KR20230069472A - Plasticizer composition and vinylchloride resin composition comprising the same - Google Patents
Plasticizer composition and vinylchloride resin composition comprising the same Download PDFInfo
- Publication number
- KR20230069472A KR20230069472A KR1020210155536A KR20210155536A KR20230069472A KR 20230069472 A KR20230069472 A KR 20230069472A KR 1020210155536 A KR1020210155536 A KR 1020210155536A KR 20210155536 A KR20210155536 A KR 20210155536A KR 20230069472 A KR20230069472 A KR 20230069472A
- Authority
- KR
- South Korea
- Prior art keywords
- group
- oil
- epoxidized
- vinyl chloride
- chloride resin
- Prior art date
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- 239000004014 plasticizer Substances 0.000 title claims abstract description 83
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 title claims abstract description 64
- 239000000203 mixture Substances 0.000 title claims abstract description 47
- 239000011342 resin composition Substances 0.000 title claims abstract description 35
- -1 trimellitate compound Chemical class 0.000 claims abstract description 59
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims abstract description 10
- 150000001875 compounds Chemical class 0.000 claims description 64
- 239000000049 pigment Substances 0.000 claims description 31
- 229920005989 resin Polymers 0.000 claims description 26
- 239000011347 resin Substances 0.000 claims description 26
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 15
- 239000008158 vegetable oil Substances 0.000 claims description 15
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 12
- 239000003381 stabilizer Substances 0.000 claims description 10
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 claims description 8
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 claims description 8
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 239000000945 filler Substances 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 7
- 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 claims description 7
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 7
- 239000004604 Blowing Agent Substances 0.000 claims description 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 6
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 6
- 239000002270 dispersing agent Substances 0.000 claims description 6
- 239000004088 foaming agent Substances 0.000 claims description 6
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 6
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 6
- 239000012748 slip agent Substances 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 235000010216 calcium carbonate Nutrition 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000003549 soybean oil Substances 0.000 claims description 5
- 235000012424 soybean oil Nutrition 0.000 claims description 5
- 125000005591 trimellitate group Chemical group 0.000 claims description 5
- 239000000263 2,3-dihydroxypropyl (Z)-octadec-9-enoate Substances 0.000 claims description 4
- RZRNAYUHWVFMIP-GDCKJWNLSA-N 3-oleoyl-sn-glycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](O)CO RZRNAYUHWVFMIP-GDCKJWNLSA-N 0.000 claims description 4
- FPVVYTCTZKCSOJ-UHFFFAOYSA-N Ethylene glycol distearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOC(=O)CCCCCCCCCCCCCCCCC FPVVYTCTZKCSOJ-UHFFFAOYSA-N 0.000 claims description 4
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims description 4
- 235000019482 Palm oil Nutrition 0.000 claims description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 4
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 4
- FSEJJKIPRNUIFL-UHFFFAOYSA-N [2,2-bis(hydroxymethyl)-3-octadecanoyloxypropyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(CO)(CO)COC(=O)CCCCCCCCCCCCCCCCC FSEJJKIPRNUIFL-UHFFFAOYSA-N 0.000 claims description 4
- OCKWAZCWKSMKNC-UHFFFAOYSA-N [3-octadecanoyloxy-2,2-bis(octadecanoyloxymethyl)propyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC OCKWAZCWKSMKNC-UHFFFAOYSA-N 0.000 claims description 4
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims description 4
- 239000004359 castor oil Substances 0.000 claims description 4
- 235000019438 castor oil Nutrition 0.000 claims description 4
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 4
- 229940075507 glyceryl monostearate Drugs 0.000 claims description 4
- 239000000944 linseed oil Substances 0.000 claims description 4
- 235000021388 linseed oil Nutrition 0.000 claims description 4
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 claims description 4
- RZRNAYUHWVFMIP-UHFFFAOYSA-N monoelaidin Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-UHFFFAOYSA-N 0.000 claims description 4
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 239000002540 palm oil Substances 0.000 claims description 4
- 150000003014 phosphoric acid esters Chemical group 0.000 claims description 4
- 239000003784 tall oil Substances 0.000 claims description 4
- 235000010215 titanium dioxide Nutrition 0.000 claims description 4
- 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 claims description 3
- ORAWFNKFUWGRJG-UHFFFAOYSA-N Docosanamide Chemical compound CCCCCCCCCCCCCCCCCCCCCC(N)=O ORAWFNKFUWGRJG-UHFFFAOYSA-N 0.000 claims description 3
- UAUDZVJPLUQNMU-UHFFFAOYSA-N Erucasaeureamid Natural products CCCCCCCCC=CCCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-UHFFFAOYSA-N 0.000 claims description 3
- 235000019498 Walnut oil Nutrition 0.000 claims description 3
- 150000001733 carboxylic acid esters Chemical group 0.000 claims description 3
- 239000002666 chemical blowing agent Substances 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- UAUDZVJPLUQNMU-KTKRTIGZSA-N erucamide Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-KTKRTIGZSA-N 0.000 claims description 3
- 239000003063 flame retardant Substances 0.000 claims description 3
- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 claims description 3
- FATBGEAMYMYZAF-UHFFFAOYSA-N oleicacidamide-heptaglycolether Natural products CCCCCCCCC=CCCCCCCCC(N)=O FATBGEAMYMYZAF-UHFFFAOYSA-N 0.000 claims description 3
- 239000000344 soap Substances 0.000 claims description 3
- 239000008170 walnut oil Substances 0.000 claims description 3
- 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 claims description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 2
- 239000005995 Aluminium silicate Substances 0.000 claims description 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 2
- GWFGDXZQZYMSMJ-UHFFFAOYSA-N Octadecansaeure-heptadecylester Natural products CCCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCCCC GWFGDXZQZYMSMJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000005642 Oleic acid Substances 0.000 claims description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 2
- 235000019483 Peanut oil Nutrition 0.000 claims description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 2
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 claims description 2
- 235000021355 Stearic acid Nutrition 0.000 claims description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 2
- 235000012211 aluminium silicate Nutrition 0.000 claims description 2
- 229910052796 boron Inorganic materials 0.000 claims description 2
- 239000005388 borosilicate glass Substances 0.000 claims description 2
- 229910052793 cadmium Inorganic materials 0.000 claims description 2
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 claims description 2
- 239000000828 canola oil Substances 0.000 claims description 2
- 235000019519 canola oil Nutrition 0.000 claims description 2
- 239000006229 carbon black Substances 0.000 claims description 2
- 239000002041 carbon nanotube Substances 0.000 claims description 2
- 229910021393 carbon nanotube Inorganic materials 0.000 claims description 2
- 229910052804 chromium Inorganic materials 0.000 claims description 2
- 239000011651 chromium Substances 0.000 claims description 2
- 239000003240 coconut oil Substances 0.000 claims description 2
- 235000019864 coconut oil Nutrition 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 235000012343 cottonseed oil Nutrition 0.000 claims description 2
- 239000002385 cottonseed oil Substances 0.000 claims description 2
- 239000011521 glass Substances 0.000 claims description 2
- 239000008169 grapeseed oil Substances 0.000 claims description 2
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 claims description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 2
- 229940119170 jojoba wax Drugs 0.000 claims description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims description 2
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 claims description 2
- 239000000347 magnesium hydroxide Substances 0.000 claims description 2
- 229910001862 magnesium hydroxide Inorganic materials 0.000 claims description 2
- 239000004005 microsphere Substances 0.000 claims description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 2
- NKBWPOSQERPBFI-UHFFFAOYSA-N octadecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCCCC NKBWPOSQERPBFI-UHFFFAOYSA-N 0.000 claims description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 2
- 235000021313 oleic acid Nutrition 0.000 claims description 2
- 239000004006 olive oil Substances 0.000 claims description 2
- 235000008390 olive oil Nutrition 0.000 claims description 2
- 239000000312 peanut oil Substances 0.000 claims description 2
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 claims description 2
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 claims description 2
- 239000010491 poppyseed oil Substances 0.000 claims description 2
- 239000000377 silicon dioxide Substances 0.000 claims description 2
- 239000008117 stearic acid Substances 0.000 claims description 2
- 239000000454 talc Substances 0.000 claims description 2
- 229910052623 talc Inorganic materials 0.000 claims description 2
- 235000012222 talc Nutrition 0.000 claims description 2
- 239000004408 titanium dioxide Substances 0.000 claims description 2
- 239000002383 tung oil Substances 0.000 claims description 2
- 239000010497 wheat germ oil Substances 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 2
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 claims 2
- 239000003921 oil Substances 0.000 claims 2
- 235000019198 oils Nutrition 0.000 claims 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 1
- 150000001860 citric acid derivatives Chemical class 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 229940037312 stearamide Drugs 0.000 claims 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 abstract description 13
- 230000000704 physical effect Effects 0.000 abstract description 9
- 238000002156 mixing Methods 0.000 abstract description 5
- 239000000126 substance Substances 0.000 abstract description 4
- ZFOZVQLOBQUTQQ-UHFFFAOYSA-N Tributyl citrate Chemical compound CCCCOC(=O)CC(O)(C(=O)OCCCC)CC(=O)OCCCC ZFOZVQLOBQUTQQ-UHFFFAOYSA-N 0.000 description 36
- 239000002245 particle Substances 0.000 description 24
- KRADHMIOFJQKEZ-UHFFFAOYSA-N Tri-2-ethylhexyl trimellitate Chemical compound CCCCC(CC)COC(=O)C1=CC=C(C(=O)OCC(CC)CCCC)C(C(=O)OCC(CC)CCCC)=C1 KRADHMIOFJQKEZ-UHFFFAOYSA-N 0.000 description 19
- 238000002386 leaching Methods 0.000 description 19
- 230000000052 comparative effect Effects 0.000 description 15
- 229920001944 Plastisol Polymers 0.000 description 9
- 239000004999 plastisol Substances 0.000 description 9
- 238000006116 polymerization reaction Methods 0.000 description 9
- 239000011248 coating agent Substances 0.000 description 7
- 238000000576 coating method Methods 0.000 description 7
- 230000007423 decrease Effects 0.000 description 7
- PXGZQGDTEZPERC-UHFFFAOYSA-L cyclohexane-1,4-dicarboxylate Chemical compound [O-]C(=O)C1CCC(C([O-])=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-L 0.000 description 6
- 238000009826 distribution Methods 0.000 description 6
- BJAJDJDODCWPNS-UHFFFAOYSA-N dotp Chemical compound O=C1N2CCOC2=NC2=C1SC=C2 BJAJDJDODCWPNS-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 238000010557 suspension polymerization reaction Methods 0.000 description 6
- HORIEOQXBKUKGQ-UHFFFAOYSA-N bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate Chemical compound CC(C)CCCCCCOC(=O)C1CCCCC1C(=O)OCCCCCCC(C)C HORIEOQXBKUKGQ-UHFFFAOYSA-N 0.000 description 5
- 230000001186 cumulative effect Effects 0.000 description 5
- HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000007720 emulsion polymerization reaction Methods 0.000 description 5
- IRIAEXORFWYRCZ-UHFFFAOYSA-N Butylbenzyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 IRIAEXORFWYRCZ-UHFFFAOYSA-N 0.000 description 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 4
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Chemical compound CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 4
- 239000004806 diisononylester Substances 0.000 description 4
- 235000021056 liquid food Nutrition 0.000 description 4
- 239000008029 phthalate plasticizer Substances 0.000 description 4
- 239000004800 polyvinyl chloride Substances 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 229910052788 barium Inorganic materials 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000000598 endocrine disruptor Substances 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
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- 229920000915 polyvinyl chloride Polymers 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
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- KLUXYTDCIPYJPB-UHFFFAOYSA-N 8,12-dibutyl-9-dodecan-5-yl-10-hydroxynonadecane-8,9,10-tricarboxylic acid Chemical compound CCCCCCCC(CCCC)C(C(C(C(CCCC)CCCCCCC)(C(CCCC)CCCCCCC)C(O)=O)(C(O)=O)O)C(O)=O KLUXYTDCIPYJPB-UHFFFAOYSA-N 0.000 description 2
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 239000004803 Di-2ethylhexylphthalate Substances 0.000 description 2
- ZVFDTKUVRCTHQE-UHFFFAOYSA-N Diisodecyl phthalate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC(C)C ZVFDTKUVRCTHQE-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
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- NKHAVTQWNUWKEO-IHWYPQMZSA-N methyl hydrogen fumarate Chemical compound COC(=O)\C=C/C(O)=O NKHAVTQWNUWKEO-IHWYPQMZSA-N 0.000 description 1
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- FHSJASSJVNBPOX-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O.CCCCCCCCCCCCCCCCCC(N)=O FHSJASSJVNBPOX-UHFFFAOYSA-N 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
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- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
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- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
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- 238000010998 test method Methods 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 230000003685 thermal hair damage Effects 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- AGBVGLJAIGBYAD-UHFFFAOYSA-N tris(2-methylpropyl) 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CC(C)COC(=O)CC(O)(C(=O)OCC(C)C)CC(=O)OCC(C)C AGBVGLJAIGBYAD-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910001868 water Inorganic materials 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Images
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0016—Plasticisers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
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- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/0014—Use of organic additives
- C08J9/0023—Use of organic additives containing oxygen
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
- C08K3/013—Fillers, pigments or reinforcing additives
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- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0041—Optical brightening agents, organic pigments
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- C08K5/10—Esters; Ether-esters
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- C08K5/11—Esters; Ether-esters of acyclic polycarboxylic acids
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- 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
- C08L27/02—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 not modified by chemical after-treatment
- C08L27/04—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 not modified by chemical after-treatment containing chlorine atoms
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Abstract
Description
본 발명은 가소제 조성물 및 이를 포함하는 염화비닐 수지 조성물에 관한 것이다. 구체적으로 본 발명은 3 성분계 가소제 조성물을 포함하여 내침출성(Extraction Resistance) 및 가공성이 개선된 염화비닐 수지 조성물을 제공하고자 하는 것이다. The present invention relates to a plasticizer composition and a vinyl chloride resin composition comprising the same. Specifically, the present invention is to provide a vinyl chloride resin composition having improved extraction resistance and processability, including a three-component plasticizer composition.
염화비닐 수지는 염화비닐의 단독 중합체 및 염화비닐을 50% 이상 함유한 혼성 중합체로서, 현탁 중합과 유화 중합으로 제조되는 5대 범용 열가소성 플라스틱 수지 중의 하나이다. 그 중에서 유화 중합으로 제조되는 폴리염화비닐 수지는 가소제(Plasticizer), 안정제(Stabilizer), 충전제(Filler), 발포제(Blowing Agent), 안료(Pigment), 점도 조절제(Viscosity Depressant), 분산제(Dispersing Agent), 슬립제(Slip agent), 지당(TiO2) 및 특수한 기능을 가지는 부원료를 혼합하여 플라스티졸(Plastisol) 형태로 코팅 형성과 몰드 코팅 성형 가공법을 통해 바닥재, 벽지, 타포린, 인조피혁, 장난감, 자동차 하부 코팅재 등의 광범위한 분야에 사용되고 있다.Vinyl chloride resin is a homopolymer of vinyl chloride and a copolymer containing 50% or more of vinyl chloride, and is one of five general-purpose thermoplastic resins produced by suspension polymerization and emulsion polymerization. Among them, polyvinyl chloride resin produced by emulsion polymerization is a plasticizer, a stabilizer, a filler, a blowing agent, a pigment, a viscosity depressant, and a dispersing agent. Flooring, wallpaper, tarpaulin , artificial leather, toys, It is used in a wide range of fields such as automobile underside coating materials.
염화비닐 수지 조성물 중에서 가소제는 많은 함량을 차지하는 액상 성분이며, 이러한 가소제의 예로, 프탈레이트계 제품인 DEHP(Di-2-EthylHexyl Phthalate), DINP(Di-IsoNonyl Phthalate), DNOP(Di-N-Octyl phthalate), DIDP(Di-Iso-Decyl Phthalate), BBP(Butyl Benzyl Phthalate), DBP(Di-n-butyl phthalate)를 들 수 있으며, 특히 DINP가 널리 사용되어 왔다.In the vinyl chloride resin composition, the plasticizer is a liquid component that occupies a large content, and examples of such plasticizers include DEHP (Di-2-EthylHexyl Phthalate), DINP (Di-IsoNonyl Phthalate), and DNOP (Di-N-Octyl phthalate), which are phthalate-based products. , DIDP (Di-Iso-Decyl Phthalate), BBP (Butyl Benzyl Phthalate), and DBP (Di-n-butyl phthalate). In particular, DINP has been widely used.
그러나, 프탈레이트계 가소제는 사람의 호르몬 작용을 방해하거나 혼란시키는 내분비계 교란물질(Endocrine Disrupter)인 환경호르몬으로 의심받고 있어 사회적으로 이를 규제하려는 움직임이 점차 강화되고 있다. 이에 최근에는 프탈레이트계 가소제를 대체하기 위해 비프탈레이트계 가소제를 사용하는 예가 보고되고 있다.However, phthalate-based plasticizers are suspected of being endocrine disruptors (Endocrine Disrupter) endocrine disruptors that interfere with or disrupt human hormones, and social movements to regulate them are gradually strengthening. In recent years, an example of using a non-phthalate plasticizer to replace a phthalate plasticizer has been reported.
비프탈레이트계 가소제의 예로 DOTP를 단독 또는 DINP(Di-IsoNonyl Phthalate)와 혼합한 것을 사용하고 있는 예가 있으나, DOTP는 프탈레이트계 가소제가 아니기 때문에 환경호르몬 논쟁에서 벗어날 수는 있으나, 물성 중 내이행성이 열위하여 소비자에게 화학물질 노출 문제 및 가소제 손실로 인한 제품 내구성 저하, 유연성 저하 문제가 있을 수 있다. 가소제의 이행은 가소제가 염화비닐 수지 내에 존재하다가 시간이 지남에 따라 점차 염화비닐 수지 외부로 유출되는 현상을 의미하는바, 이는 특히 인체에 직접적인 영향을 미칠 수 있는 식품용의 병 캡 라이너(Bottle Cap liner)등에서 인체 위해성 문제가 될 소지가 있다. 또한, DOTP는 기존 프탈레이트계 가소제 대비 겔링 속도가 느려 높은 온도에서 가공이 필요하고, 이에 따라 제품의 열 손상 문제가 발생할 수 있으며, 내침출성, 내한특성이 열위한 문제가 있다. 내한특성이 열위할 경우, 냉장고에 해당 제품을 보관 시 온도가 내려감에 따라 제품의 탄성이 떨어져 라이너로써의 기능에 문제가 발생할 수 있다. As an example of a non-phthalate plasticizer, there is an example of using DOTP alone or in a mixture with DINP (Di-IsoNonyl Phthalate). However, since DOTP is not a phthalate plasticizer, it can escape from the environmental hormone controversy, but its resistance to heat transfer among physical properties For this reason, there may be a problem of exposure to chemicals and a decrease in product durability and flexibility due to loss of plasticizer. Transition of the plasticizer means that the plasticizer exists in the vinyl chloride resin and then gradually leaks out of the vinyl chloride resin over time. liner), etc., there is a possibility of becoming a problem of human harm. In addition, DOTP has a slower gelling rate than conventional phthalate-based plasticizers, so processing at high temperatures is required, which may cause thermal damage to the product, and has problems with leaching resistance and cold resistance. If the cold resistance property is inferior, when the product is stored in a refrigerator, the elasticity of the product decreases as the temperature decreases, and a problem may occur in the function as a liner.
비프탈레이트계 가소제의 또 다른 예로 사이클로헥산 디카르복실산 에스테르 계열 가소제 DINCH(Diisononyl cyclohexane-1,2-dicarboxylate)가 있다. DINCH는 DOTP와 마찬가지로 내이행성이 열위하고 겔링 속도가 느려 가공성이 열위하며 내침철성이 열위한 문제가 있다.Another example of the non-phthalate-based plasticizer is a cyclohexane dicarboxylic acid ester-based plasticizer, DINCH (Diisononyl cyclohexane-1,2-dicarboxylate). DINCH, like DOTP, has poor migration resistance, slow gelling speed, poor processability, and poor erosion resistance.
업계는 기존에 Cap liner 용도로 친환경 가소제 중 상기 살펴본 바와 같이 가공성 및 내침출성이 열위한 DOTP 및 DINCH를 사용하고 있었다. 이에, 특성이 개선된 Cap liner용 친환경 가소제 조성물 및 이를 이용하는 염화비닐수지 조성물이 필요한 실정이다. The industry has previously used DOTP and DINCH, which have poor processability and leaching resistance among eco-friendly plasticizers for cap liner use, as described above. Accordingly, there is a need for an eco-friendly plasticizer composition for a cap liner with improved properties and a vinyl chloride resin composition using the same.
본 발명은 내침출성 및 가공성이 개선된 가소제 조성물 및 이를 포함하는 염화비닐 수지 조성물을 제공하고자 한다. 구체적으로 본 발명은 Bottle cap liner 용으로 사용할 수 있는 내침출성 및 가공성이 개선된 가소제 조성물 및 이를 포함하는 염화비닐 수지 조성물을 제공하고자 한다.The present invention is to provide a plasticizer composition with improved leaching resistance and processability, and a vinyl chloride resin composition comprising the same. Specifically, the present invention is to provide a plasticizer composition with improved leaching resistance and processability that can be used for a bottle cap liner and a vinyl chloride resin composition containing the same.
본 발명은 하기 화학식 1의 사이클로헥산 1,4- 카르복실레이트 화합물, 하기 화학식 2의 트리멜리테이트 화합물 및 하기 화학식 3의 시트레이트 화합물을 포함하는, 가소제 조성물을 제공하고자 한다.An object of the present invention is to provide a plasticizer composition comprising a cyclohexane 1,4-carboxylate compound of Formula 1 below, a trimellitate compound of Formula 2 below, and a citrate compound of Formula 3 below.
[화학식 1][Formula 1]
[화학식 2][Formula 2]
[화학식 3][Formula 3]
상기 화학식 1 내지 3에서, R1 내지 R8은 각각 독립적으로 탄소수 2 내지 12의 직쇄 또는 분지쇄 알킬기이고, R9는 수소 또는 아세틸이다.In Formulas 1 to 3, R 1 to R 8 are each independently a straight-chain or branched-chain alkyl group having 2 to 12 carbon atoms, and R 9 is hydrogen or acetyl.
또한, 상기 가소제 조성물 100 중량부를 기준으로 사이클로헥산 1,4- 카르복실레이트 화합물은 40 내지 70 중량부, 트리멜리테이트 화합물은 20 내지 50 중량부, 및 시트레이트 화합물은 10 내지 20 중량부로 포함될 수 있다. 상기 가소제 조성물 100 중량부를 기준으로 트리멜리테이트 및 시트레이트 화합물의 총 중량부는 60 중량부 이하일 수 있다.In addition, 40 to 70 parts by weight of the cyclohexane 1,4-carboxylate compound, 20 to 50 parts by weight of the trimellitate compound, and 10 to 20 parts by weight of the citrate compound may be included based on 100 parts by weight of the plasticizer composition. there is. The total weight part of the trimellitate and the citrate compound based on 100 parts by weight of the plasticizer composition may be 60 parts by weight or less.
본 발명에 따른 가소제 조성물은 3 성분계 가소제 조성물로서 물성이 개선된 가소제 3성분의 최적의 혼합비를 제공할 수 있다.The plasticizer composition according to the present invention is a three-component plasticizer composition and can provide an optimal mixing ratio of three plasticizer components with improved physical properties.
또한, 본 발명은 프탈레이트계 가소제를 포함하지 않고도 물성이 개선된 친환경 염화비닐 수지 조성물을 제공할 수 있다.In addition, the present invention can provide an eco-friendly vinyl chloride resin composition having improved physical properties without including a phthalate-based plasticizer.
도 1은 본 발명 가소제 조성물이 사용되는 Bottle cap 구조를 도시한 것이다. 1 shows a bottle cap structure in which the plasticizer composition of the present invention is used.
본 발명에서, 제1, 제2 등의 용어는 다양한 구성 요소들을 설명하는데 사용되며, 상기 용어들은 하나의 구성 요소를 다른 구성 요소로부터 구별하는 목적으로만 사용된다. In the present invention, terms such as first and second are used to describe various components, and the terms are used only for the purpose of distinguishing one component from another.
또한, 본 명세서에서 사용되는 용어는 단지 예시적인 실시예들을 설명하기 위해 사용된 것으로, 본 발명을 한정하려는 의도는 아니다. 단수의 표현은 문맥상 명백하게 다르게 뜻하지 않는 한, 복수의 표현을 포함한다. 본 명세서에서, "포함하다", "구비하다" 또는 "가지다" 등의 용어는 실시된 특징, 숫자, 단계, 구성 요소 또는 이들을 조합한 것이 존재함을 지정하려는 것이지, 하나 또는 그 이상의 다른 특징들이나 숫자, 단계, 구성 요소, 또는 이들을 조합한 것들의 존재 또는 부가 가능성을 미리 배제하지 않는 것으로 이해되어야 한다.In addition, terms used in this specification are only used to describe exemplary embodiments, and are not intended to limit the present invention. Singular expressions include plural expressions unless the context clearly dictates otherwise. In this specification, terms such as "comprise", "comprise" or "having" are intended to indicate that there is an embodied feature, number, step, component, or combination thereof, but one or more other features or It should be understood that the presence or addition of numbers, steps, components, or combinations thereof is not precluded.
또한 본 발명에 있어서, 각 층 또는 요소가 각 층들 또는 요소들의 "상에" 또는 "위에" 형성되는 것으로 언급되는 경우에는 각 층 또는 요소가 직접 각 층들 또는 요소들의 위에 형성되는 것을 의미하거나, 다른 층 또는 요소가 각 층 사이, 대상체, 기재 상에 추가적으로 형성될 수 있음을 의미한다. Also, in the present invention, when each layer or element is referred to as being formed “on” or “above” each layer or element, it means that each layer or element is directly formed on each layer or element, or other This means that layers or elements may be additionally formed between each layer or on the object or substrate.
본 발명은 다양한 변경을 가할 수 있고 여러 가지 형태를 가질 수 있는 바, 특정 실시예들을 예시하고 하기에서 상세하게 설명하고자 한다. 그러나, 이는 본 발명을 특정한 개시 형태에 대해 한정하려는 것이 아니며, 본 발명의 사상 및 기술 범위에 포함되는 모든 변경, 균등물 내지 대체물을 포함하는 것으로 이해되어야 한다.Since the present invention can have various changes and various forms, specific embodiments will be exemplified and described in detail below. However, it should be understood that this is not intended to limit the present invention to the specific disclosed form, and includes all modifications, equivalents, and substitutes included in the spirit and scope of the present invention.
이하, 본 발명 실시예에 따른 가소제 조성물에 대하여 알아보고자 한다.Hereinafter, a plasticizer composition according to an embodiment of the present invention will be described.
본 발명의 가소제 조성물은 하기 화학식 1의 사이클로헥산 1,4- 카르복실레이트 화합물, 하기 화학식 2의 트리멜리테이트 화합물 및 하기 화학식 3의 시트레이트 화합물을 포함할 수 있다. 보다 구체적으로 본 발명의 가소제 조성물은 하기 화학식 1의 사이클로헥산 1,4- 카르복실레이트 화합물, 하기 화학식 2의 트리멜리테이트 화합물 및 하기 화학식 3의 시트레이트 화합물로만 이루어질 수 있다.The plasticizer composition of the present invention may include a cyclohexane 1,4-carboxylate compound of Formula 1 below, a trimellitate compound of Formula 2 below, and a citrate compound of Formula 3 below. More specifically, the plasticizer composition of the present invention may consist only of a cyclohexane 1,4-carboxylate compound of Formula 1 below, a trimellitate compound of Formula 2 below, and a citrate compound of Formula 3 below.
[화학식 1][Formula 1]
[화학식 2][Formula 2]
[화학식 3][Formula 3]
상기 화학식 1 내지 3에서, R1 내지 R8은 각각 독립적으로 탄소수 2 내지 12의 직쇄 또는 분지쇄 알킬기이고, R9는 수소 또는 아세틸이다.In Formulas 1 to 3, R 1 to R 8 are each independently a straight-chain or branched-chain alkyl group having 2 to 12 carbon atoms, and R 9 is hydrogen or acetyl.
상기 [화학식 1]에서 R1 및 R2는 각각 독립적으로 부틸기, 이소부틸기, 펜틸기, 헥실기, 헵틸기, 옥틸기, 2-에틸헥실기, 노닐기, 이소노닐기, 2-프로필헵틸기, 데실기, 또는 이소데실기이다. In [Formula 1], R 1 and R 2 are each independently a butyl group, an isobutyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a 2-ethylhexyl group, a nonyl group, an isononyl group, and a 2-propyl group. It is a heptyl group, a decyl group, or an isodecyl group.
본 발명의 일 실시예에 따르면, 가소제 조성물의 구성 성분 중 상기 사이클로헥산디카르복실레이트계 화합물은 사이클로헥산-1,4-디카르복실레이트계 화합물에, R1과 R2가 모두 2-에틸헥실기인 화합물일 수 있다. 이 화합물은 하기 [화학식 1-1]의 구조를 가지며, 디(2-에틸헥실)사이클로헥산-1,4-디카르복실레이트(di(2-ethylhexyl) cyclohexane-1,4-dicarboxylate, DEHCH)이다.According to one embodiment of the present invention, the cyclohexane dicarboxylate-based compound among the components of the plasticizer composition is a cyclohexane-1,4-dicarboxylate-based compound, R 1 and R 2 are both 2-ethyl It may be a compound that is a hexyl group. This compound has the structure of the following [Formula 1-1], di (2-ethylhexyl) cyclohexane-1,4-dicarboxylate (di (2-ethylhexyl) cyclohexane-1,4-dicarboxylate, DEHCH) am.
[화학식 1-1][Formula 1-1]
상기 DEHCH와 같은 사이클로헥산 1,4-디카르복실레이트계 화합물은 프탈레이트 및 비프탈레이트 가소제 대비 상온 및 저온 점도가 매우 낮은 특징을 가지고 있다. 사이클로헥산 1,4-디카르복실레이트계 화합물은 기존 비프탈레이트 가소제 대비 겔링 속도가 빠르기 때문에 보다 더 낮은 가공온도 조건에서 제품을 제조할 수 있으며, 수지를 가소화하는 능력, 즉 가소화 효율이 우수하여 적은 배합량으로도 동일한 경도 물성을 만족시킬 수 있다. 또한 사이클로헥산 1,4-디카르복실레이트계 화합물은 기존 프탈레이트 및 비프탈레이트 가소제 대비 내한성이 우수하다. 내한성이란 저온 유연성으로 저온에서 유연성을 유지하는 특성을 의미하며 Cap liner 용도 특성상 제품이 냉장 보관될 수 있기 때문에 내한성이 우수할수록 낮은 온도에서 유연성을 유지하여 사용에 유리하다. Cyclohexane 1,4-dicarboxylate-based compounds such as DEHCH have very low viscosity at room temperature and low temperature compared to phthalate and non-phthalate plasticizers. Cyclohexane 1,4-dicarboxylate-based compounds have a faster gelling rate than existing non-phthalate plasticizers, so products can be manufactured under lower processing temperature conditions, and the ability to plasticize the resin, that is, the plasticization efficiency is excellent Thus, the same hardness properties can be satisfied even with a small amount of mixing. In addition, cyclohexane 1,4-dicarboxylate-based compounds have excellent cold resistance compared to existing phthalate and non-phthalate plasticizers. Cold resistance refers to the characteristic of maintaining flexibility at low temperatures due to low temperature flexibility. Because the product can be stored in a refrigerator due to the nature of the cap liner application, the better the cold resistance, the more advantageous it is for use by maintaining flexibility at low temperatures.
염화비닐 수지의 가소제로서 DEHCH와 같은 사이클로헥산 1,4-디카르복실레이트계 화합물을 단독으로 사용하는 경우에도 희망하는 염화비닐 수지의 물성을 구현할 수 있으나, 다만, 사이클로헥산 1,4-디카르복실레이트계 화합물은 프탈레이트 계열 가소제 및 기존 비프탈레이트 가소제 대비 휘발 특성이 열세하여 Cap liner 제품을 온장고에 보관할 시 가소제 휘발로 인해 물성 및 내구성 열화현상이 발생할 수 있다. Even when a cyclohexane 1,4-dicarboxylate-based compound such as DEHCH is used alone as a plasticizer for vinyl chloride resin, the desired physical properties of the vinyl chloride resin can be realized. However, cyclohexane 1,4-dicarboxylate Voxylate-based compounds have poor volatilization characteristics compared to phthalate-based plasticizers and existing non-phthalate plasticizers, so when storing cap liner products in a warm storage, deterioration in physical properties and durability may occur due to volatilization of the plasticizer.
Cap liner 제품은 주로 액상 음식물을 담는 병마개에 사용되기 때문에 Cap liner 제품 내 가소제는 고분자 수지와 혼합된 가소제 중 일부가 액상으로 이동하는 추출 현상으로 인해 대부분 손실된다. 고분자 수지 내의 가소제가 음식물 내로 추출(침출)될 경우, 가소제는 인체에 섭취되어 생명활동에 직접 관여하는 내분비계의 정상적인 활동을 저해하거나 비정상적인 대사 반응을 촉발시켜 치명적인 위해를 줄 수 있다. 이 때문에 특히 Cap liner용도에서 가소제의 추출을 최대한 억제하도록 내침출성이 중요하게 고려된다. 가소제의 내침출성은 액상 음식물 모사체로 사용되는 8% Alcohol 수용액 및 n-Haptane 용매 등과 같은 용액에 염화비닐 조성물로 제조한 시트를 침지시킨 후 해당 용액에 침출된 가소제 양을 통해 평가가 가능하다.Since cap liner products are mainly used for bottle caps containing liquid foods, most of the plasticizers in cap liner products are lost due to an extraction phenomenon in which some of the plasticizers mixed with polymer resin migrate into the liquid phase. When the plasticizer in the polymer resin is extracted (leached) into food, the plasticizer can be ingested into the human body and cause fatal harm by inhibiting the normal activity of the endocrine system directly involved in life activities or by triggering abnormal metabolic reactions. For this reason, leaching resistance is considered important to suppress extraction of plasticizers as much as possible, especially in cap liner applications. The leaching resistance of the plasticizer can be evaluated by immersing a sheet made of a vinyl chloride composition in a solution such as 8% Alcohol aqueous solution and n-Haptane solvent used as a liquid food mimetic, and then leaching the plasticizer into the solution.
상기 [화학식 2]에서, R3 내지 R5는 각각 독립적으로, 부틸기, 이소부틸기, 펜틸기, 헥실기, 헵틸기, 옥틸기, 2-에틸헥실기, 노닐기, 이소노닐기, 2-프로필헵틸기, 데실기, 또는 이소데실기일 수 있다. 즉, [화학식 2]의 R3 내지 R5는 전술한 사이클로헥산 1,4-디카르복실레이트계 화합물의 치환기와 동일한 범위에서 선택될 수 있다. In [Formula 2], R 3 to R 5 are each independently a butyl group, an isobutyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a 2-ethylhexyl group, a nonyl group, an isononyl group, 2 -It may be a propylheptyl group, a decyl group, or an isodecyl group. That is, R 3 to R 5 in [Formula 2] may be selected from the same range as the substituent of the aforementioned cyclohexane 1,4-dicarboxylate compound.
본 발명의 일 실시예에 따르면, 가소제 조성물의 구성 성분 중 상기 트리멜리테이트계 화합물은 [화학식 2]의 R3 내지 R5가 모두 2-에틸헥실인 화합물일 수 있다. 이 화합물은 하기 [화학식 2-1]의 구조를 가지며, 트리에틸헥실 트리멜리테이트(Tri(2-ethylhexyl) trimellitate, TOTM)이다.According to one embodiment of the present invention, the trimellitate-based compound among the components of the plasticizer composition may be a compound in which all of R 3 to R 5 of [Formula 2] are 2-ethylhexyl. This compound has a structure represented by the following [Formula 2-1] and is tri(2-ethylhexyl) trimellitate (TOTM).
[화학식 2-1][Formula 2-1]
트리에틸헥실 트리멜리테이트(Tri(2-ethylhexyl) trimellitate, TOTM)는 점도가 매우 높으며, 겔링 속도가 매우 느려 가공성은 열위하나 내침출성 및 내 휘발특성이 우수하다.Tri(2-ethylhexyl) trimellitate (TOTM) has a very high viscosity and a very slow gelling rate and is inferior in processability, but has excellent leaching resistance and volatilization resistance.
상기 [화학식 3]의 R6 내지 R8은 각각 독립적으로 부틸기, 이소부틸기, 펜틸기, 헥실기, 헵틸기, 옥틸기 또는 2-에틸헥실기일 수 있다. 또한 R9는 수소 또는 아세틸이다.R 6 to R 8 in [Formula 3] may each independently be a butyl group, an isobutyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, or a 2-ethylhexyl group. and R 9 is hydrogen or acetyl.
상기 [화학식 3]으로 표시되는 화합물은 시트르산과 탄소수 2 내지 12개인 알코올이 에스테르 반응한 시트레이트계 화합물로서, 이론적으로 한정되는 것은 아니나, 대체로 탄소수 4개 내지 8개인 알킬 시트레이트, 더 바람직하게는 4개 내지 6개인 알킬 시트레이트일 수 있다. 상기 시트레이트 계열 화합물은 겔링이 빨라 가공성을 개선시켜주나, 점도가 높고, 점도 경시변화, 휘발특성 및 내한성이 열위하여 일정 비율 이하로 혼합하여야 한다.The compound represented by [Formula 3] is a citrate-based compound in which citric acid and an alcohol having 2 to 12 carbon atoms are esterified, and is not theoretically limited, but is generally an alkyl citrate having 4 to 8 carbon atoms, more preferably 4 to 6 alkyl citrates. The citrate-based compound improves workability due to its fast gelation, but has high viscosity, poor viscosity change over time, volatility and cold resistance, so it must be mixed at a certain ratio or less.
상기 [화학식 3]로 표시되는 화합물의 대표적인 예는, 트리부틸시트레이트(tributylcitrate), 트리이소부틸시트레이트(triisobutylcitrate), 트리(부틸옥틸)시트레이트(tri(butyloctyl)citrate), 트리옥틸시트레이트(trioctylcitrate), 트리2-에틸헥실 시트레이트(tri(2-octylcitrate) 또는 아세틸트리부틸시트레이트(acetyltributylcitrate)이다. 여기서, 트리(부틸옥틸)시트레이트는, 상기 화학식 1의 R6 내지 R8 중 일부는 부틸이고, 일부는 옥틸인 화합물들을 총칭하는 것을 의미한다.Representative examples of the compound represented by [Formula 3] are tributylcitrate, triisobutylcitrate, tri(butyloctyl)citrate, trioctylcitrate (trioctylcitrate), tri(2-octylcitrate) or acetyltributylcitrate. Here, tri(butyloctyl)citrate is selected from among R 6 to R 8 in Formula 1 It is meant to collectively refer to compounds that are part butyl and part octyl.
구체적으로 본 발명의 일 실시예에 따르면, 가소제 조성물의 구성 성분 중 상기 시트레이트계 화합물은 [화학식 3]의 R6 내지 R8이 모두 부틸기이고, R9는 수소인 화합물일 수 있다. 이 화합물은 하기 [화학식 3-1]의 구조를 가지며, 트리부틸시트레이트(Tributylcitrate, TBC)이다.Specifically, according to one embodiment of the present invention, the citrate-based compound of the components of the plasticizer composition may be a compound in [Formula 3] in which R 6 to R 8 are all butyl groups and R 9 is hydrogen. This compound has the structure of the following [Formula 3-1] and is tributylcitrate (TBC).
[화학식 3-1][Formula 3-1]
트리부틸시트레이트(Tributylcitrate, TBC)는 점도가 다소 높고 점도 경시변화율이 매우 높으나, 겔링속도가 매우 빠른 특성이 있어, TBC를 일정 비율로 혼합 시 점도 경시변화율 증가를 최소화할 수 있으면서 가공성을 개선시킬 수 있다.Tributylcitrate (TBC) has a rather high viscosity and a very high viscosity change rate over time, but has a very fast gelling rate. can
본 발명 일 실시예의 가소제 조성물은 상기 사이클로헥산 1,4- 카르복실레이트 화합물, 트리멜리테이트 화합물 및 시트레이트 화합물을 최적의 조성으로 혼합함으로써, 내침출성 및 가공성이 우수한 가소제 조성물을 제공하고자 한다. The plasticizer composition of one embodiment of the present invention is to provide a plasticizer composition with excellent leaching resistance and processability by mixing the cyclohexane 1,4-carboxylate compound, the trimellitate compound and the citrate compound in an optimal composition.
이에, 가소제 조성물 100 중량부를 기준으로 사이클로헥산 1,4- 카르복실레이트 화합물은 40 내지 70 중량부, 트리멜리테이트 화합물은 20 내지 50 중량부, 및 시트레이트 화합물은 10 내지 20 중량부로 포함할 수 있다. 상기 가소제 조성물 100 중량부를 기준으로 트리멜리테이트 및 시트레이트 화합물의 총 중량부는 60 중량부 이하일 수 있다.Accordingly, based on 100 parts by weight of the plasticizer composition, 40 to 70 parts by weight of the cyclohexane 1,4-carboxylate compound, 20 to 50 parts by weight of the trimellitate compound, and 10 to 20 parts by weight of the citrate compound may be included. there is. The total weight part of the trimellitate and the citrate compound based on 100 parts by weight of the plasticizer composition may be 60 parts by weight or less.
사이클로헥산 1,4- 카르복실레이트 화합물의 함량이 너무 적은 경우에는 플라스티졸의 점도 상승 및 점도 경시변화 열세로 인한 코팅 특성 및 내한성이 열위해질 수 있고, 함량이 너무 많은 경우에는 휘발 및 내 침출 특성이 열위해지는 문제가 있을 수 있다. 트리멜리테이트계 화합물의 함량이 너무 적은 경우에는 내침출성 및 휘발특성 개선 효과가 열위해질 수 있고, 함량이 너무 많은 경우에는, 코팅 특성, 내한성 및 가공성이 열위해 질 수 있다. 시트레이트계 화합물의 함량이 너무 적은 경우에는 가공성이 열위해 질 수 있고, 함량이 너무 많은 경우에는 점도가 높아지고 점도 경시변화가 열세해져, 코팅 특성이 열위해지고, 내한성이 열위하여 저온 제품 사용 시 문제가 발생할 수 있다. If the content of cyclohexane 1,4-carboxylate compound is too small, coating properties and cold resistance may be deteriorated due to increase in viscosity of plastisol and poor change in viscosity over time. There may be a problem in which the characteristics are inferior. If the content of the trimellitate-based compound is too small, the effect of improving leaching resistance and volatilization properties may be deteriorated, and if the content is too large, coating properties, cold resistance and workability may be deteriorated. If the content of the citrate-based compound is too small, processability may deteriorate, and if the content is too large, the viscosity increases and the change in viscosity deteriorates over time, resulting in poor coating properties and poor cold resistance, which is a problem when using low-temperature products. may occur.
또한 본 발명은 염화비닐 수지 100 중량부 및 상기 가소제 조성물 50 내지 150 중량부 및 안정제 1 내지 10 중량부를 포함하는 염화비닐 수지 조성물을 제공할 수 있다. 구체적으로 상기 가소제 조성물은 60 내지 80 중량부, 안정제는 1 내지 4 중량부 포함될 수 있다. 상기 염화비닐 수지 조성물은 본 발명에 따른 가소제 조성물을 포함함으로써, 내침출성 및 가공성이 개선될 수 있다. In addition, the present invention may provide a vinyl chloride resin composition comprising 100 parts by weight of a vinyl chloride resin, 50 to 150 parts by weight of the plasticizer composition, and 1 to 10 parts by weight of a stabilizer. Specifically, 60 to 80 parts by weight of the plasticizer composition and 1 to 4 parts by weight of the stabilizer may be included. The vinyl chloride resin composition may have improved leaching resistance and processability by including the plasticizer composition according to the present invention.
가소제 조성물의 함량이 상기 범위의 하한에 미달하는 경우에는 염화비닐 수지 조성물 또는 플라스티졸의 점도가 증가하거나 점도 경시변화가 열위해져 코팅성이 저하되거나, 내한성이 열위해져 제품을 저온에서 사용시 문제가 발생할 수 있으며, 가공성 및 내침출성 개선 효과가 열위한 문제가 있을 수 있고, 가소제 함량이 상기 범위의 상한을 초과하는 경우에는 가소제 침출 현상이 많이 발생하여 최종 성형품인 Bottle Cap 제품에서 액상 음식물로 가소제가 손실되어, 제품 내구성 열세 및 가소제 섭취량 증가로 인한 인체 유해성 우려 문제가 있을 수 있다.When the content of the plasticizer composition is less than the lower limit of the above range, the viscosity of the vinyl chloride resin composition or the plastisol increases or the change in viscosity deteriorates over time, resulting in a decrease in coating properties or poor cold resistance, resulting in problems when using the product at low temperatures. may occur, and there may be a problem in improving processability and leach resistance, and when the plasticizer content exceeds the upper limit of the above range, a lot of plasticizer leaching occurs, so that the plasticizer is used as liquid food in the final molded product, Bottle Cap product. loss, there may be concerns about harmfulness to the human body due to poor product durability and increased intake of plasticizers.
상기 염화비닐 수지는 염화비닐 단량체 단독, 또는 염화비닐 단량체 및 이와 공중합 가능한 공단량체를 중합 반응시켜 제조될 수 있는데, 이때 중합 방법은 특별히 제한되지 않으며, 현탁 중합, 미세 현탁 중합, 유화 중합 또는 시드 유화 중합 등 본 발명이 속하는 기술분야에 알려진 통상의 중합 방법에 따라 수행될 수 있다. 이중에서도 유화 중합 또는 미세 현탁 중합에 의해 제조될 경우, 다른 중합 방법에 의해 제조되는 경우와 비교하여 제조되는 염화비닐 수지의 평균 입자 크기가 작고 균일한 편이다. 미세 현탁 중합, 현탁 중합, 유화 중합 등의 서로 다른 중합 방식에 의해 제조된 염화비닐 수지 1종 이상 또는 2종 이상이 혼합되어 사용될 수 있다. The vinyl chloride resin may be prepared by a polymerization reaction of a vinyl chloride monomer alone or a vinyl chloride monomer and a comonomer copolymerizable therewith. At this time, the polymerization method is not particularly limited, and suspension polymerization, fine suspension polymerization, emulsion polymerization or seed emulsification Polymerization may be carried out according to conventional polymerization methods known in the art to which the present invention pertains. Among them, when produced by emulsion polymerization or fine suspension polymerization, the average particle size of the vinyl chloride resin produced is small and uniform compared to when produced by other polymerization methods. One or more vinyl chloride resins prepared by different polymerization methods such as fine suspension polymerization, suspension polymerization, emulsion polymerization, or a mixture of two or more may be used.
염화비닐 공중합수지에 사용 가능한 공단량체(Monomer)의 종류로는 에틸렌, 프로필렌, 부텐 등의 올레핀(olefin)류; 초산(아세테이트 Acetate) 비닐, 프로피온산 비닐, 스테아린산 비닐 등의 카르본산의 비닐 에스테르(vinyl ester)류; 메틸 비닐 에테르, 에틸 비닐 에테르, 옥틸 비닐 에테르, 라우닐 비닐 에테르 등의 알킬기를 가지는 비닐 에테르(viny ether)류; 염화 비닐리덴 등의 할로겐화 비닐리덴(vinylidene)류; 아크릴산, 메타크릴산, 푸마르산, 말레인산, 이타콘산, 무수 말레산, 무수 이타콘산 등의 불포화 카르복실산 및 이들의 산무수물; 아크릴산 메틸, 아크릴산 에틸, 말레인산 모노 메틸, 말레인산 디메틸, 말레인산 부틸벤질 등의 불포화 카르본산 에스테르(ester)류; 스티렌, α-메틸 스티렌, 디비닐 벤젠 등의 방향족 비닐 화합물; 아크릴로니트릴 등의 불포화 니트릴; 또는 디알릴 프탈레이트 등의 가교성 단량체 등을 들 수 있으며, 이들 공단량체를 단독으로 또는 2종 이상 혼합하여 사용할 수 있다.Types of comonomers usable in the vinyl chloride copolymer resin include olefins such as ethylene, propylene, and butene; vinyl esters of carboxylic acids such as vinyl acetate, vinyl propionate, and vinyl stearate; vinyl ethers having an alkyl group such as methyl vinyl ether, ethyl vinyl ether, octyl vinyl ether, and launyl vinyl ether; vinylidene halides such as vinylidene chloride; unsaturated carboxylic acids and their acid anhydrides, such as acrylic acid, methacrylic acid, fumaric acid, maleic acid, itaconic acid, maleic anhydride, and itaconic anhydride; unsaturated carboxylic acid esters such as methyl acrylate, ethyl acrylate, monomethyl maleate, dimethyl maleate, and butylbenzyl maleate; Aromatic vinyl compounds, such as styrene, (alpha)-methyl styrene, and divinyl benzene; unsaturated nitriles such as acrylonitrile; or cross-linkable monomers such as diallyl phthalate, and the like, and these comonomers may be used alone or in combination of two or more.
본 발명 일 실시예의 염화비닐 수지는 폴리비닐클로라이드(PVC)로서, 중량평균 중합도가 700 내지 1700인 것을 사용할 수 있으나, 이에 한정되는 것은 아니다. 또한 상기 염화비닐 수지의 중량평균 분자량(Mw, g/mol)은 45,000 내지 300,000일 수 있다. 상기와 같은 범위의 중합도 및 분자량을 가질 경우 분산성이 우수하고, 가소제와의 상용성이 양호하며, 플라스티졸의 가공성을 개선시킬 수 있다. 한편, 이러한 염화비닐 수지의 중량평균 분자량(Mw)은 겔투과 크로마토그래피에 의한 표준 폴리스티렌 환산 값이다.The vinyl chloride resin of one embodiment of the present invention is polyvinyl chloride (PVC), which may have a weight average degree of polymerization of 700 to 1700, but is not limited thereto. In addition, the weight average molecular weight (Mw, g / mol) of the vinyl chloride resin may be 45,000 to 300,000. When it has the degree of polymerization and molecular weight within the above ranges, it has excellent dispersibility, good compatibility with plasticizers, and can improve processability of plastisol. On the other hand, the weight average molecular weight (Mw) of this vinyl chloride resin is a standard polystyrene conversion value by gel permeation chromatography.
상기 안정제는 염화비닐 수지에서 HCl이 분리되어 발색단인 폴리엔 구조를 형성하여 주쇄의 절단, 가교 현상을 일으켜 발생하는 여러 가지 물성 변화를 예방하는 목적으로 첨가되는 것으로, Ca-Zn계 화합물, K-Zn계 화합물, Ba-Zn계 화합물, Na-Zn계 화합물, Na-K-Zn계 화합물, 유기 Tin계 화합물, 메탈릭 비누계 화합물, 페놀계 화합물, 인산 에스테르계 화합물 또는 아인산 에스테르계 화합물로 이루어진 군으로부터 선택되는 어느 하나 이상인 것을 포함한다. 본 발명에서 사용될 수 있는 안정제로 보다 구체적인 예는 Ca-Zn계 화합물; K-Zn계 화합물; Ba-Zn계 화합물; Na-Zn계 화합물; Na-K-Zn계 화합물; 유기 Tin계 화합물 머캡티드 (Mercaptide)계 화합물; 말레인산계 화합물 또는 카르복실산계 화합물과 같은 유기 Tin계 화합물; Mg-스테아레이트, Ca-스테아레이트, Pb-스테아레이트, Cd-스테아레이트, 또는 Ba-스테아레이트 등과 같은 메탈릭 비누계 화합물; 페놀계 화합물; 인산 에스테르계 화합물; 또는 아인산 에스테르계 화합물 등이며, 사용 목적에 따라 선택적으로 포함된다. 본 발명에서는 용도 특성 상 특히 Ca-Zn계 화합물을 사용하는 것이 바람직하다. The stabilizer is added for the purpose of preventing various physical property changes caused by separation of HCl from vinyl chloride resin to form a polyene structure, which is a chromophore, and cutting and crosslinking of the main chain. Ca-Zn-based compounds, K- A group consisting of Zn-based compounds, Ba-Zn-based compounds, Na-Zn-based compounds, Na-K-Zn-based compounds, organic Tin-based compounds, metallic soap-based compounds, phenol-based compounds, phosphoric acid ester-based compounds or phosphorous acid ester-based compounds It includes any one or more selected from. More specific examples of the stabilizer that can be used in the present invention are Ca-Zn-based compounds; K-Zn-based compounds; Ba-Zn-based compounds; Na-Zn-based compounds; Na-K-Zn-based compounds; Organic Tin-based compounds; Mercaptide-based compounds; organic Tin-based compounds such as maleic acid-based compounds or carboxylic acid-based compounds; metallic soap-based compounds such as Mg-stearate, Ca-stearate, Pb-stearate, Cd-stearate, or Ba-stearate; phenolic compounds; phosphoric acid ester compounds; Or a phosphorous acid ester-based compound, etc., which are optionally included depending on the purpose of use. In the present invention, it is preferable to use a Ca-Zn-based compound in view of application characteristics.
상기 안정제를 함량 범위의 하한에 미달하는 양으로 포함하는 경우에는 열 안정성이 열위해지는 문제가 발생하여, 제품이 열 분해에 의해 강도가 저하되거나, 부스러지는 등의 현상이 나타날 수 있다. 안정제를 상한을 초과하는 양으로 포함하는 경우에는 안정제가 제품 밖으로 이행되는 문제가 야기될 수 있다.When the stabilizer is included in an amount less than the lower limit of the content range, thermal stability may be deteriorated, resulting in a decrease in strength or brittleness of the product due to thermal decomposition. If the stabilizer is included in an amount exceeding the upper limit, a problem of the stabilizer migrating out of the product may be caused.
상기 염화비닐 수지 조성물은 첨가제로서, 식물성 오일 또는 에폭시화 식물성 오일을 포함하는 식물성 오일 또는 이의 유도체, 안료, 발포제, 슬립제, 충진제, 분산제, 및 점도저하제로 구성되는 군으로부터 선택되는 어느 하나 이상을 추가로 포함할 수 있다. 첨가제는 염화비닐 수지 조성물에서 향상시키고자 하는 물성에 따라 적합하게 선택될 수 있다.The vinyl chloride resin composition contains, as an additive, at least one selected from the group consisting of vegetable oils or vegetable oils including epoxidized vegetable oils or derivatives thereof, pigments, foaming agents, slip agents, fillers, dispersants, and viscosity lowering agents. can be further included. Additives may be appropriately selected according to physical properties to be improved in the vinyl chloride resin composition.
상기 식물성 오일은 대두유, 팜유, 피마자유, 코코넛유, 아마인유, 스테아르산, 올레산, 톨유, 리놀산, 및 eFAME로 이루어진 군 중에서 선택되는 어느 하나 이상을 포함할 수 있다.The vegetable oil may include at least one selected from the group consisting of soybean oil, palm oil, castor oil, coconut oil, linseed oil, stearic acid, oleic acid, tall oil, linoleic acid, and eFAME.
식물성 오일의 유도체로는 에폭시화 식물성 오일이 가장 많이 사용되며, 상기 에폭시화 식물성 오일은 에폭시화 대두유(epoxidized soybean oil), 에폭시화 피마자유(epoxidized castor oil), 에폭시화 아마인유(epoxidized linseed oil), 에폭시화 팜유(epoxidized palm oil), 에폭시화 톨유(epoxidized tall oil), 에폭시화 동유(epoxidized tung oil), 에폭시화 포도씨유(epoxidized grape seed oil), 에폭시화 올리브유(epoxidized olive oil), 에폭시화 호호바유(epoxidized jojoba oil), 에폭시화 양귀비씨유(epoxidized poppyseed oil), 에폭시화 면실유(epoxidized cottonseed oil), 에폭시화 카놀라유(epoxidized canola oil), 에폭시화 밀배아유(epoxidized wheat germ oil), 에폭시화 땅콩유(epoxidized peanut oil), 및 에폭시화 호두유(epoxidized walnut oil)로 이루어진 군으로부터 선택되는 어느 하나 이상을 포함할 수 있다. 구체적으로 본 발명 일 실시예의 에폭시화 식물성 오일은 에폭시화 대두유일 수 있다.As a derivative of vegetable oil, epoxidized vegetable oil is most commonly used, and the epoxidized vegetable oil includes epoxidized soybean oil, epoxidized castor oil, and epoxidized linseed oil. , epoxidized palm oil, epoxidized tall oil, epoxidized tung oil, epoxidized grape seed oil, epoxidized olive oil, epoxidized epoxidized jojoba oil, epoxidized poppyseed oil, epoxidized cottonseed oil, epoxidized canola oil, epoxidized wheat germ oil, epoxy It may include at least one selected from the group consisting of epoxidized peanut oil and epoxidized walnut oil. Specifically, the epoxidized vegetable oil of one embodiment of the present invention may be epoxidized soybean oil.
에폭시화 식물성 오일이 포함된 가소제 조성물은 휘발 특성이 우수하여 내열성이 개선되는 효과가 있어, 내열성이 중요한 Cap liner 용도로 사용이 적합하다. 다만, 에폭시 구조로 인해 저온 안정성이 낮아 온도가 낮을 경우 빙결의 문제가 있을 수 있고, 점도가 높기 때문에 코팅성을 저하시킬 수 있는 우려가 있어 사용에 제한이 있다. 상기 식물성 오일 또는 이의 유도체는 염화비닐 수지 100 중량부에 대하여 0 내지 50 중량부로 포함될 수 있다. The plasticizer composition containing epoxidized vegetable oil has excellent volatilization properties and has the effect of improving heat resistance, so it is suitable for use in cap liner applications where heat resistance is important. However, due to the low temperature stability due to the epoxy structure, there may be a problem of freezing when the temperature is low, and there is a concern that the coating property may be reduced due to the high viscosity, so there is a limit to its use. The vegetable oil or its derivative may be included in 0 to 50 parts by weight based on 100 parts by weight of the vinyl chloride resin.
본 발명의 충진제는 염화비닐 수지 조성물의 생산성, 건조 상태의 감촉(Dry touch)감, 일부 제품의 경우 난연특성 등을 향상시키는 목적으로 사용되며, 탄산칼슘, 탈크, 이산화티탄, 카올린, 실리카, 알루미나, 황산바륨, 수산화마그네슘, 중공 마이크로스피어 형태의 글라스버블(소다 라임 보로실리케이트 유리, Soda-lime-borosilicate glass), 붕소계 난연 처리제, 탄소 나노튜브, 나노클레이(Nano-clay)및 점토로 이루어진 군에서 선택된 1종 이상인 것을 포함한다. 바람직하게는 탄산칼슘 또는 황산바륨일 수 있다. The filler of the present invention is used for the purpose of improving the productivity of the vinyl chloride resin composition, the dry touch, and the flame retardant properties of some products, and includes calcium carbonate, talc, titanium dioxide, kaolin, silica, and alumina. , barium sulfate, magnesium hydroxide, glass bubbles in the form of hollow microspheres (Soda-lime-borosilicate glass), boron-based flame retardant treatment, carbon nanotubes, nano-clay, and a group consisting of clay It includes one or more selected from It may preferably be calcium carbonate or barium sulfate.
충진제 함량이 높을수록, 염화비닐 수지 조성물의 점도는 대체로 상승하며, 내 이행성, 치수 안정성은 개선되는 경향을 보인다. 또한, 충진제는 염화비닐수지 100 중량부에 대하여 100 중량부 이하로 포함될 수 있다. As the content of the filler increases, the viscosity of the vinyl chloride resin composition generally increases, and migration resistance and dimensional stability tend to improve. In addition, the filler may be included in an amount of 100 parts by weight or less based on 100 parts by weight of the vinyl chloride resin.
또한 상기 충진제는 입자 평균입경 (D50)이 1 내지 50㎛인 탄산칼슘일 수 있다. 상기 입자 평균 입경 Dn은 입경에 따른 입자 개수 누적 분포의 n% 지점에서의 입경을 의미한다. 즉, D50은 입경에 따른 입자 개수 누적 분포의 50% 지점에서의 입경이며, D90은 입경에 따른 입자 개수 누적 분포의 90% 지점에서의 입경을, D10은 입경에 따른 입자 개수 누적 분포의 10% 지점에서의 입경이다. 상기 Dn은 레이저 회절법(laser diffraction method)을 이용하여 측정할 수 있다. 구체적으로, 측정 대상 분말을 분산매 중에 분산시킨 후, 시판되는 레이저 회절 입도 측정 장치(예를 들어 Microtrac S3500, Mastersizer 3000)에 도입하여 입자들이 레이저빔을 통과할 때 입자 크기에 따른 회절패턴 차이를 측정하여 입도 분포를 산출한다. 측정 장치에 있어서의 입경에 따른 입자 개수 누적 분포의 10%, 50% 및 90%가 되는 지점에서의 입자 직경을 산출함으로써, D10, D50 및 D90을 측정할 수 있다.In addition, the filler may be calcium carbonate having an average particle diameter (D50) of 1 to 50 μm. The average particle diameter Dn means the particle diameter at the n% point of the cumulative distribution of the number of particles according to the particle diameter. That is, D50 is the particle size at the 50% point of the cumulative distribution of the number of particles according to the particle size, D90 is the particle size at the 90% point of the cumulative distribution of the number of particles according to the particle size, and D10 is the 10% of the cumulative distribution of the number of particles according to the particle size. is the particle diameter at the point. The Dn can be measured using a laser diffraction method. Specifically, after dispersing the powder to be measured in a dispersion medium, it is introduced into a commercially available laser diffraction particle size measuring device (e.g. Microtrac S3500, Mastersizer 3000) to measure the difference in diffraction pattern according to the particle size when the particles pass through the laser beam. to calculate the particle size distribution. D10, D50, and D90 can be measured by calculating the particle diameter at the point where it becomes 10%, 50%, and 90% of the particle number cumulative distribution according to the particle diameter in the measuring device.
본 발명의 안료는 염화비닐계 수지 조성물에 색상을 부여하기 위하여 첨가되는 것으로, 퀴나크리돈계 안료, 페릴렌계 안료, 폴리아조축합 안료, 이도인소리논계 안료, 구리프탈로시아닌계 안료, 아조계 안료, 황산바륨계 안료, 탄산칼슘계 안료, 황색산화철계 안료, 크롬계 안료, 카드뮴계 안료, 티탄화이트, 및 카본블랙으로 이루어지는 군에서 선택되는 1종 이상일 수 있다. The pigments of the present invention are added to impart color to the vinyl chloride-based resin composition, and include quinacridone-based pigments, perylene-based pigments, polyazo condensation pigments, idoinsolone-based pigments, copper phthalocyanine-based pigments, azo-based pigments, and sulfuric acid. It may be at least one selected from the group consisting of barium-based pigments, calcium carbonate-based pigments, yellow iron oxide-based pigments, chromium-based pigments, cadmium-based pigments, titanium white, and carbon black.
Cap liner용도의 경우 식품 포장재 내 사용 가능한 친환경적인 안료가 선호되며, 상기 안료는 염화비닐계 수지 100 중량부에 대하여 바람직하게는 0 내지 20 중량부, 바람직하게는 0.1 내지 15 중량부가 포함될 수 있다. 본 발명의 가소제 조성 적용 시, 가소제 내침출성이 개선되어, 안료가 처방된 제품의 경우 안료가 가소제와 함께 이동하여 현상이 현저히 줄어들 수 있다. In the case of cap liner use, environmentally friendly pigments that can be used in food packaging are preferred, and the pigment may be included in an amount of preferably 0 to 20 parts by weight, preferably 0.1 to 15 parts by weight, based on 100 parts by weight of the vinyl chloride resin. When the plasticizer composition of the present invention is applied, resistance to leaching of the plasticizer is improved, and in the case of a product in which a pigment is prescribed, the pigment migrates together with the plasticizer, and the phenomenon can be significantly reduced.
상기 발포제는 화학적 발포제, 물리적 발포제 또는 이들의 혼합물일 수 있다. 발포제는 수지 조성물의 경량화를 위하여 사용될 수 있다. 상기 화학적 발포제로는 특정온도 이상에서 분해되어 가스를 생성하는 화합물이면 특별히 제한하지 않으며, 아조디카본아미드(azodicarbonamide), 아조디이소부티로니트릴(azodiisobutyro-nitrile), 벤젠설포닐하이드라지드(benzenesulfonhydrazide), 4,4-옥시벤젠설포닐-세미카바자이드(4,4-oxybenzene sulfonyl-semicarbazide), p-톨루엔 설포닐 세미-카바자이드(p-toluene sulfonyl semi-carbazide), 바륨아조디카복실레이트(barium azodicarboxylate), N,N'-디메틸-N,N'-디니트로소테레프탈아미드(N,N'-dimethyl-N,N'-dinitrosoterephthalamide), 트리하이드라지노 트리아진(trihydrazino triazine) 등을 예로 들 수 있다. 또한 중탄산나트륨, 중탄산칼륨, 중탄산암모늄, 탄산나트륨, 탄산암모늄 등을 예로 들 수 있다. 또한, 물리적 발포제로는 이산화탄소, 질소, 아르곤, 물, 공기, 헬륨 등의 무기발포제 또는 1 내지 9개의 탄소원자를 포함하는 지방족 탄화수소화합물(Aliphatic hydrocarbon), 1 내지 3개의 탄소원자를 포함하는 지방족 알코올(Aliphatic alcohol), 1 내지 4개의 탄소원자를 포함하는 할로겐화 지방족 탄화수소화합물(Halogenated aliphatic hydrocarbon) 등의 유기발포제를 들 수 있다. 상기 발포제는 염화비닐 수지 100 중량부에 대하여 30 중량부 이하로 혼합될 수 있다.The blowing agent may be a chemical blowing agent, a physical blowing agent, or a mixture thereof. A foaming agent may be used to lighten the weight of the resin composition. The chemical blowing agent is not particularly limited as long as it is a compound that decomposes at a specific temperature or higher to generate gas, and azodicarbonamide, azodiisobutyro-nitrile, benzenesulfonhydrazide ), 4,4-oxybenzenesulfonyl-semicarbazide (4,4-oxybenzene sulfonyl-semicarbazide), p-toluene sulfonyl semi-carbazide, barium azodicarboxylate ( barium azodicarboxylate), N,N'-dimethyl-N,N'-dinitrosoterephthalamide (N,N'-dimethyl-N,N'-dinitrosoterephthalamide), trihydrazino triazine, and the like as examples. can be heard Further examples thereof include sodium bicarbonate, potassium bicarbonate, ammonium bicarbonate, sodium carbonate, and ammonium carbonate. In addition, physical blowing agents include inorganic foaming agents such as carbon dioxide, nitrogen, argon, water, air, helium, etc., aliphatic hydrocarbons containing 1 to 9 carbon atoms, and aliphatic alcohols containing 1 to 3 carbon atoms. alcohol), and organic foaming agents such as halogenated aliphatic hydrocarbons containing 1 to 4 carbon atoms. The foaming agent may be mixed in an amount of 30 parts by weight or less based on 100 parts by weight of the vinyl chloride resin.
상기 슬립제(Slip agent)는 PVC제품 밖으로 스며나와 도포되는 첨가제로 제품간 마찰을 감소시켜 코팅 용이하도록 돕거나, 표면 촉감을 개선시키고, 제품이 잘 미끄러워지도록 역할을 하는 첨가제로, 에루카아미드(Erucamide), 올레오아미드(Oleamide), 스테아로아미드(Stearamide) 및 베헤나마이드(Behenamide)로 이루어진 군 중에서 선택되는 어느 하나 이상일 수 있다. 또한, 슬립제는 염화비닐수지 100 중량부에 대하여 20 중량부 이하로 포함될 수 있고, 구체적으로 상기 종류의 슬립제 각각을 20 중량부 이하로 포함할 수도 있다.The slip agent is an additive that is applied by seeping out of the PVC product, reducing friction between products to help facilitate coating, improving surface feel, and making the product slippery. Erucamide (Erucamide), oleamide (Oleamide), stearamide (Stearamide) and behenamide (Behenamide) may be any one or more selected from the group consisting of. In addition, the slip agent may be included in an amount of 20 parts by weight or less based on 100 parts by weight of the vinyl chloride resin, and specifically, 20 parts by weight or less of each of the above types of slip agents may be included.
상기 분산제(Dispersing agent)는 표면에 흡착되어 입자 사이의 인력을 감소시키고, 재응집을 방지함으로써, 입자들의 이동을 용이하게 하고, 수지 조성물의 점도 및 거동을 안정시키는 작용을 한다. 분산능력이 우수한 산성 에스테르(Acidic ester)계 화합물이 1종 이상이 사용될 수 있다. 상기 산성 에스테르계 화합물은 염화비닐 수지에 대해 우수한 분산성을 나타낼 뿐만 아니라 배합물의 점도를 낮추는 특성으로 인해 추가적인 점도 저하 효과를 나타낼 수 있다.The dispersing agent is adsorbed on the surface to reduce the attractive force between the particles and prevent reaggregation, thereby facilitating the movement of the particles and stabilizing the viscosity and behavior of the resin composition. One or more types of acidic ester-based compounds having excellent dispersibility may be used. The acidic ester-based compound not only exhibits excellent dispersibility in the vinyl chloride resin, but also exhibits an additional viscosity lowering effect due to the property of lowering the viscosity of the formulation.
구체적으로 상기 산성 에스테르계 화합물로는 지방산 에스테르(fatty acid ester)와 같은 인산 에스테르 등의 인산 에스테르계 화합물; 스테아릴 세틸 스테아레이트(Stearyl Cetyl Stearates; CETS), 에틸렌 글리콜 디스테아레이트(Ethylene Glycol Distearate; EGDS), 글리세릴모노올레이트(GlycerylMonoOleate; GMO), 펜타에리쓰리톨 디스테아레이트(PentaErythritol Distearate; PEDS), 펜타에리쓰리톨 테트라스테아레이트 (PentaErythritol Tetrastearate; PETS), 글리세릴 모노스테아레이트(Glyceryl Monostearate; GMS), 스테아릴 스테아레이트(Stearyl Stearate), 및 디스테아릴 프탈레이트(Distearyl Pthalate)로 이루어진 군에서 선택된 어느 하나 이상일 수 있다. Specifically, the acidic ester-based compounds include phosphoric acid ester-based compounds such as phosphoric acid esters such as fatty acid esters; Stearyl Cetyl Stearates (CETS), Ethylene Glycol Distearate (EGDS), GlycerylMonoOleate (GMO), PentaErythritol Distearate (PEDS) , selected from the group consisting of PentaErythritol Tetrastearate (PETS), Glyceryl Monostearate (GMS), Stearyl Stearate, and Distearyl Pthalate can be more than one.
상기 점도 저하제는 조성물의 점도를 낮추어 가공성을 향상시킬 목적으로 사용되는 카르복실산 에스테르계 화합물로 C8-22의 카르복실산을 C8-22의 알킬기를 갖는 알코올과 에스테르 반응시켜 제조한, 하기 화학식 4로 표시되는 것일 수 있다. 하기 화학식 4에서 Ra 및 Rb는 각각 독립적으로 n-옥틸, t-부틸, n-노닐, 또는 n-데실과 같은 C8-22의 직쇄형 또는 분지형 알킬기이다. The viscosity reducing agent is a carboxylic acid ester-based compound used for the purpose of improving processability by lowering the viscosity of the composition, and is prepared by esterifying a C 8-22 carboxylic acid with an alcohol having a C 8-22 alkyl group. It may be represented by Formula 4. In Formula 4 below, Ra and Rb are each independently a C 8-22 straight-chain or branched alkyl group such as n-octyl, t-butyl, n-nonyl, or n-decyl.
Cap liner 용도에서 점도 저하제 및 분산제는 각각 염화비닐수지 100 중량부 기준 0 내지 20 중량부로 포함될 수 있다.In the use of a cap liner, the viscosity reducing agent and the dispersant may be included in an amount of 0 to 20 parts by weight based on 100 parts by weight of the vinyl chloride resin.
[화학식 4][Formula 4]
본 발명에 따른 염화비닐 수지 조성물은 염화비닐 수지, 가소제 및 선택적으로 첨가제를 사용하여 당업계에 일반적으로 알려진 방법에 의하여 제조될 수 있고, 그 방법에 있어서 특별히 한정하지 않는다.The vinyl chloride resin composition according to the present invention may be prepared by a method generally known in the art using a vinyl chloride resin, a plasticizer, and optionally an additive, and the method is not particularly limited.
이하, 발명의 이해를 돕기 위하여 바람직한 실시예들이 제시된다. 그러나 하기의 실시예들은 발명을 예시하기 위한 것일 뿐, 발명을 이들만으로 한정하는 것은 아니다.Hereinafter, preferred embodiments are presented to aid understanding of the invention. However, the following examples are only for exemplifying the invention and are not intended to limit the invention only to these.
실험예 1Experimental Example 1
가소제는 하기 표 1 및 2의 혼합비인 것, 염화비닐 수지로는 중량평균 중합도 1,600, 중량평균분자량 120,000 내지 150,000인 것, 열 안정제로는 Ca/Zn 계열 복합 안정제를 사용하였다. 염화비닐 수지 100 중량부에 대하여 가소제 60 중량부, 열 안정제 3 중량부를 포함하는 플라스티졸(Plastisol)을 제조하였다. 표 1 가소제 혼합에 따른 플라스티졸의 점도, 겔링 속도, 내침출성을 평가하였다. 각각의 평가 방식은 하기와 같다.A plasticizer having a mixing ratio of Tables 1 and 2 below, a vinyl chloride resin having a weight average polymerization degree of 1,600 and a weight average molecular weight of 120,000 to 150,000, and a Ca/Zn-based composite stabilizer as a heat stabilizer were used. Plastisol containing 60 parts by weight of a plasticizer and 3 parts by weight of a heat stabilizer based on 100 parts by weight of a vinyl chloride resin was prepared. Table 1 The viscosity, gelling rate, and leaching resistance of plastisol according to the plasticizer mixture were evaluated. Each evaluation method is as follows.
(1) 점도 (1) Viscosity
실시예 1 내지 3 및 비교예 1 내지 4의 조성의 화합물들을 Mathis mixer를 사용하여 10분간 1,000rpm의 속도로 혼합하여 염화비닐수지 조성물 플라스티졸을 제조하고, 이후 25℃의 조건에서 1시간 동안 Aging 후 Brookfield 점도계로 점도를 측정하였다. The compounds of Examples 1 to 3 and Comparative Examples 1 to 4 were mixed using a Mathis mixer at a speed of 1,000 rpm for 10 minutes to prepare a plastisol of a vinyl chloride resin composition, and then at 25° C. for 1 hour. After aging, the viscosity was measured with a Brookfield viscometer.
(2) 점도 경시 변화율(2) Viscosity change rate over time
점도 경시 변화율은 염화비닐수지 조성물 플라스티졸을 제조한 지 1일 후에 다시 점도를 측정하여 해당 점도값을 초기 점도값으로 나눈 값을 의미한다.The viscosity change rate over time means a value obtained by dividing the viscosity value by the initial viscosity value by measuring the viscosity again one day after the vinyl chloride resin composition plastisol is prepared.
(3) 겔링 속도(3) gelling rate
실시예 1 내지 3 및 비교예 1 내지 4로부터 제조된 염화비닐 수지 조성물(플라스티졸)을 SVNC(Scanning vibrating needle curemeter)장비를 이용하여 110℃에서 겔링 속도를 측정하였다. SVNC 장비에서 플라스티졸의 겔링이 진행될수록 진폭(amplitude)이 감소하는데 이의 감소 속도를 이용하여 겔링 속도를 비교 측정하였으며, 그 결과를 점수화하여 평가하였다(매우 우수 5>4>3>2>1 매우 열세).The gelling rate of the vinyl chloride resin compositions (plastisols) prepared from Examples 1 to 3 and Comparative Examples 1 to 4 was measured at 110° C. using SVNC (Scanning vibrating needle curemeter) equipment. As plastisol gelling proceeds in SVNC equipment, the amplitude decreases. The gelling rate was measured and compared using the decrease rate, and the results were evaluated by scoring (very good 5>4>3>2>1 very thirteen).
(4) 내침출성 (4) Leaching resistance
가소제의 내 침출성은 액상 음식물 모사체로 사용되는 n-Haptane에 염화비닐 조성물로 제조한 시트를 각각 20℃, 30분 침지시킨 후 시트의 무게 변화값을 통해 가소제 간 내 침출성을 비교하였다.The leaching resistance of plasticizers was compared between the plasticizers through the weight change value of the sheets after immersing the sheets made of the vinyl chloride composition in n-Haptane, which is used as a liquid food mimetic, at 20 ℃ for 30 minutes, respectively.
(5) 내한성(5) cold resistance
LTB(Low temperature brittleness) 저온 취화온도 측정을 통해 내한성 평가하였다. 시료의 온도를 낮추면서, 망치로 시료에 충격을 가해 시료가 깨지는 온도를 측정하였다. 여기서, 저온 취하온도란 시료가 유연성을 잃어버리고 깨지는 순간의 온도를 의미한다. 저온 취하 온도가 낮을수록 해당 PVC제품의 내한성이 우수하다.Cold resistance was evaluated by measuring low temperature brittleness (LTB) low temperature brittleness temperature. While lowering the temperature of the sample, impact was applied to the sample with a hammer to measure the temperature at which the sample broke. Here, the low-temperature taking temperature means the temperature at the moment when the sample loses its flexibility and is broken. The lower the cold temperature, the better the cold resistance of the PVC product.
(6) 내휘발특성(6) Volatilization resistance
ISO 177 시험 방법을 응용하여 내휘발특성을 측정하였다. 30g의 가소제 시료를 200℃에서 1시간 동안 휘발시킨 후 무게 변화를 측정하였다. Volatilization resistance was measured by applying the ISO 177 test method. A 30 g plasticizer sample was volatilized at 200° C. for 1 hour, and then the weight change was measured.
TOTM 20
TBC 10DEHCH 70
TOTM 20
TBC 10
TOTM 30
TBC 10DEHC-60
TOTM 30
TBC 10
TOTM 20
TBC 20DEHC-60
TOTM 20
TBC 20
TOTM 30
TBC 20DEHCH 50
TOTM 30
TBC 20
TOTM 40
TBC 20DEHCH 40
TOTM 40
TBC 20
TOTM 50
TBC 10DEHCH 40
TOTM 50
TBC 10
TOTM 70DEHC-30
TOTM 70
TOTM 30DEHCH 70
TOTM 30
TBC 10DEHCH 80 TOTM 10
TBC 10
TOTM 50
TBC 20DEHC-30
TOTM 50
TBC 20
TOTM 60
TBC 10DEHC-30
TOTM 60
TBC 10
TOTM 10
TBC 20DEHCH 70
TOTM 10
TBC 20
TOTM 20
TBC 30DEHCH 50
TOTM 20
TBC 30
TOTM 40
TBC 5DEHCH 55
TOTM 40
TBC 5
Claims (16)
[화학식 1]
[화학식 2]
[화학식 3]
상기 화학식 1 내지 3에서,
R1 내지 R8은 각각 독립적으로 탄소수 2 내지 12의 직쇄 또는 분지쇄 알킬기이고,
R9는 수소 또는 아세틸이다.
A plasticizer composition comprising a cyclohexane 1,4-carboxylate compound of Formula 1 below, a trimellitate compound of Formula 2 below, and a citrate compound of Formula 3 below:
[Formula 1]
[Formula 2]
[Formula 3]
In Formulas 1 to 3,
R 1 to R 8 are each independently a straight or branched chain alkyl group having 2 to 12 carbon atoms;
R 9 is hydrogen or acetyl.
상기 화학식 1의 R1 및 R2는 각각 독립적으로 부틸기, 이소부틸기, 펜틸기, 헥실기, 헵틸기, 옥틸기, 2-에틸헥실기, 노닐기, 이소노닐기, 2-프로필헵틸기, 데실기, 또는 이소데실기인,
가소제 조성물.
According to claim 1,
R 1 and R 2 in Formula 1 are each independently a butyl group, an isobutyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a 2-ethylhexyl group, a nonyl group, an isononyl group, and a 2-propylheptyl group. , a decyl group, or an isodecyl group,
plasticizer composition.
상기 화학식 2의 R3 내지 R5는 각각 독립적으로, 부틸기, 이소부틸기, 펜틸기, 헥실기, 헵틸기, 옥틸기, 2-에틸헥실기, 노닐기, 이소노닐기, 2-프로필헵틸기, 데실기, 또는 이소데실기인,
가소제 조성물.
According to claim 1,
R 3 to R 5 in Formula 2 are each independently a butyl group, an isobutyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a 2-ethylhexyl group, a nonyl group, an isononyl group, and a 2-propylhep group. A ethyl group, a decyl group, or an isodecyl group,
plasticizer composition.
상기 화학식 3의 R6 내지 R8은 각각 독립적으로 부틸기, 이소부틸기, 펜틸기, 헥실기, 헵틸기, 옥틸기, 또는 2-에틸헥실기인,
가소제 조성물.
According to claim 1,
R 6 to R 8 in Formula 3 are each independently a butyl group, an isobutyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, or a 2-ethylhexyl group,
plasticizer composition.
상기 가소제 조성물 100 중량부를 기준으로 사이클로헥산 1,4- 카르복실레이트 화합물은 40 내지 70 중량부, 트리멜리테이트 화합물은 20 내지 50 중량부, 및 시트레이트 화합물은 10 내지 20 중량부로 포함되고,
상기 트리멜리테이트 및 시트레이트 화합물의 총 중량부는 60 중량부 이하인,
가소제 조성물.
According to claim 1,
40 to 70 parts by weight of a cyclohexane 1,4-carboxylate compound, 20 to 50 parts by weight of a trimellitate compound, and 10 to 20 parts by weight of a citrate compound based on 100 parts by weight of the plasticizer composition,
The total weight of the trimellitate and citrate compounds is 60 parts by weight or less,
plasticizer composition.
제1항 내지 제5항 중 어느 한 항의 가소제 조성물 50 내지 150 중량부, 및
안정제 1 내지 10 중량부를 포함하는,
염화비닐 수지 조성물.
100 parts by weight of a vinyl chloride resin and
50 to 150 parts by weight of the plasticizer composition of any one of claims 1 to 5, and
Including 1 to 10 parts by weight of a stabilizer,
A vinyl chloride resin composition.
상기 안정제는 Ca-Zn계 화합물, K-Zn계 화합물, Ba-Zn계 화합물, Na-Zn계 화합물, Na-K-Zn계 화합물, 유기 Tin계 화합물, 메탈릭 비누계 화합물, 페놀계 화합물, 인산 에스테르계 화합물 및 아인산 에스테르계 화합물로 이루어진 군으로부터 선택되는 어느 하나 이상인,
염화비닐 수지 조성물.
According to claim 6,
The stabilizer is a Ca-Zn-based compound, a K-Zn-based compound, a Ba-Zn-based compound, a Na-Zn-based compound, a Na-K-Zn-based compound, an organic Tin-based compound, a metallic soap-based compound, a phenol-based compound, phosphoric acid At least one selected from the group consisting of ester-based compounds and phosphorous acid ester-based compounds,
A vinyl chloride resin composition.
상기 염화비닐 수지 조성물은 식물성 오일 및 이의 유도체, 안료, 발포제, 슬립제, 충진제, 분산제, 및 점도저하제로 구성되는 군으로부터 선택되는 어느 하나 이상을 추가로 포함하는,
염화비닐 수지 조성물.
According to claim 6,
The vinyl chloride resin composition further comprises at least one selected from the group consisting of vegetable oils and derivatives thereof, pigments, foaming agents, slip agents, fillers, dispersants, and viscosity-lowering agents,
A vinyl chloride resin composition.
상기 식물성 오일은 대두유, 팜유, 피마자유, 코코넛유, 아마인유, 스테아르산, 올레산, 톨유, 리놀산, eFAME로 이루어진 군 중에서 선택되는 어느 하나 이상을 포함하는,
염화비닐 수지 조성물.
According to claim 8,
The vegetable oil includes at least one selected from the group consisting of soybean oil, palm oil, castor oil, coconut oil, linseed oil, stearic acid, oleic acid, tall oil, linoleic acid, and eFAME.
A vinyl chloride resin composition.
상기 식물성 오일의 유도체는 에폭시화 식물성 오일이고,
상기 에폭시화 식물성 오일은 에폭시화 대두유(epoxidized soybean oil), 에폭시화 피마자유(epoxidized castor oil), 에폭시화 아마인유(epoxidized linseed oil), 에폭시화 팜유(epoxidized palm oil), 에폭시화 톨유(epoxidized tall oil), 에폭시화 동유(epoxidized tung oil), 에폭시화 포도씨유(epoxidized grape seed oil), 에폭시화 올리브유(epoxidized olive oil), 에폭시화 호호바유(epoxidized jojoba oil), 에폭시화 양귀비씨유(epoxidized poppyseed oil), 에폭시화 면실유(epoxidized cottonseed oil), 에폭시화 카놀라유(epoxidized canola oil), 에폭시화 밀배아유(epoxidized wheat germ oil), 에폭시화 땅콩유(epoxidized peanut oil), 및 에폭시화 호두유(epoxidized walnut oil)로 이루어진 군으로부터 선택되는 어느 하나 이상을 포함하는,
염화비닐 수지 조성물.
According to claim 8,
The derivative of the vegetable oil is an epoxidized vegetable oil,
The epoxidized vegetable oil is epoxidized soybean oil, epoxidized castor oil, epoxidized linseed oil, epoxidized palm oil, epoxidized tall oil oil), epoxidized tung oil, epoxidized grape seed oil, epoxidized olive oil, epoxidized jojoba oil, epoxidized poppyseed oil oil), epoxidized cottonseed oil, epoxidized canola oil, epoxidized wheat germ oil, epoxidized peanut oil, and epoxidized walnut oil. walnut oil) containing at least one selected from the group consisting of
A vinyl chloride resin composition.
상기 안료는 퀴나크리돈계 안료, 페릴렌계 안료, 폴리아조축합 안료, 이도인소리논계 안료, 구리프탈로시아닌계 안료, 아조계 안료, 황산바륨계 안료, 탄산칼슘계 안료, 황색산화철계 안료, 크롬계 안료, 카드뮴계 안료, 티탄화이트, 및 카본블랙으로 이루어지는 군에서 선택되는 어느 하나 이상인,
염화비닐 수지 조성물.
According to claim 8,
The pigments are quinacridone-based pigments, perylene-based pigments, polyazo condensation pigments, isophosphoricone-based pigments, copper phthalocyanine-based pigments, azo-based pigments, barium sulfate-based pigments, calcium carbonate-based pigments, yellow iron oxide-based pigments, and chromium-based pigments. , At least one selected from the group consisting of cadmium-based pigments, titanium white, and carbon black,
A vinyl chloride resin composition.
상기 발포제는 화학적 발포제, 물리적 발포제 또는 이들의 혼합물인,
염화비닐 수지 조성물.
According to claim 8,
The blowing agent is a chemical blowing agent, a physical blowing agent, or a mixture thereof,
A vinyl chloride resin composition.
상기 슬립제는 에루카아미드(Erucamide), 올레오아미드(Oleamide), 스테아로아미드(Stearamide) 및 베헤나마이드(Behenamide)로 이루어진 군에서 선택되는 어느 하나 이상인,
염화비닐 수지 조성물.
According to claim 8,
The slip agent is at least one selected from the group consisting of erucamide, oleamide, stearamide and behenamide,
A vinyl chloride resin composition.
상기 충진제는 탄산칼슘, 탈크, 이산화티탄, 카올린, 실리카, 알루미나, 황산바륨, 수산화마그네슘, 중공 마이크로스피어 형태의 글라스버블(소다 라임 보로실리케이트 유리, Soda-lime-borosilicate glass), 붕소계 난연 처리제, 탄소 나노튜브, 나노클레이(Nano-clay) 및 점토로 이루어진 군에서 어느 하나 이상인,
염화비닐 수지 조성물.
According to claim 8,
The filler is calcium carbonate, talc, titanium dioxide, kaolin, silica, alumina, barium sulfate, magnesium hydroxide, glass bubbles in the form of hollow microspheres (soda-lime-borosilicate glass), boron-based flame retardant treatment, At least one from the group consisting of carbon nanotubes, nano-clays, and clays,
A vinyl chloride resin composition.
상기 분산제는 인산 에스테르계 화합물; 스테아릴 세틸 스테아레이트(Stearyl Cetyl Stearates; CETS), 에틸렌 글리콜 디스테아레이트(Ethylene Glycol Distearate; EGDS), 글리세릴모노올레이트(GlycerylMonoOleate; GMO), 펜타에리쓰리톨 디스테아레이트(PentaErythritol Distearate; PEDS), 펜타에리쓰리톨 테트라스테아레이트 (PentaErythritol Tetrastearate; PETS), 글리세릴 모노스테아레이트(Glyceryl Monostearate; GMS), 스테아릴 스테아레이트(Stearyl Stearate), 및 디스테아릴 프탈레이트(Distearyl Pthalate)로 이루어진 군에서 선택된 어느 하나 이상인,
염화비닐 수지 조성물.
According to claim 8,
The dispersing agent is a phosphoric acid ester-based compound; Stearyl Cetyl Stearates (CETS), Ethylene Glycol Distearate (EGDS), GlycerylMonoOleate (GMO), PentaErythritol Distearate (PEDS) , selected from the group consisting of PentaErythritol Tetrastearate (PETS), Glyceryl Monostearate (GMS), Stearyl Stearate, and Distearyl Pthalate more than one,
A vinyl chloride resin composition.
상기 점도 저하제는 카르복실산 에스테르계 화합물로 하기 화학식 4로 표시되는 것인,
염화비닐 수지 조성물:
[화학식 4]
상기 화학식 4에서 Ra 및 Rb는 각각 독립적으로 C8-22의 직쇄형 또는 분지형 알킬기이다.
According to claim 8,
The viscosity lowering agent is a carboxylic acid ester-based compound represented by the following formula (4),
Vinyl chloride resin composition:
[Formula 4]
In Formula 4, Ra and Rb are each independently a C 8-22 straight-chain or branched alkyl group.
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