JP2004256762A - Stabilized halogen-containing resin composition - Google Patents
Stabilized halogen-containing resin composition Download PDFInfo
- Publication number
- JP2004256762A JP2004256762A JP2003051403A JP2003051403A JP2004256762A JP 2004256762 A JP2004256762 A JP 2004256762A JP 2003051403 A JP2003051403 A JP 2003051403A JP 2003051403 A JP2003051403 A JP 2003051403A JP 2004256762 A JP2004256762 A JP 2004256762A
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- JP
- Japan
- Prior art keywords
- acid
- weight
- halogen
- parts
- containing resin
- 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
- 229910052736 halogen Inorganic materials 0.000 title claims abstract description 34
- 150000002367 halogens Chemical class 0.000 title claims abstract description 34
- 239000011342 resin composition Substances 0.000 title claims abstract description 18
- 239000011575 calcium Substances 0.000 claims abstract description 37
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims abstract description 32
- 229910052791 calcium Inorganic materials 0.000 claims abstract description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims abstract description 24
- 229920005989 resin Polymers 0.000 claims abstract description 17
- 239000011347 resin Substances 0.000 claims abstract description 17
- 229910052749 magnesium Inorganic materials 0.000 claims abstract description 10
- GDVKFRBCXAPAQJ-UHFFFAOYSA-A dialuminum;hexamagnesium;carbonate;hexadecahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Al+3].[Al+3].[O-]C([O-])=O GDVKFRBCXAPAQJ-UHFFFAOYSA-A 0.000 claims abstract description 9
- 229960001545 hydrotalcite Drugs 0.000 claims abstract description 9
- 229910001701 hydrotalcite Inorganic materials 0.000 claims abstract description 9
- 229910052782 aluminium Inorganic materials 0.000 claims abstract description 7
- 229910052751 metal Inorganic materials 0.000 claims description 29
- 239000002184 metal Substances 0.000 claims description 29
- 239000000203 mixture Substances 0.000 claims description 14
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 claims description 13
- 150000003839 salts Chemical class 0.000 claims description 12
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 claims description 11
- 229910020366 ClO 4 Inorganic materials 0.000 claims description 4
- 238000002845 discoloration Methods 0.000 abstract description 6
- 150000004679 hydroxides Chemical class 0.000 abstract description 3
- -1 organic acid calcium salt Chemical class 0.000 description 42
- 239000002253 acid Substances 0.000 description 18
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 16
- 239000004014 plasticizer Substances 0.000 description 15
- 239000000047 product Substances 0.000 description 13
- 229920001577 copolymer Polymers 0.000 description 12
- 239000011777 magnesium Substances 0.000 description 11
- 229910019142 PO4 Inorganic materials 0.000 description 10
- 238000004040 coloring Methods 0.000 description 10
- 235000021317 phosphate Nutrition 0.000 description 10
- 239000003381 stabilizer Substances 0.000 description 9
- 239000011701 zinc Substances 0.000 description 9
- 239000000654 additive Substances 0.000 description 7
- 239000010452 phosphate Substances 0.000 description 7
- 230000000087 stabilizing effect Effects 0.000 description 7
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 6
- 229910052788 barium Inorganic materials 0.000 description 6
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 150000002989 phenols Chemical class 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 5
- 230000002265 prevention Effects 0.000 description 5
- 150000005846 sugar alcohols Polymers 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 229910052725 zinc Inorganic materials 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
- 239000004593 Epoxy Chemical class 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 4
- 239000007983 Tris buffer Substances 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- 235000011007 phosphoric acid Nutrition 0.000 description 4
- 229920000915 polyvinyl chloride Polymers 0.000 description 4
- 239000004800 polyvinyl chloride Substances 0.000 description 4
- 229910052718 tin Inorganic materials 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical group OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 239000012965 benzophenone Substances 0.000 description 3
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 3
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 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
- 230000000052 comparative effect Effects 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 3
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 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 description 2
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 2
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- ORDRGXFSRBRQQG-UHFFFAOYSA-N 6-methylheptyl 2-sulfanylpropanoate Chemical compound CC(C)CCCCCOC(=O)C(C)S ORDRGXFSRBRQQG-UHFFFAOYSA-N 0.000 description 2
- OAOABCKPVCUNKO-UHFFFAOYSA-N 8-methyl Nonanoic acid Chemical compound CC(C)CCCCCCC(O)=O OAOABCKPVCUNKO-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- 239000006057 Non-nutritive feed additive Substances 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Chemical compound O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000005907 alkyl ester group Chemical class 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 235000001014 amino acid Nutrition 0.000 description 2
- 150000001413 amino acids Chemical group 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 2
- 239000012964 benzotriazole Substances 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 229910052793 cadmium Inorganic materials 0.000 description 2
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- JQCXWCOOWVGKMT-UHFFFAOYSA-N diheptyl phthalate Chemical compound CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC JQCXWCOOWVGKMT-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- VXGIVDFKZKMKQO-UHFFFAOYSA-L dioctyltin isooctylthioglycolate Chemical compound CCCCC(CC)COC(=O)CS[Sn](CCCCCCCC)(CCCCCCCC)SCC(=O)OCC(CC)CCCC VXGIVDFKZKMKQO-UHFFFAOYSA-L 0.000 description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 125000001841 imino group Chemical group [H]N=* 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000004611 light stabiliser Substances 0.000 description 2
- 239000000944 linseed oil Substances 0.000 description 2
- 235000021388 linseed oil Nutrition 0.000 description 2
- BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 2
- 150000002736 metal compounds Chemical class 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 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
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 150000003016 phosphoric acids Chemical class 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
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical group OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 239000013535 sea water Substances 0.000 description 2
- 239000003549 soybean oil Substances 0.000 description 2
- 235000012424 soybean oil Nutrition 0.000 description 2
- 238000013112 stability test Methods 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 229920001897 terpolymer Polymers 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 150000003751 zinc Chemical class 0.000 description 2
- PSBYTKCMGMLEAY-DFWYDOINSA-N (2s)-2-aminopentanedioic acid;2,2-bis(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)CO.OC(=O)[C@@H](N)CCC(O)=O PSBYTKCMGMLEAY-DFWYDOINSA-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
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- 229920003067 (meth)acrylic acid ester copolymer Polymers 0.000 description 1
- UKVYVZLTGQVOPX-IHWYPQMZSA-N (z)-3-aminobut-2-enoic acid Chemical compound C\C(N)=C\C(O)=O UKVYVZLTGQVOPX-IHWYPQMZSA-N 0.000 description 1
- RBNPOMFGQQGHHO-UHFFFAOYSA-N -2,3-Dihydroxypropanoic acid Natural products OCC(O)C(O)=O RBNPOMFGQQGHHO-UHFFFAOYSA-N 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- QWUWMCYKGHVNAV-UHFFFAOYSA-N 1,2-dihydrostilbene Chemical group C=1C=CC=CC=1CCC1=CC=CC=C1 QWUWMCYKGHVNAV-UHFFFAOYSA-N 0.000 description 1
- XZZWOTQMUOIIFX-UHFFFAOYSA-N 1-(2-diphenoxyphosphanyloxypropoxy)propan-2-yl diphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC(C)COCC(C)OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 XZZWOTQMUOIIFX-UHFFFAOYSA-N 0.000 description 1
- TYNRJXSHXIDFKH-UHFFFAOYSA-N 1-(4-chlorophenyl)-3-phenylpropane-1,3-dione Chemical compound C1=CC(Cl)=CC=C1C(=O)CC(=O)C1=CC=CC=C1 TYNRJXSHXIDFKH-UHFFFAOYSA-N 0.000 description 1
- CWWFKNYDPAANEP-UHFFFAOYSA-N 1-(4-methoxyphenyl)-3-phenylpropane-1,3-dione Chemical compound C1=CC(OC)=CC=C1C(=O)CC(=O)C1=CC=CC=C1 CWWFKNYDPAANEP-UHFFFAOYSA-N 0.000 description 1
- LRQGFQDEQPZDQC-UHFFFAOYSA-N 1-Phenyl-1,3-eicosanedione Chemical compound CCCCCCCCCCCCCCCCCC(=O)CC(=O)C1=CC=CC=C1 LRQGFQDEQPZDQC-UHFFFAOYSA-N 0.000 description 1
- BKUAQOCVPRDREL-UHFFFAOYSA-N 1-Phenyl-1,3-octadecanedione Chemical compound CCCCCCCCCCCCCCCC(=O)CC(=O)C1=CC=CC=C1 BKUAQOCVPRDREL-UHFFFAOYSA-N 0.000 description 1
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- CVBUKMMMRLOKQR-UHFFFAOYSA-N 1-phenylbutane-1,3-dione Chemical compound CC(=O)CC(=O)C1=CC=CC=C1 CVBUKMMMRLOKQR-UHFFFAOYSA-N 0.000 description 1
- XHLHPRDBBAGVEG-UHFFFAOYSA-N 1-tetralone Chemical compound C1=CC=C2C(=O)CCCC2=C1 XHLHPRDBBAGVEG-UHFFFAOYSA-N 0.000 description 1
- 229940114072 12-hydroxystearic acid Drugs 0.000 description 1
- OFOWUDSDZLONKT-UHFFFAOYSA-N 12-oxo-octadecanoic acid Chemical compound CCCCCCC(=O)CCCCCCCCCCC(O)=O OFOWUDSDZLONKT-UHFFFAOYSA-N 0.000 description 1
- MEZZCSHVIGVWFI-UHFFFAOYSA-N 2,2'-Dihydroxy-4-methoxybenzophenone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1O MEZZCSHVIGVWFI-UHFFFAOYSA-N 0.000 description 1
- SPWVOTAHZLTQIV-UHFFFAOYSA-N 2,2,2-tributoxyethyl dihydrogen phosphite Chemical compound CCCCOC(COP(O)O)(OCCCC)OCCCC SPWVOTAHZLTQIV-UHFFFAOYSA-N 0.000 description 1
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- MURMGSRHTPRLBT-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)propane-1,3-diol;furan-2,5-dione Chemical compound O=C1OC(=O)C=C1.OCC(CO)(CO)CO MURMGSRHTPRLBT-UHFFFAOYSA-N 0.000 description 1
- OLOQHZSCBTUIGQ-UHFFFAOYSA-L 2,2-dibutyl-1,3,2-oxathiastannolan-5-one Chemical compound CCCC[Sn]1(CCCC)OC(=O)CS1 OLOQHZSCBTUIGQ-UHFFFAOYSA-L 0.000 description 1
- GGSRTHRSSCWGGK-UHFFFAOYSA-L 2,2-dibutyl-5-hydroxy-1,3,2-dioxastannepane-4,7-dione Chemical compound CCCC[Sn]1(CCCC)OC(=O)CC(O)C(=O)O1 GGSRTHRSSCWGGK-UHFFFAOYSA-L 0.000 description 1
- RIZUCYSQUWMQLX-UHFFFAOYSA-N 2,3-dimethylbenzoic acid Chemical group CC1=CC=CC(C(O)=O)=C1C RIZUCYSQUWMQLX-UHFFFAOYSA-N 0.000 description 1
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Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【０００１】
【発明の属する技術分野】
この発明は、含ハロゲン樹脂にカルシウム含有水酸化物とハイドロタルサイト類を所定の比率で添加してなる耐熱性および耐熱着色防止性の優れた含ハロゲン樹脂組成物に関する。
【０００２】
【従来の技術】
ポリ塩化ビニルなどの含ハロゲン樹脂は、熱や光に曝された場合に脱ハロゲン化水素が起こり劣化する欠点を有し、これを解決するためにこれまで様々な熱安定剤を含ハロゲン樹脂に添加することが行われて来た。例えば、カドミウム、バリウム、カルシウム、マグネシウム、亜鉛などの有機酸金属塩を組み合わせた安定剤、鉛系或いは錫系安定剤などが知られている。これらの安定剤の中で、カドミウム、鉛などの重金属を含んだものは毒性面で問題を含んでいる。また、これらの中で毒性や環境面を考慮し組み合せたもの、例えば有機酸カルシウム塩や有機酸亜鉛塩または有機酸マグネシウム塩を用いたものは毒性面では問題がない代わりに、加工時の熱安定性が不十分であるといった問題があった。そのためにこの場合は、含ハロゲン樹脂の劣化時に発生するハロゲン化水素を捕捉する能力の高い無機化合物や、安定化能力を補足する添加剤やこれらを組み合せた添加剤の併用が提案されてきた。これらの添加剤としては、例えばハイドロタルサイト類、ゼオライト類、多価アルコール類、β−ジケントン類などがあげられる。しかしながら、これらを添加した含ハロゲン樹脂組成物の黒化までの耐熱性および耐熱着色防止性は十分なものではなかった。
【０００３】
【発明が解決しようとする課題】
この発明は、含ハロゲン樹脂組成物にカルシウム含有水酸化物とハイドロタルサイト類を所定の割合で併用添加することで、耐熱性および耐熱着色防止性の双方が改良された含ハロゲン樹脂組成物を得ようとするものである。
【０００４】
【課題を解決するための手段】
この発明は、含ハロゲン樹脂１００重量部に、下記一般式（１）
Ｃａ（１−Ｘ）ＭＸ（ＯＨ）２ （１）
（式中、ＭはＭｇおよびＡｌを表し、ｘは０．００５＜ｘ＜０．５である。）で表されるカルシウム含有水酸化物を０．０１〜１０重量部と、下記一般式（２）
Ｍ２＋ （１−Ｘ）ＡｌＸ（ＯＨ）２Ａｎ− Ｘ／ｎ・ｍＨ２Ｏ （２）
（式中、Ｍ２＋はＭｇおよび／またはＺｎを表し、Ａｎ−はＣＯ３ ２−および／またはＣｌＯ４ −を表し、ｘは０＜ｘ＜０．５、ｍは０≦ｍ＜３である。）
で表されるハイドロタルサイト類を含有し、カルシウム含有水酸化物とハイドロタルサイト類との重量比率が１対０．３から１対１９である含ハロゲン樹脂組成物（請求項１）、請求項１記載の組成物１００重量部に、さらに０．００５〜２重量部のβ−ジケトン化合物またはその金属塩を含有してなる含ハロゲン樹脂組成物（請求項２）、請求項１記載の組成物１００重量部に、さらに０．００５〜５重量部の過塩素酸金属塩を含有してなる含ハロゲン樹脂組成物（請求項３）および請求項１記載の組成物１００重量部に、０．００５〜２重量部のβ−ジケトン化合物と０．００５〜５重量部の過塩素酸金属塩を含有してなる含ハロゲン樹脂組成物（請求項４）である。即ち、この発明は、含ハロゲン樹脂組成物にカルシウム含有水酸化物とハイドロタルサイト類を重量比率で１対０．３から１対１９で併用して添加し、耐熱性および耐熱着色防止性の双方が改良された含ハロゲン樹脂組成物を得るものである。
【０００５】
【発明の実施の形態】
この発明に使用される含ハロゲン樹脂としては、例えばポリ塩化ビニル、後塩素化ポリ塩化ビニル、塩化ビニル−酢酸ビニル共重合体、塩化ビニル−エチレン共重合体、塩化ビニル−プロピレン共重合体、塩化ビニル−スチレン共重合体、塩化ビニル−イソブチレン共重合体、塩化ビニル−塩化ビニリデン共重合体、塩化ビニル−スチレン−無水マレイン酸三元共重合体、塩化ビニル−アルキルまたはシクロアルキルまたはアリールマレイミド共重合体、塩化ビニル−スチレン−アクリロニトリル三元共重合体、塩化ビニル−ブタジエン共重合体、塩化ビニル−イソプレン共重合体、塩化ビニル−塩素化プロピレン共重合体、塩化ビニル−塩化ビニリデン−酢酸ビニル三元共重合体、塩化ビニル−アクリル酸エステル共重合体、塩化ビニル−マレイン酸エステル共重合体、塩化ビニル−メタクリル酸エステル共重合体、塩化ビニル−アクリロニトリル共重合体、塩化ビニル−ウレタン共重合体、ポリ塩化ビニリデン、塩素化ポリエチレン、塩素化ポリプロピレン、ポリ臭化ビニル、ポリフッ化ビニリデンなどである。
【０００６】
上記の含ハロゲン樹脂１００重量部に次の一般式（１）
Ｃａ（１−Ｘ）ＭＸ（ＯＨ）２ （１）
（式中、ＭはＭｇおよびＡｌを表し、ｘは０．００５＜ｘ＜０．５である。）で表されるカルシウム含有水酸化物と、次の一般式（２）
Ｍ２＋ （１−Ｘ）ＡｌＸ（ＯＨ）２Ａｎ− Ｘ／ｎ・ｍＨ２Ｏ （２）
（式中、Ｍ２＋はＭｇおよび／またはＺｎを表し、Ａｎ−はＣＯ３ ２−および／またはＣｌＯ４ −を表し、ｘは０＜ｘ＜０．５、ｍは０≦ｍ＜３である。）
で表されるハイドロタルサイト類を含有するものである。
【０００７】
一般式（１）で表されるカルシウム含有水酸化物は、例えば株式会社海水化学研究所のＳＥＡＳＴＡＢ １０１Ｌ，１１１Ａ，１１３Ａのいずれかが用いられる。これらのカルシウム含有水酸化物は、含ハロゲン樹脂１００重量部に対して０．０１〜１０重量部を含有する。これが０．０１重量部未満では熱安定の効果がなく、また１０重量部を超えて含有しても熱安定効果のそれ以上の向上は望めない。
【０００８】
また、ハイドロタルサイト類は、次の一般式
Ｍ２＋ （１−Ｘ）ＡｌＸ（ＯＨ）２Ａｎ− Ｘ／ｎ・ｍＨ２Ｏ （２）
（式中、Ｍ２＋はＭｇおよび／またはＺｎを表し、Ａｎ−はＣＯ３ ２−および／またはＣｌＯ４ −を表し、ｘは０＜ｘ＜０．５で、ｍは０≦ｍ＜３である。）で表されるハイドロタルサイト類を含有するものである。上記のハイドロタルサイト類は天然品でも合成品でもよく、また高級脂肪酸、高級脂肪酸の金属塩などで表面処理したものであってもよい。
【０００９】
この発明においては、カルシウム含有水酸化物とハイドロタルサイト類との比率を１対０．３〜１対１９となるようにし、しかもカルシウム含有水酸化物を含ハロゲン樹脂１００重量部に０．０１〜１０重量部含有することによって耐熱性および耐熱着色防止性が改良されるものである。カルシウム含有水酸化物のさらに好ましい含有量は、含ハロゲン樹脂１００重量部に対して０．１〜５重量部である。
【００１０】
カルシウム含有水酸化物に対するハイドロタルサイト類の割合は、１対０．３〜１対１９となるようにするが、カルシウム含有水酸化物に対するハイドロタルサイト類の割合が１対０．３未満となると耐熱性が十分でない。また、カルシウム含有水酸化物に対するハイドロタルサイト類の割合が１対１９を超えると耐熱着色防止性が悪化する。カルシウム含有水酸化物に対するハイドロタルサイト類のさらに好ましい割合は、１対０．５〜１対４の範囲で、この範囲で含ハロゲン樹脂に含有する。
【００１１】
請求項２の発明は、請求項１の組成物１００重量部にさらに初期着色防止剤であるβ−ジケトン化合物を０．００５〜２重量部含有するものである。β−ジケトン化合物の含有量が０．００５重量部未満では初期着色防止効果が十分でなく、２重量部を超えてもそれ以上の効果が期待できない。ここで用いるβ−ジケトン化合物は、例えばデヒドロ酢酸、シクロヘキサン−１，３−ジオン、２−ベンゾイルシクロペンタノン、２−アセチルシクロヘキサノン、２−ベンゾイルシクロヘキサノン、アセチルステアロイルメタン、ベンゾイルアセトン、パルミトイルベンゾイルメタン、ステアロイルベンゾイルメタン、ジベンゾイルメタン、トリベンゾイルメタン、４−メトキシベンゾイル−ベンゾイルメタン、ビス（４−メトキシベンゾイルメタン）、４−クロロベンゾイル−ベンゾイルメタン、ベンゾイルトリフルオロアセトン、パルミトイルテトラロン、ステアロイルテトラロン、ベンゾイルテトラロンなどである。上記のβ−ジケトン化合物は金属錯塩であってもよく、錯塩を構成する金属としては、例えばナトリウム、カルシウム、バリウム、マグネシウム、アルミニウムまたは亜鉛である。
【００１２】
また、請求項３の発明は、請求項１の組成物１００重量部にさらに過塩素酸金属塩を０．００５〜５重量部含有するものである。過塩素酸金属塩の含有量が０．００５重量部未満では着色防止効果が十分でなく、５重量部を超えてもそれ以上の効果が期待できない。この過塩素酸金属塩は、例えば過塩素酸バリウム、過塩素酸ナトリウム、過塩素酸マグネシウム、過塩素酸アルミニウム、過塩素酸アンモニウムなどである。これらはグリコール錯体、水溶液、粉末などであってもよい。
【００１３】
請求項４の発明は、請求項１の組成１００重量部に、上記のβ−ジケトン化合物と過塩素酸金属塩を併用して添加するものである。ここにおける添加量はいずれも上記の範囲である。これらを併用して添加するとさらに良好な効果を得ることができる。
【００１４】
この発明では、各種の安定剤、安定化助剤、その他の添加剤を併用することが可能である。まず、安定剤としては、例えば金属石鹸系、有機錫系を使用することができる。また、安定化助剤としては、例えばスルホレン類、有機亜リン酸エステル類、有機リン酸エステル類、無機塩または無機金属化合物である。その他の添加剤としては、例えばフェノール系または含イオウアルキルエステルなどの酸化防止剤、エポキシ化合物、多価アルコールまたはこのエステル、紫外線吸収剤、光安定剤などである。これらの添加剤はその目的に応じて適宜に使用することができる。
【００１５】
なお、含ハロゲン樹脂には、その他必要に応じて可塑剤、顔料、炭酸カルシウムやクレーなどの充填剤、発泡剤、帯電防止剤、防曇剤、難燃剤、防錆剤、金属不活性剤、防黴剤、殺菌剤、プレートアウト防止剤、離型剤、粘度低下剤、界面活性剤、蛍光増白剤、表面処理剤、架橋剤、補強剤、加工助剤、滑剤などを含有させることができる。これらの中で、可塑剤としては、例えばジ−２−エチルヘキシルフタレート、ジブチルフタレート、ジイソデシルフタレート、ジ−混合−アルキル（Ｃ９−１１）フタレート、ジヘプチルフタレート、ジイソノニルフタレートなどのフタレート系可塑剤、ジ−２−エチルヘキシルアジペート、ジイソノニルアジペート、ジイソブチルアジペート、ジイソデシルアジペートなどのアジペート系可塑剤、トリ−２−エチルヘキシルトリメリテート、トリ−ｎ−オクチルトリメリテート、トリイソデシルトリメリテート、トリブチルトリメリテートなどのトリメリテート系可塑剤、ジ−２−エチルヘキシルセバケート、ジブチルセバケートなどのセバケート系可塑剤、その他ホスフェート系可塑剤、ポリエステル系可塑剤、塩素化パラフィン系可塑剤、ピロメリテート系可塑剤、エポキシ系可塑剤、シトレート系可塑剤、マレート系可塑剤、アゼレート系可塑剤、リン酸エステル系可塑剤などである。
【００１６】
上記の安定剤として用いる金属石鹸の金属は、ナトリウム、カリウム、リチウム、マグネシウム、カルシウム、バリウム、亜鉛、アルミニウムなどである。有機酸残基としては、以下のようなカルボン酸、有機リン酸類またはフェノール残基がある。カルボン酸は、炭素数１〜２２の飽和または不飽和脂肪族のカルボン酸、炭素数７〜１６の環式または複素環式カルボン酸、炭素数２〜１０のヒドロキシ酸またはアルコキシ酸であり、例えば蟻酸、酢酸、プロピオン酸、カプリル酸、オクチル酸、２−エチルヘキシル酸、ネオデカン酸、イソデカン酸、ラウリン酸、ステアリン酸、ミリスチン酸、パルミチン酸、ベヘニン酸、エポキシ化ステアリン酸、イソステアリン酸、１２−ヒドロキシステアリン酸、１２−ケトステアリン酸、オレイン酸、リシノール酸、リノール酸、リノレイン酸、グリコール酸、乳酸、ヒドロアクリル酸、α−オキシ酢酸、グリセリン酸、リンゴ酸、酒石酸、クエン酸、チオグリコール酸、メルカプトプロピオン酸、ラウリルメルカプトプロピオン酸、安息香酸、パラターシャリーブチル安息香酸、トルイル酸、ジメチル安息香酸、アミノ安息香酸、サリチル酸、アミノ酢酸、グルタミン酸、シュウ酸、コハク酸、アジピン酸、フタル酸、マレイン酸、チオジプロピオン酸などがある。
【００１７】
有機リン酸類としては、モノまたはジオクチルリン酸、モノまたはジドデシルリン酸、モノまたはジオクタデシルリン酸、モノまたはジノニルフェニルリン酸、ホスホン酸ノニルフェニルエステル、ホスホン酸ステアリルエステルなどがある。フェノール類の例としては、フェノール、ノニルフェノール、ターシャリーブチルフェノール、オクチルフェノール、イソアミノフェノール、クレゾール、キシレノール、ドデシルフェノールなどである。
【００１８】
これらのカルボン酸の金属塩化合物、有機リン酸の金属塩化合物およびアルキルフェノールの金属塩化合物は酸性塩または中性塩であってもよく、さらに塩基性塩、炭酸塩或いは過塩基性塩であってもよい。また、これら金属塩化合物の添加量は、含ハロゲン樹脂１００重量部に対し、０．１〜１０．０重量部、好ましくは０．２〜５．０重量部である。これらの金属石鹸は一種または２種以上を混合して使用することができる。
【００１９】
上記の有機錫系安定剤は、例えばジメチル錫オキサイド、ジブチル錫オキサイド、ジオクチル錫オキサイド、ジメチル錫サルファイド、ジブチル錫サルファイド、ジオクチル錫サルファイド、ジブチル錫ジラウレート、ジブチル錫ジステアレート、ジオクチル錫ジオレート、ジオクチル錫ジラウレート、ジオクチル錫ジステアレート、ジオクチル錫ビス（オレイルマレート）、ジブチル錫ビス（ステアリルマレート）、ジブチル錫マレート、ジオクチル錫マレート、ジオクチル錫ビス（ブチルマレート）、ジブチル錫−β−メルカプトプロピオネート、ジオクチル錫−β−メルカプトプロピオネート、ジブチル錫メルカプトアセテート、モノブチル錫トリス（２−エチルヘキシルメルカプトアセテート）、ジブチル錫ビス（２−エチルヘキシルメルカプトアセテート）、モノオクチル錫トリス（２−エチルヘキシルメルカプトアセテート）、ジブチル錫ビス（イソオクチルメルカプトアセテート）、ジオクチル錫ビス（イソオクチルメルカプトアセテート）、ジオクチル錫ビス（２−エチルヘキシルメルカプトアセテート）、ジメチル錫ビス（イソオクチルメルカプトプロピオネート）、モノブチル錫トリス（イソオクチルメルカプトプロピオネート）、モノオクチル錫トリス（イソオクチルメルカプトプロピオネート）などがあげられる。また、これら有機錫系安定剤の添加量は、含ハロゲン樹脂１００重量部に対し、０．０１〜１０．０重量部、好ましくは０．０５〜５．０重量部である。
【００２０】
上記有機亜リン酸エステル類は、トリアルキルホスファイト、トリアリールホスファイト、アルキルアリールホスファイト、ビスフェノール−Ａ−ホスファイト、多価アルコールホスファイト、エステル残基の有機基の一つ以上が水素原子によって置換されたアシッドホスファイトなどである。このホスファイト化合物は、例えばトリフェニルホスファイト、トリイソオクチルホスファイト、トリイソデシルホスファイト、トリイソトリデシルホスファイト、トリイソデシルチオホスファイト、トリベンジルホスファイト、トリノニルフェニルホスファイト、ジフェニルイソオクチルホスファイト、ジフェニルイソデシルホスファイト、ジフェニルトリデシルホスファイト、ジイソデシルペンタエリスリトールジホスファイト、テトラフェニルジプロピレングリコールジホスファイト、ポリ（ジプロピレングリコール）フェニルホスファイト、トリラウリルホスファイト、トリラウリルトリチオホスファイト、ジステアリルペンタエリスリトールジホスファイト、トリ−２，４−ジ−ｔ−ブチルフェニルホスファイト、２，４−ジ−ｔ−ブチルフェニルジイソデシルホスファイト、トリブトキシエチルホスファイト、４，４′−イソプロピリデンジフェニルアルキル（Ｃ１２−Ｃ１５）ジホスファイト、ヘプタキス（ジプロピレングリコール）トリスホスファイト、４，４′−ブチリデンビス（３−メチル−６−ｔ−ブチル−ジ−トリデシルホスファイト）などである。
【００２１】
その他にはサリチルホスファイトなどがあり、例えばサリチル−２−エチルヘキシルホスファイト、サリチル−ブチルホスファイト、サリチル−ベンゾイルホスファイト、サリチル−２−エチルヘキサノイルホスファイト、サリチル−ジエチルグリコールモノメチルエーテルホスファイトなどがある。
【００２２】
上記の亜リン酸エステル中の有機残基の一つ或いは二つが水素原子によって置換されたアシッドホスファイトも有効であり、例えばジフェニルアシッドホスファイト、モノフェニルアシッドホスファイト、ジイソオクチルアシッドホスファイト、モノイソオクチルアシッドホスファイト、ジトリデシルアシッドホスファイト、ジベンジルアシッドホスファイト、ジノニルフェニルアシッドホスファイトなどである。
【００２３】
上記有機リン酸エステル化合物、例えばノニルフェニルポリオキシエチレン（５〜５５）リン酸、トリデシルポリオキシエチレン（４〜１０）リン酸などは加工助剤として用いられる。さらに、有機リン酸エステルの金属付加物、例えばモノ−ジ混合イソオクチルホスフェートのマグネシウム、カルシウム、バリウムまたは亜鉛塩などは熱安定化助剤としてそれぞれ有用である。
【００２４】
また、上記有機リン酸エステル中の有機残基の一つ或いは二つが水素原子によって置換されたアシッドホスフェートも有効であり、例えばブチルアシッドホスフェート、ブトキシエチルアシッドホスフェート、２−エチルヘキシルアシッドホスフェート、ステアリルアシッドホスフェートなどがある。さらに、これらアシッドホスフェートの金属塩として、例えばマグネシウム、カルシウム、バリウムまたは亜鉛塩がある。
【００２５】
上記の酸化防止剤としては、フェノール類、例えばアルキル化フェノール、アルキル化フェノールエステル、アルキレンまたはアルキリデンビスフェノール、ポリアルキル化フェノールエステルなどであり、これらは例えばブチル化ヒドロキシトルエン、４−ヒドロキシメチル−２，６−ジ−ｔ−ブチルフェノール、４，４′−ジヒドロキシ−２，２′−ジフェニルプロパン、２，２′−メチレンビス（４−メチル−ｔ−ブチルフェノール）、４，４′−チオビス（６−ｔ−ブチル−３−メチルフェノール）、テトラキス［メチレン−３−（３，５′−ジ−ｔ−ブチル−４′−ヒドロキシフェニル）プロピオネート］メタンである。そして、含イオウアルカン酸アルキルエステルとしては、例えばジラウリルチオジプロピオン酸エステル、ジステアリルチオジプロピオン酸エステルなどである。
【００２６】
エポキシ化合物は、エポキシ化不飽和油脂、エポキシ化不飽和脂肪酸エステル、エポキシシクロヘキサン誘導体またはエピクロロヒドリン誘導体であり、例えばエポキシ化大豆油、エポキシ化ヒマシ油、エポキシ化アマニ油、エポキシ化サフラワー油、エポキシ化アマニ油脂肪酸ブチル、エポキシ化ステアリン酸のブチル、イソオクチル、２−エチルヘキシルなどのアルキルエステルおよびカルシウム、亜鉛などの金属塩、３−（２−キセノキシ）−１，２−エポキシプロパン、エポキシヘキサヒドロフタル酸−ジ−２−エチルヘキシル、エポキシポリブタジエン、ビスフェノール−Ａ−ジグリシジルエーテルなどである。
【００２７】
その他の安定化助剤としては多価アルコール、例えばモノおよびジペンタエリスリトール、マンニトール、ソルビトール、トリメチロールプロパン、グリセリンであり、この多価アルコールとカルボン酸、アミノ酸またはロジン酸とのエステル化合物、例えばステアリン酸モノ又はジペンタエリスリトール、アジピン酸モノ又はジペンタエリスリトール、ピロリドンカルボン酸ジペンタエリスリトール、グルタミン酸ペンタエリスルトール、ウッドロジン酸ペンタエリスリトール、無水マレイン酸ウッドロジン酸ペンタエリスリトール、ウッドロジン酸グリセロールエステルである。また、含窒素化合物であるβ−アミノクロトン酸と１，３または１，４−ブタンジオール、１，２−ジプロピレングリコール、チオジエチレングリコール、ラウリルアルコールなどとのエステル化合物、そしてトリス（２−ヒドロキシルエチル）イソシアヌレート、トリス（メルカプトエチル）イソシアヌレート化合物、ウラシルなどである。
【００２８】
無機塩または無機金属化合物としては、例えば金属がナトリウム、カリウム、マグネシウム、カルシウム、バリウム、亜鉛、アルミニウムまたはスズで、これらの金属の酸化物、水酸化物、ケイ酸塩、ホウ酸塩、硫酸塩、過塩素酸塩、亜リン酸塩、リン酸塩、塩基性炭酸塩、塩基性リン酸塩であり、これらの複塩であってもよい。
【００２９】
上記の紫外線吸収剤は、ベンゾトリアゾール系およびベンゾフェノン系によって代表され、ベンゾトリアゾール系としては、例えば２−（５−メチル−２−ヒドロキシフェニル）ベンゾトリアゾール、２−（３，５−ジ−ｔ−ブチル−２−ヒドロキシフェニル）−５−クロロベンゾトリアゾール、２−（３，５−ジ−ｔ−アミル−２−ヒドロキシフェニル）ベンゾトリアゾール、１，２，３−ベンゾトリアゾール、トリルトリアゾールなどである。ベンゾフェノン系としては、例えば２，４−ジヒドロキシ−ベンゾフェノン、２−ヒドロキシ−４−メトキシ−ベンゾフェノン、２，２′−ジヒドロキシ−４−メトキシ−ベンゾフェノン、２，２′−ジヒドロキシ−４，４′−ジメトキシ−ベンゾフェノン、２−ヒドロキシ−４−ｎ−オクトキシフェノンなどがあり、トリアジン系の２−（４，６−ジフェニル−１，３，５−トリアジン−２−イル）−５−［（ヘキシル）オキシ］−フェノール、ベンゾエート系、サリチル酸誘導体、アニリド系，アクリレート系やコハク酸ジメチル−１−（２−ヒドロキシエチル）−４−ヒドロキシ−２，２，６，６−テトラメチルピペリジン重縮合物などもある。
【００３０】
光安定剤は、例えばビス（２，２，６，６−テトラメチル−４−ピペリジル）セバケート、ポリ［［６−（１，１，３，３−テトラメチルブチル）イミノ−１，３，５−トリアジン−２，４−ジイル］［（２，２，６，６−テトラメチル−４−ピペリジル）イミノ］ヘキサメチレン［（２，２，６，６−テトラメチル−４−ピペリジル）イミノ］］などのヒンダートアミン系化合物である。
【００３１】
【実施例】
以下本発明を実施例に基づいて詳細に説明する。ただし、本発明はこれらに限定されるものではない。
【００３２】
表１および表２に示した各成分を配合し、これを２００℃で３分間８インチロールにて混練し、厚さ０．４ｍｍの試験用シートを作成した。得られたポリ塩化ビニルシートを１５ｍｍ×３０ｍｍに切り、厚さ２ｍｍのガラス板の上に各配合物の試験片を一枚ずつ乗せたものを１０枚、１９５℃のギヤーオーブンのターンテーブル上に乗せ、１０分毎に一枚のガラス板を抜き取りサンプリングし、このときの試料の耐熱性、耐熱着色防止性を評価した。また、上記の試験用シートを４枚重ね合わせて厚さ約１．５ｍｍとして、加圧１５０ｋｇ／ｃｍ２、温度１９０℃、時間２分と３０分の条件でプレス熱安定性試験を行ない耐熱着色防止性について評価した。
【００３３】
オーブン耐熱着色防止性の評価は３０分目の色相を測定した。評価方法は◎を白色、○を微黄白色、△を黄色、×を橙黄色の４段階で行った。この評価で△および×のものは製品として劣っていて商品とはなり得ないものであった。この実施例では配合材料に次のものを使用した。
【００３４】
ポリ塩化ビニル樹脂：信越化学工業（株）製品、商品名，ＴＫ−１０００
ジオクチルフタレート（ＤＯＰ）：Ｃ．Ｇ．ＥＳＴＥＲ（株）製品
エポキシ化大豆油：ＣＥＣＡ製品、商品名，ＥＣＥＰＯＸ ＰＢ３
ＭＢＳ（メチルメタアクリレート・ブタジエン・スチレン共重合体）：
三菱レイヨン（株）製品，商品名，メタブレンＣ−３０１
ＭＭＡ（メチルメタアクリレート）：鐘淵化学工業（株）製品，商品名，カネエースＰＡ−２０
酸化チタン：石原産業（株）製品，商品名，タイペークＲ−５５０
グリセリン脂肪酸エステル：理研ビタミン（株）製品，商品名，リケマールＳ−２００
Ｃａ−Ｚｎ系安定剤：昭島化学工業（株）製品，商品名，Ｎｏ．９４４７
ハイドロタルサイト：協和化学工業（株）製品、商品名，アルカマイザー１
Ｃａ含有水酸化物：（株）海水化学研究所製品，商品名，シースターブ １１３Ａ
β−ジケトン化合物：ローディア製品，商品名，ＲＨＯＤＩＡＳＴＡＢ ８３Ｐ
過塩素酸金属塩グリコール錯体：昭島化学工業（株）製品，商品名， ＭＰ−２００
【００３５】
【表１】
【表２】
表１および２から明らかなように、実施例１ないし４は、いずれもカルシウム含有水酸化物とハイドロタルサイト類を本発明で規定した範囲内の１対０．３〜１対１９（重量比）で併用したものであるから、オーブン熱安定性における耐熱着色防止性および耐熱性と、プレス熱安定性の試験における耐熱着色防止性の改善が図られれている。これに対して、表１の比較例２は、カルシウム含有水酸化物とハイドロタルサイト類を併用してはいるが、その割合が本発明で規定した範囲から外れてカルシウム含有水酸化物に比率を大きくしたので、オーブン熱安定性評価およびプレス熱安定性評価においては耐熱着色防止性が改善されているが、オーブン熱安定性の耐熱性（黒化時間）では劣っている。
【００３８】
表１における比較例１および比較例３は、ハイドロタルサイト類またはカルシウム含有水酸化物の一種のみを添加した配合で、オーブン熱安定性とプレス熱安定性の耐熱着色防止性や耐熱性（黒化時間）がこれらを併用した配合を用いた実施例と比較して劣っていることが分かる。表２における実施例５は、実施例４の配合にさらにβ−ジケトン化合物を含有したものであって、この場合はすべての試験結果で優れた結果を得ている。実施例６は、実施例４の配合にさらに過塩素酸金属塩を含有したもの、実施例７は、実施例３の配合にさらにβ−ジケトン化合物と過塩素酸金属塩を含有したものであって、この場合の試験結果は優れたものとなっている。
【００３９】
【発明の効果】
以上のように、カルシウム含有水酸化物とハイドロタルサイト類を所定の比率にしこれらを併用して含有したこの発明によれば、含ハロゲン樹脂の熱加工時の熱安定性を改善することが可能となり、またその物性劣化を防いで調色の容易さ並びに商品価値の増大をもたらすことが可能となるものである。[0001]
TECHNICAL FIELD OF THE INVENTION
TECHNICAL FIELD The present invention relates to a halogen-containing resin composition having excellent heat resistance and heat-resistant discoloration resistance obtained by adding a calcium-containing hydroxide and hydrotalcites in a predetermined ratio to a halogen-containing resin.
[0002]
[Prior art]
Halogen-containing resins, such as polyvinyl chloride, have the disadvantage of dehydrogenation when exposed to heat or light, causing degradation.To overcome this, various heat stabilizers have been added to halogen-containing resins. Addition has been done. For example, a stabilizer combining an organic acid metal salt such as cadmium, barium, calcium, magnesium, and zinc, and a lead-based or tin-based stabilizer are known. Among these stabilizers, those containing heavy metals such as cadmium and lead have toxic problems. Among them, those which are combined in consideration of toxicity and environmental aspects, for example, those using an organic acid calcium salt, an organic acid zinc salt or an organic acid magnesium salt have no problem in terms of toxicity, but have a high heat during processing. There was a problem that the stability was insufficient. Therefore, in this case, an inorganic compound having a high ability to capture hydrogen halide generated when the halogen-containing resin is degraded, an additive that supplements the stabilizing ability, and an additive combining these have been proposed. Examples of these additives include hydrotalcites, zeolites, polyhydric alcohols, β-diketones and the like. However, the heat resistance up to blackening of the halogen-containing resin composition to which these are added and the heat-resistant coloring prevention properties are not sufficient.
[0003]
[Problems to be solved by the invention]
The present invention provides a halogen-containing resin composition having both improved heat resistance and heat-resistant coloring prevention by adding a calcium-containing hydroxide and hydrotalcites together in a predetermined ratio to the halogen-containing resin composition. It is what we are trying to get.
[0004]
[Means for Solving the Problems]
The present invention relates to the following general formula (1):
Ca (1-X) M X (OH) 2 (1)
(In the formula, M represents Mg and Al, x is 0.005 <x <0.5.) 0.01 to 10 parts by weight of a calcium-containing hydroxide represented by the following general formula ( 2)
M 2+ (1-X) Al X (OH) 2 An − X / n · mH 2 O (2)
(Wherein, M 2+ represents Mg and / or Zn, A n-is CO 3 2- and / or ClO 4 - represents, x is 0 <x <0.5, m is 0 ≦ m <3 is there.)
A halogen-containing resin composition containing a hydrotalcite represented by the formula (1), wherein the weight ratio of the calcium-containing hydroxide to the hydrotalcite is 1: 0.3 to 1:19 (claim 1); The halogen-containing resin composition (Claim 2), which further comprises 0.005 to 2 parts by weight of a β-diketone compound or a metal salt thereof in 100 parts by weight of the composition according to Item 1. The halogen-containing resin composition (Claim 3) further comprising 0.005 to 5 parts by weight of a metal perchlorate per 100 parts by weight of the composition and 100 parts by weight of the composition according to Claim 1, A halogen-containing resin composition comprising 005 to 2 parts by weight of a β-diketone compound and 0.005 to 5 parts by weight of a metal perchlorate (Claim 4). That is, the present invention provides a heat-resistant and heat-resistant discoloration preventive additive by adding a calcium-containing hydroxide and hydrotalcites in a weight ratio of 1: 0.3 to 1:19 to a halogen-containing resin composition. Both are intended to obtain an improved halogen-containing resin composition.
[0005]
BEST MODE FOR CARRYING OUT THE INVENTION
Examples of the halogen-containing resin used in the present invention include polyvinyl chloride, post-chlorinated polyvinyl chloride, vinyl chloride-vinyl acetate copolymer, vinyl chloride-ethylene copolymer, vinyl chloride-propylene copolymer, and chloride. Vinyl-styrene copolymer, vinyl chloride-isobutylene copolymer, vinyl chloride-vinylidene chloride copolymer, vinyl chloride-styrene-maleic anhydride terpolymer, vinyl chloride-alkyl or cycloalkyl or arylmaleimide copolymer Copolymer, vinyl chloride-styrene-acrylonitrile terpolymer, vinyl chloride-butadiene copolymer, vinyl chloride-isoprene copolymer, vinyl chloride-chlorinated propylene copolymer, vinyl chloride-vinylidene chloride-vinyl acetate ternary Copolymer, vinyl chloride-acrylate copolymer, vinyl chloride- Maleic acid ester copolymer, vinyl chloride-methacrylic acid ester copolymer, vinyl chloride-acrylonitrile copolymer, vinyl chloride-urethane copolymer, polyvinylidene chloride, chlorinated polyethylene, chlorinated polypropylene, polyvinyl bromide, For example, polyvinylidene fluoride.
[0006]
The following general formula (1) is added to 100 parts by weight of the halogen-containing resin.
Ca (1-X) M X (OH) 2 (1)
(Wherein M represents Mg and Al, x is 0.005 <x <0.5) and a calcium-containing hydroxide represented by the following general formula (2)
M 2+ (1-X) Al X (OH) 2 An − X / n · mH 2 O (2)
(Wherein, M 2+ represents Mg and / or Zn, A n-is CO 3 2- and / or ClO 4 - represents, x is 0 <x <0.5, m is 0 ≦ m <3 is there.)
Containing hydrotalcites represented by
[0007]
As the calcium-containing hydroxide represented by the general formula (1), for example, any of SEASTAB 101L, 111A, and 113A of Seawater Chemical Laboratory Co., Ltd. is used. These calcium-containing hydroxides contain 0.01 to 10 parts by weight based on 100 parts by weight of the halogen-containing resin. If the amount is less than 0.01 part by weight, there is no heat stabilizing effect, and if it exceeds 10 parts by weight, further improvement of the heat stabilizing effect cannot be expected.
[0008]
In addition, hydrotalcites are represented by the following general formula M 2+ (1-X) Al X (OH) 2 An − X / n · mH 2 O (2)
(Wherein, M 2+ represents Mg and / or Zn, A n-is CO 3 2- and / or ClO 4 - represents, x is in 0 <x <0.5, m is 0 ≦ m <3 The hydrotalcites represented by: The above hydrotalcites may be natural products or synthetic products, or may be surface-treated with higher fatty acids or metal salts of higher fatty acids.
[0009]
In the present invention, the ratio of the calcium-containing hydroxide to the hydrotalcites is adjusted to be 1: 0.3 to 1:19, and the calcium-containing hydroxide is added to the halogen-containing resin in an amount of 0.01 to 100 parts by weight. By containing 10 to 10 parts by weight, the heat resistance and the resistance to heat discoloration are improved. A more preferable content of the calcium-containing hydroxide is 0.1 to 5 parts by weight based on 100 parts by weight of the halogen-containing resin.
[0010]
The ratio of the hydrotalcites to the calcium-containing hydroxide is set to 1: 0.3 to 1:19, and the ratio of the hydrotalcites to the calcium-containing hydroxide is less than 1: 0.3. The heat resistance is not sufficient. On the other hand, if the ratio of hydrotalcites to the calcium-containing hydroxide exceeds 1:19, the anti-heat coloring property deteriorates. A more preferable ratio of the hydrotalcite to the calcium-containing hydroxide is in a range of 1: 0.5 to 1: 4, and the content is contained in the halogen-containing resin in this range.
[0011]
According to a second aspect of the present invention, the composition of the first aspect further comprises 0.005 to 2 parts by weight of a β-diketone compound as an initial coloring inhibitor in 100 parts by weight. If the content of the β-diketone compound is less than 0.005 parts by weight, the effect of preventing initial coloring is not sufficient, and if it exceeds 2 parts by weight, no further effect can be expected. The β-diketone compound used here is, for example, dehydroacetic acid, cyclohexane-1,3-dione, 2-benzoylcyclopentanone, 2-acetylcyclohexanone, 2-benzoylcyclohexanone, acetylstearoylmethane, benzoylacetone, palmitoylbenzoylmethane, stearoyl Benzoylmethane, dibenzoylmethane, tribenzoylmethane, 4-methoxybenzoyl-benzoylmethane, bis (4-methoxybenzoylmethane), 4-chlorobenzoyl-benzoylmethane, benzoyltrifluoroacetone, palmitoyltetralone, stearoyltetralone, benzoyl Such as tetralone. The above β-diketone compound may be a metal complex salt, and the metal constituting the complex salt is, for example, sodium, calcium, barium, magnesium, aluminum or zinc.
[0012]
According to a third aspect of the present invention, 100 parts by weight of the composition of the first aspect further contains 0.005 to 5 parts by weight of metal perchlorate. If the content of the metal perchlorate is less than 0.005 parts by weight, the effect of preventing coloring is not sufficient, and if it exceeds 5 parts by weight, no further effect can be expected. The metal perchlorate is, for example, barium perchlorate, sodium perchlorate, magnesium perchlorate, aluminum perchlorate, ammonium perchlorate, or the like. These may be glycol complexes, aqueous solutions, powders and the like.
[0013]
According to a fourth aspect of the present invention, the β-diketone compound and the metal perchlorate are added in combination to 100 parts by weight of the composition of the first aspect. The amounts added here are all in the above ranges. If these are used in combination, a better effect can be obtained.
[0014]
In the present invention, various stabilizers, stabilizing aids, and other additives can be used in combination. First, as a stabilizer, for example, a metal soap type or an organic tin type can be used. Further, examples of the stabilizing aid include sulfolenes, organic phosphites, organic phosphates, inorganic salts and inorganic metal compounds. Other additives include, for example, antioxidants such as phenolic or sulfur-containing alkyl esters, epoxy compounds, polyhydric alcohols or esters thereof, ultraviolet absorbers, light stabilizers and the like. These additives can be used appropriately according to the purpose.
[0015]
In addition, the halogen-containing resin, if necessary, a plasticizer, a pigment, a filler such as calcium carbonate or clay, a foaming agent, an antistatic agent, an antifogging agent, a flame retardant, a rust inhibitor, a metal deactivator, It may contain fungicides, bactericides, plate-out inhibitors, release agents, viscosity reducing agents, surfactants, fluorescent whitening agents, surface treatment agents, cross-linking agents, reinforcing agents, processing aids, lubricants, etc. it can. Among these, examples of the plasticizer include phthalate-based plasticizers such as di-2-ethylhexyl phthalate, dibutyl phthalate, diisodecyl phthalate, di-mixed-alkyl (C 9-11 ) phthalate, diheptyl phthalate, and diisononyl phthalate; Adipate plasticizers such as di-2-ethylhexyl adipate, diisononyl adipate, diisobutyl adipate, diisodecyl adipate, tri-2-ethylhexyl trimellitate, tri-n-octyl trimellitate, triisodecyl trimellitate, tributyl trimellitate Trimellitate plasticizer such as tate, sebacate plasticizer such as di-2-ethylhexyl sebacate, dibutyl sebacate, other phosphate plasticizer, polyester plasticizer, chlorinated paraffin type plasticizer Agents, pyromellitate plasticizers, epoxy plasticizers, citrates based plasticizer, malate plasticizers, azelate plasticizers, phosphate ester plasticizers and the like.
[0016]
The metal of the metal soap used as the stabilizer is sodium, potassium, lithium, magnesium, calcium, barium, zinc, aluminum or the like. Organic acid residues include the following carboxylic acids, organic phosphoric acids or phenol residues. The carboxylic acid is a saturated or unsaturated aliphatic carboxylic acid having 1 to 22 carbon atoms, a cyclic or heterocyclic carboxylic acid having 7 to 16 carbon atoms, a hydroxy acid or an alkoxy acid having 2 to 10 carbon atoms, for example, Formic acid, acetic acid, propionic acid, caprylic acid, octylic acid, 2-ethylhexylic acid, neodecanoic acid, isodecanoic acid, lauric acid, stearic acid, myristic acid, palmitic acid, behenic acid, epoxidized stearic acid, isostearic acid, 12-hydroxy Stearic acid, 12-ketostearic acid, oleic acid, ricinoleic acid, linoleic acid, linoleic acid, glycolic acid, lactic acid, hydroacrylic acid, α-oxyacetic acid, glyceric acid, malic acid, tartaric acid, citric acid, thioglycolic acid, Mercaptopropionic acid, laurylmercaptopropionic acid, benzoic acid, Rutter tertiary butyl benzoic acid, toluic acid, dimethyl benzoic acid, aminobenzoic acid, salicylic acid, amino acid, glutamic acid, oxalic acid, succinic acid, adipic acid, phthalic acid, maleic acid, and the like thiodipropionate.
[0017]
Examples of the organic phosphoric acids include mono- or dioctyl phosphoric acid, mono- or didodecyl phosphoric acid, mono- or dioctadecyl phosphoric acid, mono- or dinonylphenyl phosphoric acid, nonylphenyl phosphonate, stearyl phosphonate, and the like. Examples of phenols include phenol, nonylphenol, tertiary butylphenol, octylphenol, isoaminophenol, cresol, xylenol, dodecylphenol and the like.
[0018]
These carboxylic acid metal salt compounds, organophosphoric acid metal salt compounds and alkylphenol metal salt compounds may be acidic salts or neutral salts, and may further be basic salts, carbonates or overbased salts. Is also good. The amount of the metal salt compound to be added is 0.1 to 10.0 parts by weight, preferably 0.2 to 5.0 parts by weight, based on 100 parts by weight of the halogen-containing resin. These metal soaps can be used alone or in combination of two or more.
[0019]
The organic tin-based stabilizer is, for example, dimethyltin oxide, dibutyltin oxide, dioctyltin oxide, dimethyltin sulfide, dibutyltin sulfide, dioctyltin sulfide, dibutyltin dilaurate, dibutyltin distearate, dioctyltindiolate, dioctyltin dilaurate, Dioctyltin distearate, dioctyltin bis (oleylmalate), dibutyltinbis (stearylmalate), dibutyltinmalate, dioctyltinmalate, dioctyltinbis (butylmalate), dibutyltin-β-mercaptopropionate, dioctyltin- β-mercaptopropionate, dibutyltin mercaptoacetate, monobutyltin tris (2-ethylhexyl mercaptoacetate), dibutyltin bis (2-ethylhexyl) Mercaptoacetate), monooctyltin tris (2-ethylhexylmercaptoacetate), dibutyltinbis (isooctylmercaptoacetate), dioctyltinbis (isooctylmercaptoacetate), dioctyltinbis (2-ethylhexylmercaptoacetate), dimethyltinbis (Isooctylmercaptopropionate), monobutyltin tris (isooctylmercaptopropionate), monooctyltin tris (isooctylmercaptopropionate) and the like. The amount of the organotin-based stabilizer is 0.01 to 10.0 parts by weight, preferably 0.05 to 5.0 parts by weight, per 100 parts by weight of the halogen-containing resin.
[0020]
The organic phosphites include a trialkyl phosphite, a triaryl phosphite, an alkyl aryl phosphite, a bisphenol-A-phosphite, a polyhydric alcohol phosphite, and one or more of the organic groups in the ester residue are hydrogen atoms. Acid phosphite substituted by This phosphite compound is, for example, triphenyl phosphite, triisooctyl phosphite, triisodecyl phosphite, triisotridecyl phosphite, triisodecyl thiophosphite, tribenzyl phosphite, trinonyl phenyl phosphite, diphenyl Octyl phosphite, diphenyl isodecyl phosphite, diphenyl tridecyl phosphite, diisodecyl pentaerythritol diphosphite, tetraphenyl dipropylene glycol diphosphite, poly (dipropylene glycol) phenyl phosphite, trilauryl phosphite, trilauryl triti Ophosphite, distearylpentaerythritol diphosphite, tri-2,4-di-t-butylphenyl phosphite, 2,4-di-t Butylphenyl diisodecyl phosphite, tributoxyethyl phosphite, 4,4'-isopropylidene diphenyl alkyl (C 12 -C 15) diphosphite, heptakis (dipropylene glycol) tris phosphite, 4,4'-butylidene bis (3-methyl -6-t-butyl-di-tridecyl phosphite).
[0021]
Other examples include salicyl phosphite, such as salicyl-2-ethylhexyl phosphite, salicyl-butyl phosphite, salicyl-benzoyl phosphite, salicyl-2-ethylhexanoyl phosphite, and salicyl-diethyl glycol monomethyl ether phosphite. There is.
[0022]
Acid phosphites in which one or two of the organic residues in the above phosphite are substituted by a hydrogen atom are also effective, for example, diphenyl acid phosphite, monophenyl acid phosphite, diisooctyl acid phosphite, Monoisooctyl acid phosphite, ditridecyl acid phosphite, dibenzyl acid phosphite, dinonylphenyl acid phosphite and the like.
[0023]
The above organic phosphate compound, for example, nonylphenyl polyoxyethylene (5-55) phosphoric acid, tridecyl polyoxyethylene (4-10) phosphoric acid, and the like are used as processing aids. In addition, metal adducts of organophosphates, such as the magnesium, calcium, barium or zinc salts of mono-dimixed isooctyl phosphate, are each useful as thermal stabilizing aids.
[0024]
Acid phosphates in which one or two of the organic residues in the organic phosphate are substituted with a hydrogen atom are also effective, for example, butyl acid phosphate, butoxyethyl acid phosphate, 2-ethylhexyl acid phosphate, stearyl acid phosphate. and so on. In addition, metal salts of these acid phosphates include, for example, magnesium, calcium, barium or zinc salts.
[0025]
Examples of the antioxidant include phenols such as alkylated phenols, alkylated phenol esters, alkylene or alkylidene bisphenols, polyalkylated phenol esters, and the like, for example, butylated hydroxytoluene, 4-hydroxymethyl-2, 6-di-t-butylphenol, 4,4'-dihydroxy-2,2'-diphenylpropane, 2,2'-methylenebis (4-methyl-t-butylphenol), 4,4'-thiobis (6-t- Butyl-3-methylphenol) and tetrakis [methylene-3- (3,5'-di-tert-butyl-4'-hydroxyphenyl) propionate] methane. Examples of the sulfur-containing alkyl alkanoate include dilauryl thiodipropionate and distearyl thiodipropionate.
[0026]
Epoxy compounds are epoxidized unsaturated oils, epoxidized unsaturated fatty acid esters, epoxycyclohexane derivatives or epichlorohydrin derivatives, such as epoxidized soybean oil, epoxidized castor oil, epoxidized linseed oil, epoxidized saffron oil Epoxidized linseed oil fatty acid butyl, epoxidized stearic acid butyl, isooctyl, alkyl esters such as 2-ethylhexyl and metal salts such as calcium and zinc, 3- (2-xenoxy) -1,2-epoxypropane, epoxyhexa Hydrophthalic acid-di-2-ethylhexyl, epoxy polybutadiene, bisphenol-A-diglycidyl ether and the like.
[0027]
Other stabilizing aids are polyhydric alcohols such as mono- and dipentaerythritol, mannitol, sorbitol, trimethylolpropane, glycerin, and ester compounds of this polyhydric alcohol with carboxylic acids, amino acids or rosin acids, such as stearin Mono- or dipentaerythritol acid, mono- or dipentaerythritol adipate, dipentaerythritol pyrrolidone carboxylate, pentaerythritol glutamate, pentaerythritol woodrosinate, pentaerythritol maleic anhydride, and glycerol ester of woodrosinate. Further, an ester compound of β-aminocrotonic acid, which is a nitrogen-containing compound, with 1,3 or 1,4-butanediol, 1,2-dipropylene glycol, thiodiethylene glycol, lauryl alcohol, and the like, and tris (2-hydroxyethyl ethyl) ) Isocyanurate, tris (mercaptoethyl) isocyanurate compound, uracil and the like.
[0028]
Examples of the inorganic salt or inorganic metal compound include metals such as sodium, potassium, magnesium, calcium, barium, zinc, aluminum and tin, and oxides, hydroxides, silicates, borates and sulfates of these metals. , Perchlorate, phosphite, phosphate, basic carbonate and basic phosphate, and may be a double salt thereof.
[0029]
The above-mentioned ultraviolet absorbers are represented by benzotriazole-based and benzophenone-based. Examples of the benzotriazole-based include 2- (5-methyl-2-hydroxyphenyl) benzotriazole and 2- (3,5-di-t-). Butyl-2-hydroxyphenyl) -5-chlorobenzotriazole, 2- (3,5-di-t-amyl-2-hydroxyphenyl) benzotriazole, 1,2,3-benzotriazole, tolyltriazole and the like. Examples of the benzophenone type include 2,4-dihydroxy-benzophenone, 2-hydroxy-4-methoxy-benzophenone, 2,2'-dihydroxy-4-methoxy-benzophenone, and 2,2'-dihydroxy-4,4'-dimethoxy. -Benzophenone, 2-hydroxy-4-n-octoxyphenone, and the like, and triazine-based 2- (4,6-diphenyl-1,3,5-triazin-2-yl) -5-[(hexyl) oxy ]-Phenol, benzoate, salicylic acid derivatives, anilide, acrylate, dimethyl succinate-1- (2-hydroxyethyl) -4-hydroxy-2,2,6,6-tetramethylpiperidine polycondensate, etc. .
[0030]
Examples of the light stabilizer include bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate and poly [[6- (1,1,3,3-tetramethylbutyl) imino-1,3,5]. -Triazine-2,4-diyl] [(2,2,6,6-tetramethyl-4-piperidyl) imino] hexamethylene [(2,2,6,6-tetramethyl-4-piperidyl) imino]] And the like.
[0031]
【Example】
Hereinafter, the present invention will be described in detail based on examples. However, the present invention is not limited to these.
[0032]
The components shown in Tables 1 and 2 were blended and kneaded with an 8-inch roll at 200 ° C. for 3 minutes to prepare a test sheet having a thickness of 0.4 mm. The obtained polyvinyl chloride sheet was cut into 15 mm × 30 mm, and ten test pieces of each composition were placed on a glass plate having a thickness of 2 mm. Ten pieces were placed on a 195 ° C. gear oven turntable at 195 ° C. The sample was placed, and every 10 minutes, one glass plate was sampled and sampled. The sample was evaluated for heat resistance and heat-resistant coloring prevention. Further, the above test sheets are superposed on each other to a thickness of about 1.5 mm, and a press heat stability test is performed under the conditions of a pressure of 150 kg / cm 2 , a temperature of 190 ° C., and a time of 2 minutes and 30 minutes. The prevention was evaluated.
[0033]
The evaluation of the resistance to discoloration in oven heat was performed by measuring the hue after 30 minutes. The evaluation was performed in four steps: white for ◎, slightly yellow-white for ○, yellow for Δ, and orange-yellow for ×. In this evaluation, those of Δ and × were inferior as products and could not be commercialized. In this example, the following ingredients were used.
[0034]
Polyvinyl chloride resin: Shin-Etsu Chemical Co., Ltd. product, trade name, TK-1000
Dioctyl phthalate (DOP): C.I. G. FIG. ESTER Co., Ltd. Epoxidized soybean oil: CECA product, trade name, ECEPOX PB3
MBS (methyl methacrylate / butadiene / styrene copolymer):
Mitsubishi Rayon Co., Ltd. product, trade name, Metablen C-301
MMA (methyl methacrylate): Kane-Ace PA-20, a product of Kanegafuchi Chemical Industry Co., Ltd.
Titanium oxide: Ishihara Sangyo Co., Ltd. product, trade name, Taipaque R-550
Glycerin fatty acid ester: Riken Vitamin Co., Ltd. product, trade name, Riquemar S-200
Ca-Zn based stabilizer: Akishima Chemical Industry Co., Ltd. product, trade name, No. 9447
Hydrotalcite: Kyowa Chemical Industry Co., Ltd. product, trade name, Alkamizer 1
Ca-containing hydroxide: Product of Seawater Chemical Laboratory Co., Ltd., trade name, Seastarve 113A
β-diketone compound: Rhodia product, trade name, RHODIASTAB 83P
Perchloric acid metal salt glycol complex: Akishima Chemical Industry Co., Ltd. product, trade name, MP-200
[0035]
[Table 1]
[Table 2]
As is clear from Tables 1 and 2, Examples 1 to 4 show that the calcium-containing hydroxide and the hydrotalcites are all in the range of 1 to 0.3 to 1 to 19 (weight ratio) within the range specified in the present invention. ), The improvement of anti-heat coloring and heat resistance in oven heat stability, and the improvement of anti-heat coloring in press thermal stability test are attempted. On the other hand, in Comparative Example 2 in Table 1, the calcium-containing hydroxide and the hydrotalcites were used in combination, but the ratio was out of the range specified in the present invention, and the ratio to the calcium-containing hydroxide was changed. As a result, in the oven heat stability evaluation and the press heat stability evaluation, the heat resistance coloring prevention property is improved, but the heat resistance (blackening time) of the oven heat stability is inferior.
[0038]
Comparative Example 1 and Comparative Example 3 in Table 1 were blends containing only one of hydrotalcites or calcium-containing hydroxide, and were resistant to heat discoloration and heat resistance (black color) of oven heat stability and press heat stability. It can be seen that the compounding time is inferior to the examples using the combination of these. Example 5 in Table 2 contains the β-diketone compound further in the formulation of Example 4, and in this case, excellent results were obtained in all the test results. In Example 6, the composition of Example 4 further contained a metal perchlorate, and in Example 7, the composition of Example 3 further contained a β-diketone compound and a metal perchlorate. Thus, the test results in this case are excellent.
[0039]
【The invention's effect】
As described above, according to the present invention in which the calcium-containing hydroxide and the hydrotalcites are contained in a predetermined ratio and used in combination, it is possible to improve the thermal stability of the halogen-containing resin during thermal processing. In addition, it is possible to prevent deterioration of the physical properties and increase the ease of toning and the commercial value.
Claims (4)
Ｃａ（１−Ｘ）ＭＸ（ＯＨ）２ （１）
（式中、ＭはＭｇおよびＡｌを表し、ｘは０．００５＜ｘ＜０．５である。）で表されるカルシウム含有水酸化物を０．０１〜１０重量部と、下記一般式（２）
Ｍ２＋ （１−Ｘ）ＡｌＸ（ＯＨ）２Ａｎ− Ｘ／ｎ・ｍＨ２Ｏ （２）
（式中、Ｍ２＋はＭｇおよび／またはＺｎを表し、Ａｎ−はＣＯ３ ２−および／またはＣｌＯ４ −を表し、ｘは０＜ｘ＜０．５、ｍは０≦ｍ＜３である。）
で表されるハイドロタルサイト類を含有し、カルシウム含有水酸化物とハイドロタルサイト類との重量比率が１対０．３から１対１９である含ハロゲン樹脂組成物。The following general formula (1) is added to 100 parts by weight of the halogen-containing resin.
Ca (1-X) M X (OH) 2 (1)
(In the formula, M represents Mg and Al, x is 0.005 <x <0.5.) 0.01 to 10 parts by weight of a calcium-containing hydroxide represented by the following general formula ( 2)
M 2+ (1-X) Al X (OH) 2 An − X / n · mH 2 O (2)
(Wherein, M 2+ represents Mg and / or Zn, A n-is CO 3 2- and / or ClO 4 - represents, x is 0 <x <0.5, m is 0 ≦ m <3 is there.)
A halogen-containing resin composition containing a hydrotalcite represented by the formula: wherein the weight ratio of the calcium-containing hydroxide to the hydrotalcite is 1: 0.3 to 1:19.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2003051403A JP2004256762A (en) | 2003-02-27 | 2003-02-27 | Stabilized halogen-containing resin composition |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2003051403A JP2004256762A (en) | 2003-02-27 | 2003-02-27 | Stabilized halogen-containing resin composition |
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| JP2004256762A true JP2004256762A (en) | 2004-09-16 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20130041081A1 (en) * | 2010-03-09 | 2013-02-14 | Kyowa Chemical Industry Co., Ltd. | Filler for synthetic resin, synthetic resin composition, manufacturing method therefor, and molded object made therefrom |
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2003
- 2003-02-27 JP JP2003051403A patent/JP2004256762A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20130041081A1 (en) * | 2010-03-09 | 2013-02-14 | Kyowa Chemical Industry Co., Ltd. | Filler for synthetic resin, synthetic resin composition, manufacturing method therefor, and molded object made therefrom |
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