JPH03143943A - Plasticized vinyl chloride resin composition - Google Patents
Plasticized vinyl chloride resin compositionInfo
- Publication number
- JPH03143943A JPH03143943A JP28220089A JP28220089A JPH03143943A JP H03143943 A JPH03143943 A JP H03143943A JP 28220089 A JP28220089 A JP 28220089A JP 28220089 A JP28220089 A JP 28220089A JP H03143943 A JPH03143943 A JP H03143943A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- vinyl chloride
- chloride resin
- ester
- fatty acid
- 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
Links
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 title claims abstract description 27
- 239000011342 resin composition Substances 0.000 title claims description 8
- 150000002148 esters Chemical class 0.000 claims abstract description 26
- 239000000203 mixture Substances 0.000 claims abstract description 18
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 14
- 229930195729 fatty acid Natural products 0.000 claims abstract description 14
- 239000000194 fatty acid Substances 0.000 claims abstract description 14
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 14
- 150000007519 polyprotic acids Polymers 0.000 claims abstract description 8
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000009833 condensation Methods 0.000 claims abstract description 6
- 230000005494 condensation Effects 0.000 claims abstract description 6
- 229910052751 metal Inorganic materials 0.000 claims abstract description 6
- 239000002184 metal Substances 0.000 claims abstract description 6
- 238000006297 dehydration reaction Methods 0.000 claims abstract description 5
- 230000018044 dehydration Effects 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 229920005862 polyol Polymers 0.000 claims description 6
- 150000003077 polyols Chemical class 0.000 claims description 6
- 150000007524 organic acids Chemical class 0.000 claims description 5
- 239000000344 soap Substances 0.000 claims description 4
- 229920005989 resin Polymers 0.000 abstract description 19
- 239000011347 resin Substances 0.000 abstract description 19
- 239000002253 acid Substances 0.000 abstract description 13
- 230000000694 effects Effects 0.000 abstract description 6
- 238000004519 manufacturing process Methods 0.000 abstract description 6
- 239000007787 solid Substances 0.000 abstract description 5
- 238000005886 esterification reaction Methods 0.000 abstract description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 235000011037 adipic acid Nutrition 0.000 abstract 1
- 239000001361 adipic acid Substances 0.000 abstract 1
- 238000013329 compounding Methods 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 239000003381 stabilizer Substances 0.000 description 23
- 239000000047 product Substances 0.000 description 16
- 239000000976 ink Substances 0.000 description 14
- 239000004014 plasticizer Substances 0.000 description 13
- 238000007639 printing Methods 0.000 description 13
- -1 polyethylene Polymers 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 150000005846 sugar alcohols Polymers 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 4
- 238000000465 moulding Methods 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- ARCGXLSVLAOJQL-UHFFFAOYSA-N anhydrous trimellitic acid Natural products OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- PJUKKJYOSBWEQO-UHFFFAOYSA-L barium(2+);octanoate Chemical compound [Ba+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O PJUKKJYOSBWEQO-UHFFFAOYSA-L 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- KECCQYFSODJESB-UHFFFAOYSA-N butyl 3-methylbenzoate Chemical compound CCCCOC(=O)C1=CC=CC(C)=C1 KECCQYFSODJESB-UHFFFAOYSA-N 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000003549 soybean oil Substances 0.000 description 2
- 235000012424 soybean oil Nutrition 0.000 description 2
- 235000015096 spirit Nutrition 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- KQTIIICEAUMSDG-UHFFFAOYSA-N tricarballylic acid Chemical compound OC(=O)CC(C(O)=O)CC(O)=O KQTIIICEAUMSDG-UHFFFAOYSA-N 0.000 description 2
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-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
- ZBBLRPRYYSJUCZ-GRHBHMESSA-L (z)-but-2-enedioate;dibutyltin(2+) Chemical compound [O-]C(=O)\C=C/C([O-])=O.CCCC[Sn+2]CCCC ZBBLRPRYYSJUCZ-GRHBHMESSA-L 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- GPZYYYGYCRFPBU-UHFFFAOYSA-N 6-Hydroxyflavone Chemical compound C=1C(=O)C2=CC(O)=CC=C2OC=1C1=CC=CC=C1 GPZYYYGYCRFPBU-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 229920000298 Cellophane Polymers 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- XQBCVRSTVUHIGH-UHFFFAOYSA-L [dodecanoyloxy(dioctyl)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCCCCCC)(CCCCCCCC)OC(=O)CCCCCCCCCCC XQBCVRSTVUHIGH-UHFFFAOYSA-L 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- SBMJKCDBJMFHGS-UHFFFAOYSA-L barium(2+);2-nonylphenolate Chemical compound [Ba+2].CCCCCCCCCC1=CC=CC=C1[O-].CCCCCCCCCC1=CC=CC=C1[O-] SBMJKCDBJMFHGS-UHFFFAOYSA-L 0.000 description 1
- AGXUVMPSUKZYDT-UHFFFAOYSA-L barium(2+);octadecanoate Chemical compound [Ba+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O AGXUVMPSUKZYDT-UHFFFAOYSA-L 0.000 description 1
- 235000013405 beer Nutrition 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- ZFMQKOWCDKKBIF-UHFFFAOYSA-N bis(3,5-difluorophenyl)phosphane Chemical compound FC1=CC(F)=CC(PC=2C=C(F)C=C(F)C=2)=C1 ZFMQKOWCDKKBIF-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- NDWWLJQHOLSEHX-UHFFFAOYSA-L calcium;octanoate Chemical compound [Ca+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O NDWWLJQHOLSEHX-UHFFFAOYSA-L 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000006084 composite stabilizer Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000003851 corona treatment Methods 0.000 description 1
- 238000002788 crimping Methods 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- MIMDHDXOBDPUQW-UHFFFAOYSA-N dioctyl decanedioate Chemical compound CCCCCCCCOC(=O)CCCCCCCCC(=O)OCCCCCCCC MIMDHDXOBDPUQW-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- HPBJPFJVNDHMEG-UHFFFAOYSA-L magnesium;octanoate Chemical compound [Mg+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O HPBJPFJVNDHMEG-UHFFFAOYSA-L 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 229920006280 packaging film Polymers 0.000 description 1
- 239000012785 packaging film Substances 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- JNXDCMUUZNIWPQ-UHFFFAOYSA-N trioctyl benzene-1,2,4-tricarboxylate Chemical compound CCCCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCCC)C(C(=O)OCCCCCCCC)=C1 JNXDCMUUZNIWPQ-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
[産業上の利用分野1
本発明は、印刷、塗装等の2次加工を施して使用される
成形品の製造に用いて好適な軟質塩化ビニル系樹脂組成
物に係る。Detailed Description of the Invention [Industrial Field of Application 1] The present invention relates to a soft vinyl chloride resin composition suitable for use in the production of molded products that are subjected to secondary processing such as printing and painting. .
[従来の技術1
軟質塩化ビニル系樹脂は、ポリエチレン、ポリプロピレ
ン等のポリオレフィン樹脂に比べて印刷インキ、塗装等
の密着性が良く、コロナ放電処理等の表面処理を施すこ
となく印刷出来るので意匠性を要する包装材料等の成形
品として広く用いられている。しかして、軟質塩化ビニ
ルPS樹脂は、主に成形加工時の耐熱安定性、滑性等を
考慮して、安定剤、滑剤等各種添加剤を配合して組成物
として使用され、安定剤、滑剤等は主に成形加工性に重
点をおいて選択されている。[Conventional technology 1] Soft vinyl chloride resins have better adhesion to printing inks and paints than polyolefin resins such as polyethylene and polypropylene, and can be printed without surface treatments such as corona discharge treatment, so they can improve design. It is widely used as molded products such as packaging materials. Therefore, soft vinyl chloride PS resin is used as a composition by blending various additives such as stabilizers and lubricants, mainly considering heat resistance stability and lubricity during molding. etc. are selected mainly with emphasis on moldability.
しかしながら、これら添加剤を配合した組成物を用いた
成形品の中には、成形後、経時的に添加剤の一部が成形
品の表面に噴き出し、該添加剤が印刷インキ等の密着性
を阻害する誘因となっている。すなわち、成形直後であ
れば良好な印刷が得られても、成形後2〜3ケ月経過し
た後に印刷すると印刷インキの密着性が低下し、また印
刷面が突起物等に触れるとインキが脱落する。さらには
、印刷時にインキが成形品からはじかれ、成形品の仕上
りが著しく悪くなり、商品価値を損うという問題点があ
った。However, in molded products made using compositions containing these additives, some of the additives erupt onto the surface of the molded product over time after molding, and the additives reduce the adhesion of printing inks, etc. This has become an incentive to inhibit this. In other words, even if good printing is obtained immediately after molding, if printing is performed 2 to 3 months after molding, the adhesion of the printing ink will decrease, and if the printed surface comes into contact with protrusions, the ink will fall off. . Furthermore, there is a problem that the ink is repelled from the molded product during printing, resulting in a significantly poor finish of the molded product and loss of commercial value.
また、軟質塩化ビニル系樹脂からなる成形品の印刷性を
改良する目的で、噴き出しの少ない安定剤、いわゆる液
状複合安定剤が使用されているが、該組成物から得られ
る成形品はそれ同士がべた付き、使用上支障をきたす。In addition, in order to improve the printability of molded products made of soft vinyl chloride resin, stabilizers with less gushing out, so-called liquid composite stabilizers, are used, but the molded products obtained from the compositions are different from each other. It is sticky and makes it difficult to use.
たとえば、フィルム状p威形品の場合、通常その荷姿は
巻物であり、そ′んを巻き戻しまたは二次加工するとさ
、べた付きのために巻き戻し作業または二次加工作業が
著しく難しくなって、生産性を大幅に低下させるという
欠点があった。For example, in the case of film-like high-profile products, the package is usually a roll, and when it is unrolled or processed into secondary processing, the unwinding or secondary processing becomes extremely difficult due to the stickiness. However, this method had the disadvantage of significantly reducing productivity.
[発明が解決するための課J!E!]
本発明者らは、長期間放置、保存した後でも印刷性及び
インキの密着性が良く、かつべた付きの少ない成形品を
得ることのできる軟質塩化ビニル系樹脂組成物について
鋭意検討したところ、軟質塩化ビニル系樹脂に炭化水素
系溶媒に可溶の安定剤と特定構造のエステルとを併用混
合することにより、所期の目的を達しうろことを見い出
し本発明を完成するに到った。[Section J for inventions to solve! E! ] The present inventors conducted extensive studies on a soft vinyl chloride resin composition that has good printability and ink adhesion even after being left and stored for a long period of time, and is capable of producing molded products with less stickiness. By mixing together a hydrocarbon solvent-soluble stabilizer and an ester having a specific structure with a soft vinyl chloride resin, the inventors have found that the desired objective can be achieved and the present invention has been completed.
すなわち、本発明の目的は、印刷性及びインキの密着性
にすぐれ、かつべた付きの少ない成形品を得ることので
きる軟質塩化ビニル系樹脂組成物を提供するにある。That is, an object of the present invention is to provide a flexible vinyl chloride resin composition that has excellent printability and ink adhesion and can provide molded products with little stickiness.
[課題を解決するための手段]
しかして、本発明の要旨とするところは、(A)炭素原
子数12以下の有機酸金属石ケン及び(B)ペンクエリ
スリトールまたはその脱水縮合ポリオールと、多塩基酸
及び炭素原子数12〜24の脂肪酸との混合物とを反応
せしめて得られるエステルを含有してなる軟質塩化ビニ
ル系樹脂All放物にある。[Means for Solving the Problems] Therefore, the gist of the present invention is to provide (A) an organic acid metal soap having 12 or less carbon atoms, (B) penquerythritol or its dehydrated condensation polyol, and a polybasic The present invention is a soft vinyl chloride resin All-in-one compound containing an ester obtained by reacting an acid with a mixture of a fatty acid having 12 to 24 carbon atoms.
本発明を詳述するに、軟質塩化ビニル系樹脂組成物に用
いる塩化ビニル系樹脂は、ポリ塩化ビニル、塩化ビニル
を主としこれに共重合可能なコモ/マーとの共重合体が
挙げられ、これに他の熱可塑性樹脂を配合してもよい。To explain the present invention in detail, the vinyl chloride resin used in the flexible vinyl chloride resin composition includes polyvinyl chloride, a copolymer mainly composed of vinyl chloride and copolymerizable copolymers/mers, Other thermoplastic resins may be blended with this.
コモ/マーとしでは、酢酸ビニル、アクリル酸またはそ
のエステル、メタクリル酸またはそのエステル、マレイ
ン酸、クロトン酸、エチレン、プロピレン、スチレン、
アクリロニトリル等が挙げられる。Como/mers include vinyl acetate, acrylic acid or its esters, methacrylic acid or its esters, maleic acid, crotonic acid, ethylene, propylene, styrene,
Examples include acrylonitrile.
この塩化ビニル系樹脂は、通常可塑剤が配合され、軟質
塩化ビニル系樹脂となる。可塑剤としては、ジブチル7
タレート、ジオクチル7タレート、ジー2−エチルへキ
シル7タレート、炭素原子数マ〜11(以下C1〜、の
ように記す)を有する混合アルコールの7タレート等の
7タル酸エステル系可塑剤、ジオクチルアジペート、ジ
イソノニルアジペート、ジオクチルセバケート等の二塩
基性脂肪族カルボン酸エステル系可塑剤、トリオクチル
トリメリテート、トリイソデシルトリノリテート等のト
リメリット酸エステル系可塑剤、トリクレジルホスフェ
ート、トリエチルフェニルホス7、−ト、トリキシレニ
ルホス7よ−ト等のリン酸エステル系可塑剤、エポキシ
化大豆油、エポキシ化アマニ油、ビスフェノールAとエ
ピクロルヒドリンとの縮合物等のエポキシ系可塑剤、二
塩基酸と多価アルコールとが縮合したポリエステル系可
塑剤等が挙げられ、これらを単独でまたは二種以上を混
合して用いられる。可塑剤の使用量は、塩化ビニル系樹
脂100重量部に対して20〜80重量部の範囲である
のが好ましい。可塑剤の使用量が20重量部よりも少な
いともともと成形品のべた付きが小さく、また噴き出し
も少ないので、印刷性及びインキの密着性が良く、特に
この発明を使用する必要はない。一方、80重量部より
も多くなると成形品自体が軟らかくなりすぎ、かつべた
付きも大きくなるので、その取り扱いが煩雑となり易い
。可塑剤の使用量は、塩化ビニル系樹脂の重合度、可塑
剤の種類、得られる組成物の用途等を勘案し、適宜決め
るのが望ましい。This vinyl chloride resin is usually blended with a plasticizer to become a soft vinyl chloride resin. As a plasticizer, dibutyl 7
7-talic acid ester plasticizers such as 7-talate, dioctyl 7-talate, di-2-ethylhexyl 7-talate, 7-talate of mixed alcohols having 11 to 11 carbon atoms (hereinafter referred to as C1-), dioctyl adipate , dibasic aliphatic carboxylic acid ester plasticizers such as diisononyl adipate and dioctyl sebacate, trimellitic acid ester plasticizers such as trioctyl trimellitate and triisodecyl trinolitate, tricresyl phosphate, triethylphenyl Phosphate ester plasticizers such as phos-7, -trixylenylphos-7, epoxidized soybean oil, epoxidized linseed oil, epoxy plasticizers such as a condensate of bisphenol A and epichlorohydrin, dibasic Examples include polyester plasticizers in which acid and polyhydric alcohol are condensed, and these may be used alone or in combination of two or more. The amount of plasticizer used is preferably in the range of 20 to 80 parts by weight per 100 parts by weight of the vinyl chloride resin. If the amount of plasticizer used is less than 20 parts by weight, the molded product will have less stickiness and less squirting, resulting in good printability and ink adhesion, and there is no particular need to use this invention. On the other hand, if the amount is more than 80 parts by weight, the molded product itself becomes too soft and sticky, making it difficult to handle. The amount of the plasticizer to be used is desirably determined appropriately, taking into consideration the degree of polymerization of the vinyl chloride resin, the type of plasticizer, the intended use of the resulting composition, and the like.
本発明の必須成分である安定剤としては、有機酸金属石
ケンであり、その有機酸の炭素原子数が12以下のもの
が好ましい。また、有機酸の構造は特に限定されるもの
ではない。このような安定剤は、例えばバリウムオクト
エート、バリウムノニルフヱネート、ノンクオクトエー
ト、シフ2フ首ル7エネート、ノンフタ−シャリープチ
ルメタトルエート、カルシウムオクトエート、マグネシ
ウムオクトエート、ジブチルチンマレエート、ジオクチ
ルチンラウレートが挙げられ、これらを単独で又は二種
以上を混合して用いる。The stabilizer which is an essential component of the present invention is an organic acid metal soap, and it is preferable that the organic acid has 12 or less carbon atoms. Furthermore, the structure of the organic acid is not particularly limited. Such stabilizers include, for example, barium octoate, barium nonyl phenate, non-quoctoate, Schiff-2F-7-enate, non-phthalate butyl metatoluate, calcium octoate, magnesium octoate, dibutyl tin maleate. ate and dioctyltin laurate, and these may be used alone or in combination of two or more.
また、安定剤は、印刷インキの密着性の関係から、有機
溶媒、例えば石油エーテル、万油ベンジン、リグロイン
、ミネラルスピリット、ケロシン、トルエン、キシレン
等の脂肪族系または芳香族系の炭化水素溶媒に溶解する
ものが選択される。ここで溶解とは、沸点が250℃以
下の有機溶媒に20℃にて溶解度10以上の溶解性を示
すことをいう。In addition, due to the adhesion of the printing ink, stabilizers may be used in organic solvents, such as aliphatic or aromatic hydrocarbon solvents such as petroleum ether, benzine, ligroin, mineral spirit, kerosene, toluene, and xylene. Those that dissolve are selected. Here, dissolution refers to exhibiting solubility of 10 or more at 20°C in an organic solvent with a boiling point of 250°C or less.
安定剤の添加量は、塩化ビニル系樹脂100重量部に対
し、0.01〜5重量部、特に0.1〜3重量部の範囲
であるのが望ましい。該安定剤は上述の溶媒に溶解して
塩化ビニル系樹脂に添加してもよい。The amount of the stabilizer added is desirably in the range of 0.01 to 5 parts by weight, particularly 0.1 to 3 parts by weight, per 100 parts by weight of the vinyl chloride resin. The stabilizer may be dissolved in the above-mentioned solvent and added to the vinyl chloride resin.
本発明の組成物は、安定剤とともにトIJ7エ二ル7オ
スフアイト、オクチルノフェニル7オスファイト、トリ
ノニlし7二二7し7オスフアイト、ノイソデシル7ヱ
ニル7才スファイト、ノフェニル7才ス7すン酸等のキ
レータ−を添加するのが望ましい。金属石ケンでも、特
にバリウム場または亜鉛塩と上記7tスフアイトとの組
合せが熱安定性およびコストの点で好ましい。The composition of the present invention contains, together with stabilizers, IJ7enyl7osphite, octylnophenyl7osphite, trinonyl72277osphite, noisodecyl7enyl7osphite, nophenyl7osphite, and nophenyl7osphite. It is desirable to add a chelator such as an acid. Among metal soaps, a combination of barium field or zinc salt and the above-mentioned 7t sphite is particularly preferred from the viewpoint of thermal stability and cost.
本発明組成物の一成分である(B)二人チルは、ペンタ
エリスリトールまたはその脱水縮合ポリオールと、多塩
基酸及び炭素原子数12〜24の、好ましくは14〜2
4の脂肪酸の二種類の混合酸とを反応せしめて得られた
ものである。(B) Nijinchiru, which is one component of the composition of the present invention, contains pentaerythritol or its dehydrated condensed polyol, a polybasic acid, and a carbon atom number of 12 to 24, preferably 14 to 2.
It is obtained by reacting two types of mixed acids of No. 4 fatty acids.
ペンタエリスリトールまたはその脱水縮合ポリオール類
は、次の一般式で表わされる構造を有している。Pentaerythritol or its dehydration condensation polyols has a structure represented by the following general formula.
[式中、nは0または1以上の整数を示す]−形式で表
わされるm遺のうちでも nが1であるジペンタエリス
リトールを主成分としたエステルを使用するのが印刷イ
ンキの密着性の点で望ましい。ジペンタエリスリトール
1よ、ペンタエリスリトールの脱水縮合によって得られ
るが、製造過程でn =2.3のものも若干副生するが
、エステル製造に際しでは副生物を分離することなく使
用してもよい。[In the formula, n represents an integer of 0 or 1 or more] - Among the m elements expressed in the form, it is best to use an ester mainly composed of dipentaerythritol, where n is 1, because it improves the adhesion of printing ink. desirable in that respect. Dipentaerythritol 1 is obtained by dehydration condensation of pentaerythritol, and some of the product with n = 2.3 is produced as a by-product during the production process, but it may be used without separating the by-products during ester production.
多塩基酸としては、コハク酸、グルタル酸、アノピン酸
、セパチン酸、7タル酸、イソフタル酸、テレフタル酸
、トリメリツト酸、シトラコン酸、メタコン酸、プロパ
ン−1,2,3−トリカルボン酸、クエン酸、酒石酸等
があげられ、これらの少なくとも一種が使用される。製
造されたエステルの本発明組成物に対する効果及びコス
ト等を勘案するとアノピン酸を主体としたものが好まし
い。Examples of polybasic acids include succinic acid, glutaric acid, anopic acid, cepatic acid, heptalacid, isophthalic acid, terephthalic acid, trimellitic acid, citraconic acid, methaconic acid, propane-1,2,3-tricarboxylic acid, and citric acid. , tartaric acid, etc., and at least one of these is used. Considering the effect and cost of the produced ester on the composition of the present invention, it is preferable to use an ester mainly composed of anopic acid.
脂肪酸としては、ミリスチン酸、バルミチン酸、ステア
リン酸、ベヘン酸、オレイン酸、リノール酸、すクエン
酸、ワシノール酸等が挙げられ、これらの少なくとも一
種を用いることができる。この内でも常温で固体でかつ
エステル反応生成物が固体になるものが良く、また、飽
和脂肪酸を用いるのが特に好ましい。脂肪酸の炭素原子
数が12よりも小さいと得られるエステルのべた付き防
止効果が少なく、逆に24よりも大きくなるとコスト高
になり実用的ではない。Examples of the fatty acid include myristic acid, valmitic acid, stearic acid, behenic acid, oleic acid, linoleic acid, citric acid, and wasinolic acid, and at least one of these can be used. Among these, those that are solid at room temperature and whose ester reaction product is solid are preferred, and saturated fatty acids are particularly preferred. If the number of carbon atoms in the fatty acid is less than 12, the effect of preventing the resulting ester from becoming sticky will be small, and if it is more than 24, the cost will be high, making it impractical.
多塩基酸、脂肪酸及びペンタエリスリトール又はその脱
水縮合ポリオールの使用割合は、生成工はポリオール(
以下多価アルコールという)の未反応水酸基が残るよう
に、例えば65%以下、好ましくは5〜50%の率で残
存するような範囲で決定すればよい、具体的には、多塩
基酸の酸当量数をPとすれば、多塩基酸1モルに対して
次式で表わされる多価アルコールXモルを使用するのが
好ましい。The proportions of polybasic acids, fatty acids, and pentaerythritol or their dehydrated condensation polyols are
It may be determined within a range such that unreacted hydroxyl groups of polyhydric alcohols (hereinafter referred to as polyhydric alcohols) remain, for example, at a rate of 65% or less, preferably 5 to 50%. If the number of equivalents is P, it is preferable to use X moles of polyhydric alcohol represented by the following formula per mole of polybasic acid.
1+1−≦×≦1.1P
−
そして、最終エステルの水酸基残存率は脂肪酸の添加量
によって上述の範囲になるように調節する。1+1−≦×≦1.1P − The residual rate of hydroxyl groups in the final ester is adjusted to fall within the above range by adjusting the amount of fatty acid added.
多価アルコールX景が(1+−!−)モルよりも少ない
と、多塩基酸と多価アルコールが重合してしまい塩化ビ
ニル系樹脂と相溶性のないエステルが生威し、また1、
1Pモルよりも多いと多価アルコールと脂肪酸とのみの
エステルの生成が多くなり、塩化ビニルP、樹脂に添加
した場合印刷性を低下させる。If the polyhydric alcohol
If the amount is more than 1 P mole, esters consisting only of polyhydric alcohol and fatty acid will be produced in large quantities, and when added to vinyl chloride P or resin, printability will be reduced.
また、エステル化の反応は、通常公知の方法が授mJE
k V ナラ二−■山^煽☆ル続せLp eθ7圭
−であると印刷インキの密着性が劣り、または低下し易
く、逆に65%よりも大きくなるとべた付き性が悪化す
る傾向にあり、許容範囲を超えてしまう。In addition, the esterification reaction can be carried out by a commonly known method.
k V Narani - ■ Mountain ^ Fan☆ Le Continuation Lp eθ7 Kei - If it is, the adhesion of printing ink will be poor or will tend to decrease, and conversely, if it exceeds 65%, the stickiness will tend to worsen. , exceeds the permissible range.
しかして、生成された(B)エステルの添加量は〜2重
量部の範囲にあるのが好ましく、0.05重量部よりも
少ないとべた付き防止の効果が少なく、*た2重量部を
超えると印刷適性改良の効果が小さくなる。Therefore, the added amount of the generated (B) ester is preferably in the range of ~2 parts by weight; if it is less than 0.05 parts by weight, the effect of preventing stickiness will be small, and if it exceeds 2 parts by weight. and the effect of improving printability becomes smaller.
本発明の軟質塩化ビニルP、樹脂組成物は、例えば塩化
ビニル系樹脂、可塑剤、安定剤及び上述のようにしで得
たエステル並びに必要に応じキレータ−1抗酸化剤、着
色剤、充填材等通常塩化ビニル系樹脂に混合することの
できる添加剤をそれ自体公知の混合機または混練機で均
一に混合することによって製造される。なお、安定剤は
、有機溶媒に溶解して添加するのが、組成物中に均一に
分散されるという点で望ましい態様である。The soft vinyl chloride P of the present invention and the resin composition include, for example, a vinyl chloride resin, a plasticizer, a stabilizer, an ester obtained as described above, and optionally a chelator-1 antioxidant, a colorant, a filler, etc. It is usually produced by uniformly mixing additives that can be mixed with vinyl chloride resin using a known mixer or kneader. Note that it is preferable that the stabilizer is added after being dissolved in an organic solvent, since the stabilizer is uniformly dispersed in the composition.
[効果1
本発明の軟質塩化ビニル系樹脂組成物は、該組成物から
噴き出し易い安定剤が使用されていても、該安定剤が印
刷に用いるインキまたは塗料の溶剤に溶解するのでイン
キまたは塗料の密着性が良好であり、また、ペンタエリ
スリトールまたはその脱水縮合ポリオールと多塩基酸及
び脂肪酸の混合カルボン酸とのエステルが含まれている
ため、成形品表面のべた付きをも阻止し、長期間巻物状
態で放置されたフィルムであっても巻戻し性及び印刷性
が良好で2次加工性にすぐれ、生産性が大幅に向上する
。[Effect 1] Even if the soft vinyl chloride resin composition of the present invention uses a stabilizer that is easily spewed out from the composition, the stabilizer dissolves in the solvent of the ink or paint used for printing, so it can be easily used in the ink or paint. It has good adhesion and also contains an ester of pentaerythritol or its dehydrated condensed polyol and a mixed carboxylic acid of polybasic acid and fatty acid, which prevents stickiness on the surface of the molded product and allows it to be rolled for a long time. Even if the film is left unused, it has good rewinding and printing properties, excellent secondary processability, and productivity is greatly improved.
したがって、本発明の組成物は、多量に生産して溜めて
おく包装用フィルム等の被印刷素材の製造の用に供せら
れて好適である。Therefore, the composition of the present invention is suitable for use in the production of printing materials such as packaging films that are produced in large quantities and stored.
[実施例1
次に本発明の組成物を実施例にて詳述するが、本発明は
その要旨を超えない限り以下の実施例に限定されるもの
ではない。[Example 1] Next, the composition of the present invention will be explained in detail in Examples, but the present invention is not limited to the following Examples unless the gist thereof is exceeded.
なお、本発明組成物の印刷性の評価及びべた付き性の評
価は次のように行った。The printability and stickiness of the composition of the present invention were evaluated as follows.
く印刷性評価〉
軟質塩化ビニル樹脂用グラビアインキ<VCH−3、赤
、東洋インキ(株)&りをメチルエチルケトンにて2倍
に希釈し、バーコーターにて後述する方法にでSl!遺
したフィルムに室温で塗布し、乾燥した。乾燥後、セロ
ハンテープを密着し、そのテープをIMImシ、その剥
離状態で印刷性の良悪を次の5段階で評価した。なお、
フィルムは製造後40℃で1ケ月問保存されたものであ
る。Evaluation of printability> Gravure ink for soft vinyl chloride resin <VCH-3, red, manufactured by Toyo Ink Co., Ltd., was diluted twice with methyl ethyl ketone, and coated with a bar coater using the method described below. It was applied to the remaining film at room temperature and dried. After drying, a cellophane tape was attached to the tape, and the tape was then peeled off to evaluate the printability on the following five scales. In addition,
The film was stored at 40° C. for one month after production.
5 全く剥離しない。5. No peeling at all.
41/4程度が剥離する。Approximately 41/4 peels off.
31/2程度が剥離する。Approximately 31/2 peels off.
23/4程度が剥離する。Approximately 23/4 peels off.
1 全面にわたって剥離する。1 Peel off the entire surface.
くべた付き性の評価〉
幅3c曽、長さ10e稙のフィルム2枚を重ね合せ、・
荷重5kgのゴムローラーで圧着後40℃で1時間加温
する。20℃の温度で1時間冷却し、万能型引張試験機
にて180℃剥離試験を行う。Evaluation of stickiness> Two films with a width of 3cm and a length of 10cm are stacked together,
After crimping with a rubber roller with a load of 5 kg, it was heated at 40°C for 1 hour. Cool at a temperature of 20°C for 1 hour, and perform a 180°C peel test using a universal tensile tester.
安定剤B: た長さ40mm開で平均剥離力をチャートから求める。Stabilizer B: Determine the average peeling force from the chart at a length of 40 mm.
実施例1〜13、比較例1〜4
以下の実施例に用いた安定剤及びエステルは次のように
して調整した。Examples 1 to 13, Comparative Examples 1 to 4 The stabilizers and esters used in the following examples were prepared as follows.
く安定剤〉
安定剤A:
ミネラルスピリッツにバリウムノニ
ル7エネート、ノンフタ−シャリー
プチルメタトルエート及びトリス7
二ルフエニル7オス7アイトヲ溶解
した。成分ILr&は、それぞれ38.5%、21%、
6.5%及び34%であ
り、安定剤成分が27.5%である6
ミネラルスピリツツ(23%)及びト
ルエン(20%)にバリウムオクトエ
−)(16%〉、ノンクオクトエート
(7%)及びトリ7ヱニル7オスフア
イト(34%)を溶解した。カッコ内
は各成分の含有量を示し、安定剤或
くエステルの合成法〉
ジペンタエリスリトール254g(1モル)にアジピン
fi73g(0,5モル)及びステアリン酸1136g
(4モル)を加えて加熱し、内温200へ・230℃で
攪拌下に脱水反応を行った。15時間反応後120℃ま
で冷却しψ過を行い室温まで冷却した。得られたエステ
ルは白色固体であり、融点40〜80℃、水酸基残存率
16%であった。Stabilizer A: Barium nonyl 7-enate, non-phthalate butyl metatoluate and tris-7-nylphenyl 7-mole-7-ite were dissolved in mineral spirits. The components ILr& are 38.5%, 21%, respectively.
6.5% and 34%, and the stabilizer component is 27.5%. 6 Mineral spirits (23%) and toluene (20%), barium octoate (16%), non-quoctoate ( 7%) and tri-7enyl 7-osphite (34%).The content in parentheses indicates the content of each component.Synthesis method of stabilizer or ester> Dipentaerythritol 254g (1 mol) was dissolved with adipine fi73g (0%). , 5 mol) and stearic acid 1136 g
(4 mol) was added and heated, and the dehydration reaction was carried out with stirring at an internal temperature of 200 and 230°C. After reacting for 15 hours, the mixture was cooled to 120°C, passed through ψ filtration, and cooled to room temperature. The obtained ester was a white solid with a melting point of 40 to 80°C and a residual rate of hydroxyl groups of 16%.
また、上述と同様の方法にて脂肪酸の仕込比または脂肪
酸の種類を換えて各種エステルを合成し、第1表にまと
めて記した。In addition, various esters were synthesized in the same manner as described above by changing the feed ratio of fatty acids or the type of fatty acids, and are summarized in Table 1.
なお、ジペンタエリスリトールは、市販品(融点205
;、〜224℃、水酸基38へ、40%)を使1.j:
用しr:、′::、’1
第
表
本水酸基残存率:
塩化ビール樹脂(平均重合度1100) 1. O0
重量部ノー2−エチルへキシル7クレー)33//エポ
キシ化大豆油 2 〃安定剤Aまた
はB(溶液として) 2 〃各種エステル
pJ2表に記fa量の配合物をがラスビー
カー内に混合し、直径8インチの2本ロールを用い、ロ
ール表面温度165℃で5分間混練し、その後フィルム
厚味0.1論−となるようにロール間隔を11整し、0
、1 mm厚のフィルムを成形した。該フィルムにつ
いて印刷性及びべた付き性の評価を行って第2表に示し
た。Note that dipentaerythritol is a commercially available product (melting point 205
;, ~224°C, to hydroxyl group 38, 40%) 1. j: used r:,'::,'1 Table hydroxyl group residual rate: Chlorinated beer resin (average degree of polymerization 1100) 1. O0
Part by weight No. 2-ethylhexyl 7 clay) 33//Epoxidized soybean oil 2 Stabilizer A or B (as a solution) 2 Various esters
The formulation with the fa amount shown in the pJ2 table was mixed in a lath beaker and kneaded for 5 minutes at a roll surface temperature of 165°C using two rolls with a diameter of 8 inches, and then the film thickness was adjusted to 0.1 theory. Adjust the roll spacing to 11 and set it to 0.
, a 1 mm thick film was formed. The printability and stickiness of the film were evaluated and shown in Table 2.
また比較のためエステルを加えなかったもの及び粉末安
定剤を併用してエステルを加えなかったものについて上
記実施例と同様にしてフィルムを成形し、評価した。安
定剤を添加しないものは、熱分解しロール加工ができな
かった。For comparison, films were molded and evaluated in the same manner as in the above Examples, with respect to films in which no ester was added and films in which a powder stabilizer was used in combination and no ester was added. Those without added stabilizers were thermally decomposed and could not be rolled.
第 2 表 安定剤 種類 二 合成 No。Table 2 stabilizer kinds two synthesis No.
ステル
添加量
(重量部〉
印刷性
べた
付き性
(g/3cm>
実
;:)
〜
〜
〜
〃
〜
0.04
0.1
0.3
0.7
1.5
0.3
八〇
5
5
0
0
本
Ba−8t:
Zn=St:
バリウムステアレート
ノンクステ7レート
0.3重量部
0.3重量部
第2表の結果から明らかなように、本発明の組成物は印
刷性及びべた付き性の両者が共に改良されていることが
わかる。Added amount of Stell (parts by weight) Printability (g/3cm>Actual;:) ~ ~ ~ ~ 0.04 0.1 0.3 0.7 1.5 0.3 805 5 0 0 Book Ba-8t: Zn=St: Barium Stearate Nonxterate 0.3 parts by weight 0.3 parts by weight As is clear from the results in Table 2, the composition of the present invention has excellent printability and stickiness. It can be seen that both have been improved.
Claims (1)
び(B)ペンタエリスリトールまたはその脱水縮合ポリ
オールと、多塩基酸及び炭素原子数12〜24の脂肪酸
の混合物とを反応せしめて得られるエステル を含有してなる軟質塩化ビニル系樹脂組成物。(1) Obtained by reacting (A) an organic acid metal soap having 12 or less carbon atoms and (B) pentaerythritol or its dehydration condensation polyol with a mixture of a polybasic acid and a fatty acid having 12 to 24 carbon atoms. A soft vinyl chloride resin composition containing an ester.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP28220089A JPH03143943A (en) | 1989-10-30 | 1989-10-30 | Plasticized vinyl chloride resin composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP28220089A JPH03143943A (en) | 1989-10-30 | 1989-10-30 | Plasticized vinyl chloride resin composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH03143943A true JPH03143943A (en) | 1991-06-19 |
Family
ID=17649372
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP28220089A Pending JPH03143943A (en) | 1989-10-30 | 1989-10-30 | Plasticized vinyl chloride resin composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH03143943A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2000178394A (en) * | 1998-12-16 | 2000-06-27 | Shin Etsu Polymer Co Ltd | Vinyl chloride resin composition |
CN112693198A (en) * | 2021-01-20 | 2021-04-23 | 浙江新洁新材料科技有限公司 | High-temperature-resistant high-pressure-resistant hose and production process thereof |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5569639A (en) * | 1978-11-16 | 1980-05-26 | Kyodo Yakuhin Kk | Stabilization of chlorine-containing resin |
-
1989
- 1989-10-30 JP JP28220089A patent/JPH03143943A/en active Pending
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5569639A (en) * | 1978-11-16 | 1980-05-26 | Kyodo Yakuhin Kk | Stabilization of chlorine-containing resin |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2000178394A (en) * | 1998-12-16 | 2000-06-27 | Shin Etsu Polymer Co Ltd | Vinyl chloride resin composition |
CN112693198A (en) * | 2021-01-20 | 2021-04-23 | 浙江新洁新材料科技有限公司 | High-temperature-resistant high-pressure-resistant hose and production process thereof |
CN112693198B (en) * | 2021-01-20 | 2022-04-12 | 浙江新洁新材料科技有限公司 | High-temperature-resistant high-pressure-resistant hose and production process thereof |
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