乙酰基甲烷、二环己基羰基甲烷、苯甲酰基甲酰基甲烷、苯甲酰基乙酰基甲烷、二苯甲酰基甲烷、辛基苯甲酰基甲烷、双(4-辛基苯甲酰基)甲烷、苯甲酰基二乙酰基甲烷、4-甲氧基苯甲酰基苯甲酰基甲烷、双(4-羧基甲基苯甲酰基)甲烷、2-羧基甲基苯甲酰基乙酰基辛基甲烷、脱氢乙酸、乙酰乙酸乙酯、环己烷-1,3-二酮、3,6-二甲基-2,4-二氧环己烷-1-羧酸甲酯、2-乙酰基环己酮、双甲酮、2-苯甲酰基环己烷等,也可以同样地使用它们的金属盐。作为金属盐的例子,可以举出锂盐、钠盐、钾盐、钙盐、锌盐、镁盐、铝盐。作为优选的金属盐的例子,可以举出乙酰丙酮钙盐、乙酰丙酮锌盐等。
β-二酮化合物可以仅使用1种,也可以并用2种以上。这些β-二酮化合物中,从热稳定性的方面出发,优选二苯甲酰基甲烷、硬脂酰基苯甲酰基甲烷、乙酰丙酮锌盐。
从热稳定性的方面出发,本发明的氯乙烯系树脂组合物也可以含有亚磷酸酯化合物中的1种以上。
作为亚磷酸酯化合物,可以举出亚磷酸三烷基酯、亚磷酸二烷基酯、亚磷酸二烷基单烯丙基酯、亚磷酸烷基烯丙基酯、亚磷酸单烷基二烯丙基酯、亚磷酸二烯丙基酯、亚磷酸三烯丙基酯等。本发明的树脂组合物中,可以使用三酯也可以使用二酯,从热稳定性的方面出发,优选使用三酯。另外,也可以使用硫代酯。
如果列举亚磷酸酯化合物的例子,则可以举出:亚磷酸三苯酯、亚磷酸三甲苯酯、亚磷酸三(2,4-二叔丁基苯基)酯、亚磷酸三(壬基苯基)酯、亚磷酸三(二壬基苯基)酯、亚磷酸三(单-和二-混合壬基苯基)酯、亚磷酸三(2,4-二-叔丁基苯基)酯、亚磷酸二苯酯、亚磷酸2,2’-亚甲基双(4,6-二叔丁基苯基)辛酯、亚磷酸2,2’-亚甲基双(4,6-叔丁基苯基)-2-乙基己酯、亚磷酸2,2’-亚甲基双(4,6-叔丁基苯基)-十八烷酯、氟代亚磷酸2,2’-乙叉基双(4,6-二叔丁基苯基)酯、亚磷酸辛基二苯酯、亚磷酸二苯基癸酯、亚磷酸二苯基(2-乙基己基)酯、亚磷酸二(癸基)单苯酯、亚磷酸二苯基十三烷酯、亚磷酸二苯基(C12~C15混合烷基)酯、亚磷酸苯基二异癸酯、亚磷酸苯基双(异十三烷基)酯、亚磷酸三乙酯、亚磷酸三丁酯、亚磷酸三(2-乙基己基)酯、亚磷酸三(癸基)酯、亚磷酸三月桂酯、亚磷酸三(十三烷基)酯、亚磷酸三油烯酯、亚磷酸三硬脂酯、亚磷酸二乙酯、亚磷酸二丁酯、亚磷酸二月桂酯、亚磷酸双(2-乙基己基)酯、亚磷酸二油烯酯、三硫代亚磷酸三月桂酯、二亚磷酸双(新戊二醇)-1,4-环己烷二甲酯、双(2,4-二叔丁基苯基)季戊四醇二亚磷酸酯、双(2,6-二叔丁基-4-甲基苯基)季戊四醇二亚磷酸酯、双(2,4,6-三叔丁基苯基)季戊四醇二亚磷酸酯、双(2,4-二枯基苯基)季戊四醇二亚磷酸酯、二硬脂基季戊四醇二亚磷酸酯、二(壬基苯基)季戊四醇二亚磷酸酯、二(十三烷基)季戊四醇二亚磷酸酯、苯基-4,4’-异丙叉基二苯酚·季戊四醇二亚磷酸酯、四(C12~15混合烷基)-4,4’-异丙叉基二苯基二亚磷酸酯、氢化-4,4’-异丙叉基二苯酚多亚磷酸酯、双(辛基苯基)·双〔4,4’-正丁叉基双(2-叔丁基-5-甲基苯酚)〕·1,6-己二醇·二亚磷酸酯、四(十三烷基)-4,4’-正丁叉基双(2-叔丁基-5-甲基苯酚)二亚磷酸酯、六(十三烷基)-1,1,3-三(2-甲基-4-羟基-5-叔丁基苯基)丁烷三亚磷酸酯、六(十三烷基)·1,1,3-三(2-甲基-5-叔丁基-4-羟基苯基)丁烷·三亚磷酸酯、9,10-二氢-9-氧杂-10-磷杂菲-10-氧化物、2-丁基-2-乙基丙二醇·2,4,6-三叔丁基苯酚单亚磷酸酯、三〔2-叔丁基-4-(3-叔丁基-4-羟基-5-甲基苯硫基)-5-甲基苯基〕亚磷酸酯、四(十三烷基)异丙叉基二苯酚二亚磷酸酯、四(2,4-二叔丁基苯基)亚联苯基二亚磷酸酯、三(2-〔(2,4,8,10-四叔丁基二苯并〔d,f〕〔1,3,2〕二氧杂磷杂环庚烷-6-基)氧基〕乙基)胺、2-乙基-2-丁基丙二醇与2,4,6-三叔丁基苯酚的亚磷酸酯等。
亚磷酸酯化合物可以仅使用1种,也可以并用2种以上。这些亚磷酸酯化合物中,从热稳定性的方面出发,优选使用碳原子数12~80的亚磷酸酯化合物,更优选使用碳原子数12~46的亚磷酸酯化合物,优选使用碳原子数12~36的亚磷酸酯化合物,更优选使用碳原子数18~30的亚磷酸酯化合物。
从热稳定性的方面出发,本发明的氯乙烯系树脂组合物也可以含有酚系抗氧化剂中的1种以上。
作为酚系抗氧化剂,例如可以举出2,6-二叔丁基-对甲酚、2,6-二苯基-4-十八烷氧基苯酚、硬脂基(3,5-二叔丁基-4-羟基苯基)-丙酸酯、二硬脂基(3,5-二叔丁基-4-羟基苄基)膦酸酯、硫代二乙二醇双〔(3,5-二叔丁基-4-羟基苯基)丙酸酯〕、1,6-六亚甲基双〔(3,5-二叔丁基-4-羟基苯基)丙酸酯〕、1,6-六亚甲基双〔(3,5-二叔丁基-4-羟基苯基)丙酸酰胺〕、4,4’-硫代双(6-叔丁基-间甲酚)、2,2’-亚甲基双(4-甲基-6-叔丁基苯酚)、2,2’-亚甲基双(4-乙基-6-叔丁基苯酚)、双〔3,3-双(4-羟基-3-叔丁基苯基)丁酸〕甘醇酯、4,4’-丁叉基双(6-叔丁基-间甲酚)、2,2’-乙叉基双(4,6-二叔丁基苯酚)、2,2’-乙叉基双(4-仲丁基-6-叔丁基苯酚)、1,1,3-三(2-甲基-4-羟基-5-叔丁基苯基)丁烷、双〔2-叔丁基-4-甲基-6-(2-羟基-3-叔丁基-5-甲基苄基)苯基〕对苯二甲酸酯、1,3,5-三(2,6-二甲基-3-羟基-4-叔丁基苄基)异氰脲酸酯、1,3,5-三(3,5-二叔丁基-4-羟基苄基)异氰脲酸酯、1,3,5-三(3,5-二叔丁基-4-羟基苄基)-2,4,6-三甲基苯、1,3,5-三〔(3,5-二叔丁基-4-羟基苯基)丙酰氧基乙基〕异氰脲酸酯、四〔亚甲基-3-(3’,5’-二叔丁基-4’-羟基苯基)丙酸酯〕甲烷、2-叔丁基-4-甲基-6-(2-丙烯酰氧基-3-叔丁基-5-甲基苄基)苯酚、3,9-双〔1,1-二甲基-2-{(3-叔丁基-4-羟基-5-甲基苯基)丙酰氧基}乙基〕-2,4,8,10-四氧杂螺〔5.5〕十一烷、三乙二醇双〔(3-叔丁基-4-羟基-5-甲基苯基)丙酸酯〕等。酚系抗氧化剂可以仅使用1种,也可以并用2种以上。
从热稳定性的方面出发,本发明的氯乙烯系树脂组合物也可以含有受阻胺系光稳定剂中的1种以上。
作为受阻胺系光稳定剂,例如可以举出2,2,6,6-四甲基-4-哌啶基硬脂酸酯、1,2,2,6,6-五甲基-4-哌啶基硬脂酸酯、2,2,6,6-四甲基-4-哌啶基苯甲酸酯、双(2,2,6,6-四甲基-4-哌啶基)癸二酸酯、双(1,2,2,6,6-五甲基-4-哌啶基)癸二酸酯、双(1-辛氧基-2,2,6,6-四甲基-4-哌啶基)癸二酸酯、四(2,2,6,6-四甲基-4-哌啶基)-1,2,3,4-丁烷四羧酸酯、四(1,2,2,6,6-五甲基-4-哌啶基)-1,2,3,4-丁烷四羧酸酯、双(2,2,6,6-四甲基-4-哌啶基)·双(十三烷基)-1,2,3,4-丁烷四羧酸酯、双(1,2,2,6,6-五甲基-4-哌啶基)·双(十三烷基)-1,2,3,4-丁烷四羧酸酯、双(1,2,2,6,6-五甲基-4-哌啶基)-2-丁基-2-(3,5-二叔丁基-4-羟基苄基)丙二酸酯、1,2,2,6,6-四甲基-4-哌啶基甲基丙烯酸酯、聚〔{6-(1,1,3,3-四甲基丁基)氨基-1,3,5-三嗪-2,4-二基}{(2,2,6,6-四甲基-4-哌啶基)亚氨基}六亚甲基{(2,2,6,6-四甲基-4-哌啶基)亚氨基}〕、1,2,3,4-丁烷羧酸/2,2-双(羟基甲基)-1,3-丙二醇/3-羟基-2,2-二甲基丙醛/1,2,2,6,6-五甲基-4-哌啶基酯缩聚物、双(1,2,2,6,6-五甲基-4-哌啶基)=癸二酸酯/甲基=1,2,2,6,6-五甲基-4-哌啶基=癸二酸酯混合物、2,2,6,6-四甲基-4-哌啶基甲基丙烯酸酯、1-(2-羟基乙基)-2,2,6,6-四甲基-4-羟基哌啶/琥珀酸二乙酯缩聚物、1,6-双(2,2,6,6-四甲基-4-哌啶基氨基)己烷/二溴乙烷缩聚物、1,6-双(2,2,6,6-四甲基-4-哌啶基氨基)己烷/2,4-二氯-6-吗啉代-均三嗪缩聚物、1,6-双(2,2,6,6-四甲基-4-哌啶基氨基)己烷/2,4-二氯-6-叔辛基氨基-均三嗪缩聚物、1,5,8,12-四[2,4-双(N-丁基-N-(2,2,6,6-四甲基-4-哌啶基)氨基)-均三嗪-6-基]-1,5,8,12-四氮杂十二烷、1,5,8,12-四[2,4-双(N-丁基-N-(1,2,2,6,6-五甲基-4-哌啶基)氨基)-均三嗪-6-基]-1,5,8,12-四氮杂十二烷、1,6,11-三[2,4-双(N-丁基-N-(2,2,6,6-四甲基-4-哌啶基)氨基)-均三嗪-6-基氨基]十一烷、1,6,11-三[2,4-双(N-丁基-N-(1,2,2,6,6-五甲基-4-哌啶基)氨基)-均三嗪-6-基氨基]十一烷、3,9-双〔1,1-二甲基-2-{三(2,2,6,6-四甲基-4-哌啶基氧基羰基)丁基羰基氧基}乙基〕-2,4,8,10-四氧杂螺〔5.5〕十一烷、3,9-双〔1,1-二甲基-2-{三(1,2,2,6,6-五甲基-4-哌啶基氧基羰基)丁基羰基氧基}乙基〕-2,4,8,10-四氧杂螺〔5.5〕十一烷、双(1-十一烷基氧基-2,2,6,6-四甲基哌啶-4-基)碳酸酯、2,2,6,6-四甲基-4-哌啶基十六烷酸酯、2,2,6,6-四甲基-4-哌啶基十八烷酸酯等。受阻胺系光稳定剂可以仅使用1种,也可以并用2种以上。
本发明的氯乙烯系树脂组合物也可以含有铅系稳定剂、镉系稳定剂、锡系稳定剂,但从毒性、对环境的不良影响的方面出发,优选不配混。
本发明的氯乙烯系树脂组合物中也可以含有水滑石化合物。作为水滑石化合物,可以举出下述通式(1)所示的化合物。
Mgx1Znx2Al2(OH)2x1+2x2+4(CO3)1-y1/2(ClO4)y1mH2O (1)
通式(1)中、x1、x2和y1分别表示满足下述式的0≤x2/x1<10、2≤x1+x2<20、0≤y1≤2所示的条件的数,m表示0或任意的整数。
作为水滑石化合物,优选使用镁和铝、或锌、镁和铝所形成的复合氯化合物。另外,也可以为使结晶水脱水而成者。另外,也可以为用高氯酸进行了处理而成者。这种水滑石化合物可以为天然物,也可以为合成品。需要说明的是,对于水滑石化合物的晶体结构、晶体粒径等无限制。
另外,作为水滑石化合物,也可以使用用硬脂酸等高级脂肪酸、油酸碱金属盐等高级脂肪酸金属盐、十二烷基苯磺酸碱金属盐等有机磺酸金属盐、高级脂肪酸酰胺、高级脂肪酸酯或蜡等覆盖其表面而成者。
水滑石系化合物可以仅使用1种,也可以并用2种以上。
本发明的氯乙烯系树脂组合物也可以含有多元醇化合物。作为多元醇化合物,例如可以举出季戊四醇、二季戊四醇、三季戊四醇、多季戊四醇、新戊二醇、三羟甲基丙烷、二(三羟甲基)丙烷、1,3,5-三(2-羟基乙基)异氰脲酸酯、聚乙二醇、甘油、二甘油、甘露糖醇、麦芽糖醇、乳糖醇、山梨糖醇、赤藓醇、木糖醇、木糖、蔗糖(砂糖)、海藻糖、肌醇、果糖、麦芽糖、乳糖等。多元醇化合物可以仅使用1种,也可以并用2种以上。
本发明的氯乙烯系树脂组合物中也可以含有填充剂。如果列举填充剂的例子,则可以举出碳酸钙、氧化钙、氢氧化钙、氢氧化锌、碳酸锌、硫化锌、氧化镁、氢氧化镁、碳酸镁、氧化铝、氢氧化铝、氧化铝硅酸钠、水铝钙石(Hydrocalumite)、硅酸铝、硅酸镁、硅酸钙、沸石、活性白土、滑石、粘土、氧化铁、石棉、三氧化锑、二氧化硅、玻璃珠、云母、绢云母、玻璃鳞片、石棉、硅灰石、钛酸钾、PMF、石膏纤维、硬硅钙石(Xonotlite)、MOS,磷酸酯纤维、玻璃纤维、碳纤维、芳族聚酰胺纤维等。这些填充剂可以仅使用1种,也可以并用2种以上。
从加工性的方面出发,本发明的氯乙烯系树脂组合物也可以含有润滑剂。如果列举润滑剂的例子,则可以举出低分子蜡、石蜡、聚乙烯蜡、氯化烃、氟化碳等烃系润滑剂;巴西棕榈蜡、小烛树蜡等天然蜡系润滑剂;月桂酸、硬脂酸、山嵛酸等高级脂肪酸、或羟基硬脂酸那样的羟基脂肪酸等脂肪酸系润滑剂;硬脂酰胺、月桂酰胺、油酰胺等脂肪族酰胺化合物或亚甲基双硬脂酰胺、乙烯双硬脂酰胺那样的亚烷基双脂肪族酰胺等脂肪族酰胺系润滑剂;硬脂酸硬脂酯、硬脂酸丁酯、邻苯二甲酸二硬脂酯等脂肪酸一元醇酯化合物或甘油三硬脂酸酯、脱水山梨醇三硬脂酸酯、季戊四醇四硬脂酸酯、二季戊四醇六硬脂酸酯、聚甘油聚蓖麻油酸酯、氢化蓖麻油等脂肪酸多元醇酯化合物、或二季戊四醇的己二酸·硬脂酸酯那样的一元脂肪酸和多元性有机酸与多元醇的复合酯化合物等脂肪酸醇酯系润滑剂;硬脂醇、月桂醇、棕榈醇等脂肪族醇系润滑剂;金属皂类;部分皂化褐煤酸酯等褐煤酸系润滑剂;丙烯酸类润滑剂;硅油等。这些润滑剂可以仅使用1种,也可以并用2种以上。
从加工性的方面出发,本发明的氯乙烯系树脂组合物也可以含有加工助剂。如果列举加工助剂的例子,则可以举出甲基丙烯酸甲酯、甲基丙烯酸乙酯、甲基丙烯酸丁酯等甲基丙烯酸烷基酯的均聚物或共聚物;上述甲基丙烯酸烷基酯与丙烯酸甲酯、丙烯酸乙酯、丙烯酸丁酯等丙烯酸烷基酯的共聚物;上述甲基丙烯酸烷基酯与苯乙烯、α-甲基苯乙烯、乙烯基甲苯等芳香族乙烯基化合物的共聚物;上述甲基丙烯酸烷基酯与丙烯腈、甲基丙烯腈等乙烯基氰化物化合物等的共聚物等。这些加工助剂可以仅使用1种,也可以并用2种以上。
本发明的氯乙烯系树脂组合物中,也可以进一步配混通常氯乙烯系树脂中使用的其他添加剂、例如硫系抗氧化剂、环氧化合物、紫外线吸收剂、冲击改良剂、增强剂、沸石化合物、高氯酸盐类、有机酸的镁盐、过碱性碳酸镁盐、阻燃剂、阻燃助剂、颜料、稳定化助剂等。
如果列举硫系抗氧化剂的例子,则可以举出硫代二丙酸的二月桂酯、二肉豆蔻酯、肉豆蔻基硬脂酯、二硬脂酯等二烷基硫代二丙酸酯类和季戊四醇四(β-十二烷基巯基丙酸酯)等多元醇的β-烷基巯基丙酸酯类等。这些硫系抗氧化剂可以仅使用1种,也可以并用2种以上。
如果列举环氧化合物的例子,则可以举出环氧化大豆油、环氧化亚麻籽油、环氧化桐油、环氧化鱼油、环氧化牛油油、环氧化蓖麻油、环氧化红花油等环氧化动植物油、环氧化妥尔油脂肪酸辛酯等环氧化妥尔油脂肪酸酯、环氧化亚麻籽油脂肪酸丁酯等环氧化亚麻籽油脂肪酸酯、环氧化硬脂酸甲酯、环氧化硬脂酸丁酯、环氧化硬脂酸2-乙基己酯、环氧化硬脂酸硬脂酯、环氧化聚丁二烯、三(环氧丙基)异氰脲酸酯、3-(2-联苯氧基(xenoxy))-1,2-环氧丙烷、环氧化聚丁二烯、双酚-A二缩水甘油醚、双酚型和酚醛清漆型的环氧树脂、乙烯基环己烯二环氧化物、二环己烯二环氧化物、二环戊二烯二环氧化物、3,4-环氧环己基-6-甲基环氧环己烷羧酸酯、双(3,4-环氧环己基)己二酸酯、3,4-环氧环己基甲酯、环氧环己烷羧酸酯等。这些环氧化合物可以仅使用1种,也可以并用2种以上。
如果列举紫外线吸收剂的例子,则可以举出2,4-二羟基二苯甲酮、2-羟基-4-甲氧基二苯甲酮、2-羟基-4-辛氧基二苯甲酮、5,5’-亚甲基双(2-羟基-4-甲氧基二苯甲酮)等2-羟基二苯甲酮类;2-(2-羟基-5-甲基苯基)苯并三唑、2-(2-羟基-5-叔辛基苯基)苯并三唑、2-(2-羟基-3,5-二叔丁基苯基)-5-氯苯并三唑、2-(2-羟基-3-叔丁基-5-甲基苯基)-5-氯苯并三唑、2-(2-羟基-3,5-二枯基苯基)苯并三唑、2,2’-亚甲基双(4-叔辛基-6-苯并三唑基)苯酚、2-(2-羟基-3-叔丁基-5-羧基苯基)苯并三唑的聚乙二醇酯等2-(2-羟基苯基)苯并三唑类;水杨酸苯酯、间苯二酚单苯甲酸酯、2,4-二叔丁基苯基-3,5-二叔丁基-4-羟基苯甲酸酯、2,4-二叔戊基苯基-3,5-二叔丁基-4-羟基苯甲酸酯、十六烷基-3,5-二叔丁基-4-羟基苯甲酸酯等苯甲酸酯类;2-乙基-2’-乙氧基草酰替苯胺、2-乙氧基-4’-十二烷基草酰替苯胺等取代草酰替苯胺类;乙基-α-氰基-β,β-二苯基丙烯酸酯、甲基-2-氰基-3-甲基-3-(对甲氧基苯基)丙烯酸酯等氰基丙烯酸酯类;2-(2-羟基-4-辛氧基苯基)-4,6-双(2,4-二叔丁基苯基)-均三嗪、2-(2-羟基-4-甲氧基苯基)-4,6-二苯基-均三嗪、2-(2-羟基-4-丙氧基-5-甲基苯基)-4,6-双(2,4-二叔丁基苯基)-均三嗪等三芳基三嗪类等。这些紫外线吸收剂可以仅使用1种,也可以并用2种以上。
如果列举冲击改良剂的例子,则可以举出聚丁二烯、聚异戊二烯、聚氯丁二烯、氟橡胶、苯乙烯-丁二烯系共聚物橡胶、甲基丙烯酸甲酯-丁二烯-苯乙烯系共聚物、甲基丙烯酸甲酯-丁二烯-苯乙烯系接枝共聚物、丙烯腈-苯乙烯-丁二烯系共聚物橡胶、丙烯腈-苯乙烯-丁二烯系接枝共聚物、苯乙烯-丁二烯-苯乙烯嵌段共聚物橡胶、苯乙烯-异戊二烯-苯乙烯共聚物橡胶、苯乙烯-乙烯-丁烯-苯乙烯共聚物橡胶、乙烯-丙烯共聚物橡胶、乙烯-丙烯-二烯共聚物橡胶(EPDM)、含有机硅的丙烯酸系橡胶、有机硅/丙烯酸类复合橡胶系接枝共聚物、有机硅系橡胶等。需要说明的是,作为上述乙烯-丙烯-二烯共聚物橡胶(EPDM)的二烯,可以举出1,4-己二烯、二环戊二烯、亚甲基降冰片烯、乙叉基降冰片烯、丙烯基降冰片烯等。这些冲击改良剂可以仅使用1种,也可以并用2种以上。
增强剂可以使用通常合成树脂的增强中使用的纤维状、板状、粒状、粉末状者。具体而言,可以举出玻璃纤维、石棉纤维、碳纤维、石墨纤维、金属纤维、钛酸钾晶须、硼酸铝晶须、镁系晶须、硅系晶须、硅灰石、海泡石、石棉、炉渣纤维、硬硅钙石(Xonotlite)、硅磷灰石、石膏纤维、二氧化硅纤维、二氧化硅·氧化铝纤维、氧化锆纤维、氮化硼纤维、氮化硅纤维和硼纤维等无机纤维状增强剂、聚酯纤维、尼龙纤维、丙烯酸类纤维、再生纤维素纤维、乙酸酯纤维、洋麻、苎麻、木棉、黄麻、麻、竹麻、亚麻(flax)、亚麻(linen)、绢、马尼拉麻、甘蔗、木材纸浆、纸屑、旧纸和羊毛等有机纤维状增强剂、玻璃鳞片、非溶胀性云母、石墨、金属箔、陶瓷珠、粘土、云母、绢云母、沸石、膨润土、白云石、高岭土、微粉硅酸、长石粉、钛酸钾、shirasu泡球(shirasu balloon)、碳酸钙、碳酸镁、硫酸钡、氧化钙、氧化铝、氧化钛、硅酸铝、氧化硅、石膏、均密石英盐、片钠铝石和白土等板状、粒状的增强剂。这些增强剂可以用乙烯/乙酸乙烯酯共聚物等热塑性树脂、环氧树脂等热固性树脂进行覆盖或集束处理,也可以用氨基硅烷、环氧硅烷等偶联剂等进行处理。这些增强剂可以仅使用1种,也可以并用2种以上。
沸石化合物是具有独特的三维的沸石晶体结构的碱或碱土金属的硅酸铝盐,作为其代表例,可以举出A型、X型、Y型和P型沸石、丝光沸石、方沸石、方钠石族硅酸铝盐、斜发沸石(Clinoptilolite)、毛沸石和菱沸石等,可以为这些沸石化合物的具有结晶水(所谓沸石水)的含水物或去除了结晶水的无水物中的任意者,另外,可以使用其粒径为0.1~50μm者,特别优选0.5~10μm者。这些沸石化合物可以仅使用1种,也可以并用2种以上。
如果列举高氯酸盐类的例子,则可以举出高氯酸金属盐、高氯酸铵、高氯酸处理珪酸盐等。作为构成这些金属盐的金属,可以示例锂、钠、钾、钙、镁、锶、钡、锌、镉、铅、铝等。高氯酸金属盐可以为无水物,也可以为含水盐,另外,也可以为溶解于丁基二甘醇、丁基二甘醇己二酸酯等醇系和酯系的溶剂而成者和其脱水物。这些高氯酸盐类可以仅使用1种,也可以并用2种以上。
对有机酸的镁盐进行说明。作为有机酸的镁盐,可以举出有机羧酸、酚类或有机磷酸类等的镁盐。
作为有机羧酸,例如可以举出有机酸的钡盐中示例者。作为酚类,例如可以举出有机酸的钡盐中示例者。另外,作为有机磷酸类,例如可以举出有机酸的钡盐中示例者。
有机酸的镁盐可以由2种以上的有机酸构成。例如,基于一元有机酸的镁盐的情况下,可以同一有机酸形成阴离子部位、与形成阳离子部位的2价的镁形成盐,也可以不同的一元有机酸2种形成阴离子部位、与形成阳离子部位的2价的镁形成盐。有机酸的镁盐可以仅使用1种,也可以并用2种以上。另外,有机酸的镁盐可以为酸性盐、中性盐、碱性盐。
对过碱性碳酸镁盐进行说明。过碱性碳酸镁盐是指镁的液态过碱性羧酸酯/碳酸酯络合物。该络合物不同于镁与羧酸正盐与碳酸镁的单纯的混合物,它们通过某种的相互作用而成为络合物,具备虽然具有高的金属含量,但在有机溶剂中示出均匀的液态的特征。该络合物将镁的羧酸正盐、碳酸镁、以及镁的羧酸与碳酸的复合盐作为构成成分而构成,以碳酸镁为中心,镁的羧酸正盐以及镁的羧酸与碳酸的复合盐存在于其周边,换言之,通过形成胶束那样的物质,从而在有机溶剂中示出均匀的液态。
镁的液态过碱性羧酸酯/碳酸酯络合物可以以与钡的液态过碱性液态羧酸酯/碳酸酯络合物同样的方法制造。另外,也可以直接使用市售的络合物。
这些过碱性碳酸镁盐可以仅使用1种,也可以并用2种以上。
作为阻燃剂和阻燃助剂的例子,可以举出含三嗪环的化合物、金属氢氧化物、其他无机磷、卤素系阻燃剂、硅系阻燃剂、磷酸酯系阻燃剂、缩合磷酸酯系阻燃剂、膨胀型(intumescent-based)阻燃剂、三氧化锑等氧化锑、其他无机系阻燃助剂、有机系阻燃助剂等。
作为含三嗪环的化合物,例如可以举出三聚氰胺、三聚氰酸二酰胺、苯并胍胺、乙酰胍胺、邻苯二胍胺(phthalodiguanamine)、三聚氰胺氰脲酸酯、焦磷酸三聚氰胺、丁烯二胍胺、降冰片烯二胍胺、亚甲基二胍胺、乙烯二(三聚氰胺)、三亚甲基二(三聚氰胺)、四亚甲基二(三聚氰胺)、六亚甲基二(三聚氰胺)、1,3-亚己基二(三聚氰胺)等。
作为金属氢氧化物,可以举出氢氧化镁、氢氧化铝、氢氧化钙、氢氧化钡、氢氧化锌、KISUMA 5A(氢氧化镁:协和化学工业株式会社制)等。
作为磷酸酯系阻燃剂的例子,例如可以举出磷酸三甲酯、磷酸三乙酯、磷酸三丁酯、磷酸三丁氧基乙酯、磷酸三氯乙酯、磷酸三(二氯丙基)酯、磷酸三苯酯、磷酸三甲苯酯、磷酸甲苯基二苯酯、磷酸三(二甲苯基)酯、磷酸辛基二苯酯、磷酸二甲苯基二苯酯、磷酸三异丙基苯酯、磷酸2-乙基己基二苯基酯、磷酸叔丁基苯基二苯酯、磷酸双-(叔丁基苯基)苯酯、磷酸三-(叔丁基苯基)酯、磷酸异丙基苯基二苯酯、磷酸双-(异丙基苯基)二苯酯、磷酸三-(异丙基苯基)酯等。
作为缩合磷酸酯系阻燃剂的例子,可以举出1,3-亚苯基双(二苯基磷酸酯)、1,3-亚苯基双(二(二甲苯基)磷酸酯)、双酚A双(二苯基磷酸酯)等,作为膨胀型阻燃剂,可以举出聚磷酸铵、三聚氰胺聚磷酸盐、哌嗪聚磷酸盐、焦磷酸铵、三聚氰胺焦磷酸盐、哌嗪焦磷酸盐等(聚)磷酸的铵盐、胺盐。
作为其他无机系阻燃助剂,例如可以举出氧化钛、氧化铝、氧化镁、滑石等无机化合物、和其表面处理品,例如可以使用TIPAQUE R-680(氧化钛:石原产业株式会社制)、KYOWAMAG 150(氧化镁:协和化学工业株式会社制)等各种市售品。
这些阻燃剂和阻燃助剂可以仅使用1种,也可以并用2种以上。
作为颜料,例如可以举出二氧化钛等白色颜料、群青、酞菁蓝等蓝色颜料。
作为稳定化助剂,例如使用二苯基硫脲、苯胺基二硫代三嗪、三聚氰胺、苯甲酸、肉桂酸、对叔丁基苯甲酸等。
进而根据需要,本发明的氯乙烯系树脂组合物中,在不有损本发明的效果的范围内可以配混氯乙烯系树脂中通常使用的添加剂、例如交联剂、抗静电剂、防雾剂、防渗出剂、表面处理剂、荧光剂、防霉剂、杀菌剂、金属钝化剂、脱模剂等。这些任意成分可以仅使用1种,也可以并用2种以上。
本发明的氯乙烯系树脂组合物可以如下得到:将本发明的聚酯系增塑剂、氯乙烯系树脂和根据需要的其他成分利用例如砂浆混合机、亨舍尔混合机、班伯里密炼机、螺带搅拌机等搅拌机进行搅拌混合,形成氯乙烯系树脂组合物的混合粉末。
另外,将本发明的聚酯系增塑剂、氯乙烯系树脂和根据需要的其他成分利用例如锥形双螺杆挤出机、平行双螺杆挤出机、单螺杆挤出机、共捏合机型混炼机、辊混炼机等混炼机进行熔融成型,从而也可以得到粒料状的氯乙烯系树脂组合物。
另外,将本发明的聚酯系增塑剂、氯乙烯系糊剂树脂和根据需要的其他成分利用例如小型混合机、蝶形混合机、行星搅拌机、螺带搅拌机、捏合机、溶解器、双轴混合机、亨舍尔混合机、三辊磨等混合机均匀地进行混合,根据需要在减压下进行脱泡处理,也可以得到糊状的氯乙烯系树脂组合物。
本发明的氯乙烯系树脂组合物的耐寒性、非迁移性、耐油提取性、耐挥发性优异,进而得到的成型体的耐油提取性和透明性优异。由于这种特性而本发明的树脂组合物可以特别适合用于食品包装用途、耐油软管。
接着,对本发明的成型体进行说明。
本发明的成型体包含本发明的氯乙烯系树脂组合物,由本发明的氯乙烯系树脂组合物得到的成型体可以如下得到:利用真空成型、压缩成型、挤出成型、注射成型、压延成型、压制成型、吹塑成型、粉体成型等以往公知的方法将本发明的氯乙烯系树脂组合物(配混粉状、粒料状)进行熔融成型加工,从而成型为期望的形状,由此可以得到。
另一方面,糊状的氯乙烯系树脂组合物通过利用铺展成型、浸渍成型、凹版成型、雌雄成型(slash molding)、丝网加工等以往公知的方法进行成型加工,从而可以成型为期望的形状。
作为成型体的形状,没有特别限定,例如可以举出棒状、片状、薄膜状、板状、圆筒状、圆形、椭圆形、例如星形、多边形形状等。
本发明的氯乙烯系树脂组合物和由其得到的成型体可以用于电气·电子·通信、农林水产、矿业、建设、食品、纤维、衣类、医疗、煤炭、石油、橡胶、皮革、汽车、精密设备、木材、建材、土木、家具、印刷、乐器等广泛的产业领域。
更具体而言,本发明的氯乙烯系树脂组合物和其成型体被用于打印机、个人电脑、文字处理机、键盘、PDA(小型信息终端机)、电话机、复印机、传真、ECR(电子现金出纳机)、计算器、电子记事本、卡片、支架、文具等事务、OA设备、洗衣机、电冰箱、吸尘器、微波炉、照明器具、游戏机、熨斗、被暖炉等家电设备、TV、VTR、摄像机、收录机、录音机、微型磁盘、CD播放机、扬声器、液晶显示器等AV设备、连接器、继电器、电容器、开关、印刷基板、线圈骨架、半导体封固材料、LED封固材料、电线、电缆、变压器、偏转磁轭、配电盘、时钟等电气·电子部件和通信设备、汽车用内外饰材料、制版用薄膜、粘合薄膜、瓶子、食品用容器、食品包装用薄膜、制药·医药用包装薄膜、制品包装薄膜、农业用薄膜、农业用片材、温室用薄膜等用途。
进而,本发明的树脂组合物和其成型体可以用于座位(填充物、外层织物等)、皮带、屋顶覆盖物、活动式车顶、扶手、门边装饰、后行李箱、地毯、垫、遮阳板、车轮盖、床套、气囊、绝缘材料、抓手、皮带拉手、电线覆盖材料、电气绝缘材料、涂料、涂覆材、顶层衬里材料、地板材料、墙角、地毯、壁纸、墙壁装饰材料、外饰材料、内饰材料、屋顶材料、甲板材料、墙壁材料、柱材料、敷板、围墙的材料、框架和装饰线条、窗和门型材、木瓦板、板壁、露台、阳台、隔音板、隔热板、窗材等汽车、车辆、船舶、航空机、建筑物、住宅和建筑用材料、土木材料、衣料、窗帘、床单、无纺布、胶合板、合纤板、地毯、玄关垫子、隔断窗帘、片、桶、软管、粉体运输软管、容器、眼镜、包、盒子、护目镜、滑雪、球拍、帐篷、乐器等生活用品、运动用品等各种用途。
特别是本发明的氯乙烯系树脂组合物和由其得到的成型体的耐油提取性和透明性优异,因此,可以适合用于与油接触的用途,例如可以适合用于与食品用容器、食品包装用薄膜、食品油等油接触的软管、耐油软管、食品包装用拉伸薄膜等。另外,可以使用由生物质资源得到的增塑剂,因此,从碳中和的方面出发,可以适合用于一次性使用、容易废弃的、食品用容器、食品包装用薄膜、食品包装用拉伸薄膜、耐油软管等。
实施例
以下,用实施例对本发明进而详细地进行说明,但本发明不限定于这些。
按照下述的制造例,制造本发明的聚酯系增塑剂。另外,下述的制造例中,聚酯系增塑剂的数均分子量用下述<数均分子量的测定方法>测定,粘度用下述<粘度测定方法>测定,酸值(mgKOH/g)用下述<酸值测定方法>测定,羟值(mgKOH/g)用下述<羟值测定方法>测定。
<数均分子量的测定方法>
对于THF10mL中溶解有试样50mg的样品,用Semi-micro GPC柱(昭和电工株式会社制SHODEX KF-402.5),以差示折光计检测器,对峰进行分割解析,以聚苯乙烯换算算出平均分子量。
<粘度测定方法>
在B型粘度计上安装符合测定试样的粘度的转子和测定容器后,使测定容器浸渍于设定为25℃的恒温水槽中。放置试样直至成为恒温,选择符合粘度的转速。之后,进行规定时间测定,读取自动计算出的数字显示的测定值。
<酸值测定方法>
在容器中精密称量试样直至10mg单位,用中性甲苯/乙醇溶液使其充分溶解。添加几滴酚酞指示剂,用0.1N的KOH水溶液进行滴定。
<羟值测定方法>
在容器中精密称量试样直至10mg单位,用TEP(磷酸三乙酯)10mL使其充分溶解。加入试剂A 15mL,充分搅拌后,加入试剂D 20mL,静置5分钟。之后,加入中性异丙醇50mL,添加几滴酚酞指示剂,用1.0N的KOH水溶液进行滴定。
<聚酯系增塑剂的制造>
〔制造例1〕
用表1记载的(A)成分~(D)成分,制造表1记载的组成比(质量%)的聚酯系增塑剂。即,将氧化二丁基锡作为催化剂,在200~230℃下,在常压下·减压下进行酯化反应,得到本发明的聚酯系增塑剂-1。
另外,所使用的、癸二酸的原料为蓖麻油,1,2-丙二醇的原料为菜籽油,12-羟基硬脂酸的原料为蓖麻油,辛酸的原料为椰子油,均由生物质资源得到。测定得到的聚酯系增塑剂-1的数均分子量、粘度、酸值、羟值。将结果示于表2。
〔制造例2〕
用表1记载的(A)成分~(D)成分,制造表1记载的组成比(质量%)的聚酯系增塑剂。即,将氧化二丁基锡作为催化剂,在200~230℃下,在常压下·减压下进行酯化反应,得到本发明的聚酯系增塑剂-2。
另外,所使用的、癸二酸的原料为蓖麻油,1,2-丙二醇的原料为菜籽油,12-羟基硬脂酸的原料为蓖麻油,辛酸的原料为椰子油,均由生物质资源得到。测定得到的聚酯系增塑剂-2的数均分子量、粘度、酸值、羟值。将结果示于表2。
〔制造例3〕
用表1记载的(A)成分~(D)成分,制造表1记载的组成比(质量%)的聚酯系增塑剂。即,将氧化二丁基锡作为催化剂,在200~230℃下,在常压下·减压下进行酯化反应,得到本发明的聚酯系增塑剂-3。
另外,所使用的、癸二酸的原料为蓖麻油,1,2-丙二醇的原料为菜籽油,12-羟基硬脂酸的原料为蓖麻油,辛酸的原料为椰子油,均由生物质资源得到。测定得到的聚酯系增塑剂-3的重均分子量、粘度、酸值、羟值。将结果示于表2。
〔制造例4〕
用表1记载的(A)成分~(D)成分,制造表1记载的组成比(质量%)的聚酯系增塑剂。将氧化二丁基锡作为催化剂,在200~230℃下,在常压下·减压下进行酯化反应,得到本发明的聚酯系增塑剂-4。
另外,所使用的、癸二酸的原料为蓖麻油,1,2-丙二醇的原料为菜籽油,12-羟基硬脂酸的原料为蓖麻油,十二烷酸的原料为椰子油和棕榈油,均由生物质资源得到。测定得到的聚酯系增塑剂-4的数均分子量、粘度、酸值、羟值。将结果示于表2。
〔实施例1~4、比较例1~3〕
配混氯乙烯系树脂(日本新第一聚氯乙烯股份公司(SHINDAI-ICHI VINYLCORPORATION)制ZEST1000Z、平均聚合度1050)100质量份、钡/锌系液态稳定剂(株式会社ADEKA制ADK STAB AC-285)2.5质量份、下述表3中记载的配混量(质量份)的表3中记载的本发明的聚酯系增塑剂-1~4,在170℃×30rpm(辊转速)×10分钟(混炼时间)×0.7mm(片厚)的条件下进行辊混炼,制作片材。用得到的片材进行下述试验。将结果示于表3。
另外,使用比较增塑剂-1~-3作为比较的增塑剂。比较增塑剂-1使用邻苯二甲酸二-2-乙基己酯(DOP),比较增塑剂-2使用对苯二甲酸双(2-乙基己基)酯(DOTP),比较增塑剂-3使用环氧化大豆油(株式会社ADEKA制ADK CIZER O-130P)。与实施例同样地制成片材,进行试验。将结果示于表3。
<透明性试验(雾度值)>
对于重叠辊混炼片使其成为2mm厚并在180℃下压制5分钟的板,依据ISO13468(D65),测定雾度值。雾度值如果低于10则可以说透明性优异。将结果示于表3。
<耐寒性试验(柔软性)>
用Crushberg试验机,依据JIS K-6773(1999)进行测定。柔软温度(℃)越低,耐寒性越优异。此处所谓柔软温度是指,在上述测定中示出规定的扭曲刚性率(3.17×103kg/cm2)的低温极限的温度。将结果示于表3。
<非迁移性试验>
将辊混炼片夹持于ABS板,施加1kg载荷,目视70℃×72小时后的ABS板痕迹并评价。痕迹越少,可以说非迁移性越优异。用以下的评价基准进行评价。将结果示于表3。
评价基准
+:无痕迹,非迁移性优异。
±:稍可见痕迹。
-:可见大量痕迹,非迁移性差。
--:非常多地可见痕迹,非迁移性非常差。
<拉伸试验>
用辊混炼片制作压制成180℃×5分钟×1mm的板,依据JISK7113,测定拉伸强度、伸长率、100%模量。将结果示于表3。
<耐热老化性试验>
用辊混炼片制作压制成180℃×5分钟×1mm的板,以烘箱100℃×120小时后的伸长残留率(%)进行评价。将结果示于表3。
<耐挥发性试验>
用辊混炼片制作压制成180℃×5分钟×1mm的板,以烘箱100℃×120小时后的重量变化(挥发失重(%))进行评价。挥发失重越少,可以说耐挥发性越优异。将结果示于表3。
<耐油提取性试验>
用辊混炼片制作压制成180℃×5分钟×1mm的板,以浸渍于ASTM2号油中100℃×96小时后的重量变化(基于提取的失重)进行评价。耐油性差的情况下,会被提取至油中,重量大幅减少。耐油性优异的情况下,重量变化少。将结果示于表3。
<相溶性试验>
将辊混炼片放入40℃×80%RH的恒温恒湿条件下,以目视评价经过4周后的渗出有无。渗出越少,可以说相溶性越优异。用以下的评价基准进行评价。
评价基准
+:无渗出,相溶性优异。
±:稍可见渗出。
-:大量可见渗出,相溶性差。
[表1]
[表2]
[表3]
由表1~3所示的结果表明,本发明的聚酯系增塑剂的性能均衡性优异,特别是耐寒性、非迁移性、耐油提取性、耐挥发性优异。另外,表明:本发明的氯乙烯系树脂组合物可以提供性能均衡性优异、特别是耐寒性、非迁移性、耐油提取性、耐挥发性优异、进而透明性优异的成型体。
Claims (8)
1.一种聚酯系增塑剂,其特征在于,其是由二元酸成分(A)、二醇成分(B)、羟基酸成分(C)、和末端终止成分(D)得到的聚酯系增塑剂,
所述二元酸成分(A)为选自由癸二酸、壬二酸和琥珀酸组成的组中的1种以上,
所述二醇成分(B)为选自由1,2-丙二醇、1,3-丙二醇、1,3-丁二醇、1,4-丁二醇组成的组中的1种以上,
所述羟基酸成分(C)为12-羟基硬脂酸,
所述末端终止成分(D)为选自由碳原子数8~12的一元脂肪酸和碳原子数6~10的直链一元醇组成的组中的1种以上。
2.根据权利要求1所述的聚酯系增塑剂,其中,所述二醇成分(B)为1,2-丙二醇。
3.根据权利要求1或2所述的聚酯系增塑剂,其数均分子量为500~10000。
4.根据权利要求1~3中任一项所述的聚酯系增塑剂,其中,所述二元酸成分(A)、所述二醇成分(B)、所述羟基酸成分(C)、和所述末端终止成分(D)是由生物质资源得到的。
5.一种氯乙烯系树脂组合物,其特征在于,含有权利要求1~4中任一项所述的聚酯系增塑剂。
6.根据权利要求5所述的氯乙烯系树脂组合物,其用于食品包装用途、或耐油软管用途。
7.一种成型体,其特征在于,其包含权利要求5或6所述的氯乙烯系树脂组合物。
8.根据权利要求7所述的成型体,其为食品包装薄膜、或耐油软管。
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JP2018172561A (ja) * | 2017-03-31 | 2018-11-08 | 三井化学株式会社 | リシノール酸共重合体組成物およびその架橋体 |
JP6954509B1 (ja) * | 2020-03-04 | 2021-10-27 | Dic株式会社 | 塩化ビニル樹脂用可塑剤、塩化ビニル樹脂組成物及びその成形品 |
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