JP5169437B2 - Polyester elastomer composition and use thereof, and method for producing polyester elastomer composition - Google Patents
Polyester elastomer composition and use thereof, and method for producing polyester elastomer composition Download PDFInfo
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- JP5169437B2 JP5169437B2 JP2008112648A JP2008112648A JP5169437B2 JP 5169437 B2 JP5169437 B2 JP 5169437B2 JP 2008112648 A JP2008112648 A JP 2008112648A JP 2008112648 A JP2008112648 A JP 2008112648A JP 5169437 B2 JP5169437 B2 JP 5169437B2
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- Prior art keywords
- polyester elastomer
- acid
- less
- molecular weight
- elastomer composition
- Prior art date
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- 229920000728 polyester Polymers 0.000 title claims description 81
- 229920001971 elastomer Polymers 0.000 title claims description 59
- 239000000806 elastomer Substances 0.000 title claims description 59
- 239000000203 mixture Substances 0.000 title claims description 33
- 238000004519 manufacturing process Methods 0.000 title claims description 12
- -1 polytetramethylene Polymers 0.000 claims description 75
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 74
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 56
- 238000006116 polymerization reaction Methods 0.000 claims description 47
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 36
- 239000003963 antioxidant agent Substances 0.000 claims description 34
- 230000003078 antioxidant effect Effects 0.000 claims description 30
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 28
- 238000000034 method Methods 0.000 claims description 27
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 21
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 14
- 125000003118 aryl group Chemical group 0.000 claims description 13
- 239000000463 material Substances 0.000 claims description 3
- 239000002657 fibrous material Substances 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 description 31
- 238000006068 polycondensation reaction Methods 0.000 description 27
- 229920000642 polymer Polymers 0.000 description 22
- 239000000796 flavoring agent Substances 0.000 description 19
- 235000019634 flavors Nutrition 0.000 description 19
- 235000014113 dietary fatty acids Nutrition 0.000 description 14
- 239000000194 fatty acid Substances 0.000 description 14
- 229930195729 fatty acid Natural products 0.000 description 14
- 150000002148 esters Chemical group 0.000 description 12
- YBMRDBCBODYGJE-UHFFFAOYSA-N germanium dioxide Chemical compound O=[Ge]=O YBMRDBCBODYGJE-UHFFFAOYSA-N 0.000 description 12
- 239000010936 titanium Substances 0.000 description 12
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 10
- 230000032050 esterification Effects 0.000 description 10
- 238000005886 esterification reaction Methods 0.000 description 10
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 9
- 239000002253 acid Substances 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- 238000005809 transesterification reaction Methods 0.000 description 9
- 239000003063 flame retardant Substances 0.000 description 8
- 239000011734 sodium Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 239000007983 Tris buffer Substances 0.000 description 7
- 229910052782 aluminium Inorganic materials 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 229910052708 sodium Inorganic materials 0.000 description 7
- 229910052719 titanium Inorganic materials 0.000 description 7
- BJZYYSAMLOBSDY-QMMMGPOBSA-N (2s)-2-butoxybutan-1-ol Chemical compound CCCCO[C@@H](CC)CO BJZYYSAMLOBSDY-QMMMGPOBSA-N 0.000 description 6
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000000835 fiber Substances 0.000 description 6
- 229940119177 germanium dioxide Drugs 0.000 description 6
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 6
- 239000000155 melt Substances 0.000 description 6
- 239000005022 packaging material Substances 0.000 description 6
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 238000000465 moulding Methods 0.000 description 5
- 229910052698 phosphorus Inorganic materials 0.000 description 5
- 239000011574 phosphorus Substances 0.000 description 5
- 229910052700 potassium Inorganic materials 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 239000011342 resin composition Substances 0.000 description 5
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 4
- 150000001340 alkali metals Chemical class 0.000 description 4
- 150000001341 alkaline earth metal compounds Chemical class 0.000 description 4
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- LJCFOYOSGPHIOO-UHFFFAOYSA-N antimony pentoxide Chemical compound O=[Sb](=O)O[Sb](=O)=O LJCFOYOSGPHIOO-UHFFFAOYSA-N 0.000 description 4
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 4
- 229910052788 barium Inorganic materials 0.000 description 4
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 4
- 238000004040 coloring Methods 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000004611 light stabiliser Substances 0.000 description 4
- 229910052744 lithium Inorganic materials 0.000 description 4
- 229910052749 magnesium Inorganic materials 0.000 description 4
- 239000011777 magnesium Substances 0.000 description 4
- 229920001515 polyalkylene glycol Polymers 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
- 150000003384 small molecules Chemical class 0.000 description 4
- 239000000243 solution Substances 0.000 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 description 3
- VSAWBBYYMBQKIK-UHFFFAOYSA-N 4-[[3,5-bis[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-2,4,6-trimethylphenyl]methyl]-2,6-ditert-butylphenol Chemical compound CC1=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C1CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 VSAWBBYYMBQKIK-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N Lactic Acid Natural products CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- 229910003202 NH4 Inorganic materials 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 150000001339 alkali metal compounds Chemical class 0.000 description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000003159 antacid agent Substances 0.000 description 3
- 229910052787 antimony Inorganic materials 0.000 description 3
- 239000002216 antistatic agent Substances 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-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
- 239000012964 benzotriazole Substances 0.000 description 3
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 3
- 229910052791 calcium Inorganic materials 0.000 description 3
- 239000011575 calcium Substances 0.000 description 3
- 150000007942 carboxylates Chemical class 0.000 description 3
- 238000005266 casting Methods 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 239000013522 chelant Substances 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 229910052732 germanium Inorganic materials 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 150000002334 glycols Chemical class 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 239000000314 lubricant Substances 0.000 description 3
- 239000006078 metal deactivator Substances 0.000 description 3
- 230000003472 neutralizing effect Effects 0.000 description 3
- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 description 3
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 229920001225 polyester resin Polymers 0.000 description 3
- 239000004645 polyester resin Substances 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- 229910052717 sulfur 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
- FCKXGFANXSHGAW-DTXPUJKBSA-N (2s)-n,n'-bis[(2s)-1-(2-chloro-4-nitroanilino)-1-oxo-3-phenylpropan-2-yl]-2-hydroxybutanediamide Chemical compound C([C@H](NC(=O)C[C@H](O)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)NC=1C(=CC(=CC=1)[N+]([O-])=O)Cl)C(=O)NC=1C(=CC(=CC=1)[N+]([O-])=O)Cl)C1=CC=CC=C1 FCKXGFANXSHGAW-DTXPUJKBSA-N 0.000 description 2
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- XBIUWALDKXACEA-UHFFFAOYSA-N 3-[bis(2,4-dioxopentan-3-yl)alumanyl]pentane-2,4-dione Chemical compound CC(=O)C(C(C)=O)[Al](C(C(C)=O)C(C)=O)C(C(C)=O)C(C)=O XBIUWALDKXACEA-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-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
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 229920000388 Polyphosphate Polymers 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- HDYRYUINDGQKMC-UHFFFAOYSA-M acetyloxyaluminum;dihydrate Chemical compound O.O.CC(=O)O[Al] HDYRYUINDGQKMC-UHFFFAOYSA-M 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 2
- 229940009827 aluminum acetate Drugs 0.000 description 2
- 229940063655 aluminum stearate Drugs 0.000 description 2
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 2
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 2
- 235000011130 ammonium sulphate Nutrition 0.000 description 2
- 150000008366 benzophenones Chemical class 0.000 description 2
- 235000013361 beverage Nutrition 0.000 description 2
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 2
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 2
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 2
- 229910052793 cadmium Inorganic materials 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- GBAOBIBJACZTNA-UHFFFAOYSA-L calcium sulfite Chemical compound [Ca+2].[O-]S([O-])=O GBAOBIBJACZTNA-UHFFFAOYSA-L 0.000 description 2
- 235000010261 calcium sulphite Nutrition 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- PPQREHKVAOVYBT-UHFFFAOYSA-H dialuminum;tricarbonate Chemical compound [Al+3].[Al+3].[O-]C([O-])=O.[O-]C([O-])=O.[O-]C([O-])=O PPQREHKVAOVYBT-UHFFFAOYSA-H 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 239000010408 film Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 238000001746 injection moulding Methods 0.000 description 2
- 238000005342 ion exchange Methods 0.000 description 2
- 239000004310 lactic acid Substances 0.000 description 2
- 235000014655 lactic acid Nutrition 0.000 description 2
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 2
- 239000000347 magnesium hydroxide Substances 0.000 description 2
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 229910052748 manganese Inorganic materials 0.000 description 2
- 239000011572 manganese Substances 0.000 description 2
- 229910000000 metal hydroxide Inorganic materials 0.000 description 2
- 150000004692 metal hydroxides 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
- 239000012778 molding material Substances 0.000 description 2
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 2
- 239000002667 nucleating agent Substances 0.000 description 2
- QKKWJYSVXDGOOJ-UHFFFAOYSA-N oxalic acid;oxotitanium Chemical compound [Ti]=O.OC(=O)C(O)=O QKKWJYSVXDGOOJ-UHFFFAOYSA-N 0.000 description 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 2
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- NJLLQSBAHIKGKF-UHFFFAOYSA-N dipotassium dioxido(oxo)titanium Chemical compound [K+].[K+].[O-][Ti]([O-])=O NJLLQSBAHIKGKF-UHFFFAOYSA-N 0.000 description 1
- WBTCZEPSIIFINA-MSFWTACDSA-J dipotassium;antimony(3+);(2r,3r)-2,3-dioxidobutanedioate;trihydrate Chemical compound O.O.O.[K+].[K+].[Sb+3].[Sb+3].[O-]C(=O)[C@H]([O-])[C@@H]([O-])C([O-])=O.[O-]C(=O)[C@H]([O-])[C@@H]([O-])C([O-])=O WBTCZEPSIIFINA-MSFWTACDSA-J 0.000 description 1
- GKMXREIWPASRMP-UHFFFAOYSA-J dipotassium;oxalate;oxygen(2-);titanium(4+) Chemical compound [O-2].[K+].[K+].[Ti+4].[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O GKMXREIWPASRMP-UHFFFAOYSA-J 0.000 description 1
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- RDYMFSUJUZBWLH-UHFFFAOYSA-N endosulfan Chemical compound C12COS(=O)OCC2C2(Cl)C(Cl)=C(Cl)C1(Cl)C2(Cl)Cl RDYMFSUJUZBWLH-UHFFFAOYSA-N 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- UAUDZVJPLUQNMU-KTKRTIGZSA-N erucamide Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-KTKRTIGZSA-N 0.000 description 1
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- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
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- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 1
- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 description 1
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- AJCDFVKYMIUXCR-UHFFFAOYSA-N oxobarium;oxo(oxoferriooxy)iron Chemical compound [Ba]=O.O=[Fe]O[Fe]=O.O=[Fe]O[Fe]=O.O=[Fe]O[Fe]=O.O=[Fe]O[Fe]=O.O=[Fe]O[Fe]=O.O=[Fe]O[Fe]=O AJCDFVKYMIUXCR-UHFFFAOYSA-N 0.000 description 1
- LIYKJALVRPGQTR-UHFFFAOYSA-M oxostibanylium;chloride Chemical compound [Cl-].[Sb+]=O LIYKJALVRPGQTR-UHFFFAOYSA-M 0.000 description 1
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- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
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- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
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- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 1
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- 239000011148 porous material Substances 0.000 description 1
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- NNHHDJVEYQHLHG-UHFFFAOYSA-N potassium silicate Chemical compound [K+].[K+].[O-][Si]([O-])=O NNHHDJVEYQHLHG-UHFFFAOYSA-N 0.000 description 1
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- XRVCFZPJAHWYTB-UHFFFAOYSA-N prenderol Chemical compound CCC(CC)(CO)CO XRVCFZPJAHWYTB-UHFFFAOYSA-N 0.000 description 1
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- HKJYVRJHDIPMQB-UHFFFAOYSA-N propan-1-olate;titanium(4+) Chemical compound CCCO[Ti](OCCC)(OCCC)OCCC HKJYVRJHDIPMQB-UHFFFAOYSA-N 0.000 description 1
- KCXFHTAICRTXLI-UHFFFAOYSA-N propane-1-sulfonic acid Chemical compound CCCS(O)(=O)=O KCXFHTAICRTXLI-UHFFFAOYSA-N 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical group CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- WBHHMMIMDMUBKC-QJWNTBNXSA-M ricinoleate Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O WBHHMMIMDMUBKC-QJWNTBNXSA-M 0.000 description 1
- 229940066675 ricinoleate Drugs 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 229910052701 rubidium Inorganic materials 0.000 description 1
- 229940071089 sarcosinate Drugs 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
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- 229920002545 silicone oil Polymers 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- ZNCPFRVNHGOPAG-UHFFFAOYSA-L sodium oxalate Chemical compound [Na+].[Na+].[O-]C(=O)C([O-])=O ZNCPFRVNHGOPAG-UHFFFAOYSA-L 0.000 description 1
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- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
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- ZHROMWXOTYBIMF-UHFFFAOYSA-M sodium;1,3,7,9-tetratert-butyl-11-oxido-5h-benzo[d][1,3,2]benzodioxaphosphocine 11-oxide Chemical compound [Na+].C1C2=CC(C(C)(C)C)=CC(C(C)(C)C)=C2OP([O-])(=O)OC2=C1C=C(C(C)(C)C)C=C2C(C)(C)C ZHROMWXOTYBIMF-UHFFFAOYSA-M 0.000 description 1
- ZUFONQSOSYEWCN-UHFFFAOYSA-M sodium;2-(methylamino)acetate Chemical compound [Na+].CNCC([O-])=O ZUFONQSOSYEWCN-UHFFFAOYSA-M 0.000 description 1
- KNYAZNABVSEZDS-UHFFFAOYSA-M sodium;2-octadecanoyloxypropanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC(=O)OC(C)C([O-])=O KNYAZNABVSEZDS-UHFFFAOYSA-M 0.000 description 1
- SNAQARSCIHDMGI-UHFFFAOYSA-M sodium;bis(4-tert-butylphenyl) phosphate Chemical compound [Na+].C1=CC(C(C)(C)C)=CC=C1OP([O-])(=O)OC1=CC=C(C(C)(C)C)C=C1 SNAQARSCIHDMGI-UHFFFAOYSA-M 0.000 description 1
- CVYDEWKUJFCYJO-UHFFFAOYSA-M sodium;docosanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCCCCC([O-])=O CVYDEWKUJFCYJO-UHFFFAOYSA-M 0.000 description 1
- YKIBJOMJPMLJTB-UHFFFAOYSA-M sodium;octacosanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCCCCCCCCCCC([O-])=O YKIBJOMJPMLJTB-UHFFFAOYSA-M 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 229940114926 stearate Drugs 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- FRKHZXHEZFADLA-UHFFFAOYSA-L strontium;octadecanoate Chemical compound [Sr+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O FRKHZXHEZFADLA-UHFFFAOYSA-L 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- QHDCFDQKXQIXLF-UHFFFAOYSA-N sulfuric acid sulfurous acid Chemical class OS(O)=O.OS(O)(=O)=O QHDCFDQKXQIXLF-UHFFFAOYSA-N 0.000 description 1
- DHCDFWKWKRSZHF-UHFFFAOYSA-N sulfurothioic S-acid Chemical compound OS(O)(=O)=S DHCDFWKWKRSZHF-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- 235000019303 thiodipropionic acid Nutrition 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- XROWMBWRMNHXMF-UHFFFAOYSA-J titanium tetrafluoride Chemical compound [F-].[F-].[F-].[F-].[Ti+4] XROWMBWRMNHXMF-UHFFFAOYSA-J 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- VLCLHFYFMCKBRP-UHFFFAOYSA-N tricalcium;diborate Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]B([O-])[O-].[O-]B([O-])[O-] VLCLHFYFMCKBRP-UHFFFAOYSA-N 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 1
- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
- QOQNJVLFFRMJTQ-UHFFFAOYSA-N trioctyl phosphite Chemical compound CCCCCCCCOP(OCCCCCCCC)OCCCCCCCC QOQNJVLFFRMJTQ-UHFFFAOYSA-N 0.000 description 1
- HVYVMSPIJIWUNA-UHFFFAOYSA-N triphenylstibine Chemical compound C1=CC=CC=C1[Sb](C=1C=CC=CC=1)C1=CC=CC=C1 HVYVMSPIJIWUNA-UHFFFAOYSA-N 0.000 description 1
- OBROYCQXICMORW-UHFFFAOYSA-N tripropoxyalumane Chemical compound [Al+3].CCC[O-].CCC[O-].CCC[O-] OBROYCQXICMORW-UHFFFAOYSA-N 0.000 description 1
- PYFJQRSJTZCTPX-UHFFFAOYSA-N tris(2,3-ditert-butylphenyl) phosphite Chemical compound CC(C)(C)C1=CC=CC(OP(OC=2C(=C(C=CC=2)C(C)(C)C)C(C)(C)C)OC=2C(=C(C=CC=2)C(C)(C)C)C(C)(C)C)=C1C(C)(C)C PYFJQRSJTZCTPX-UHFFFAOYSA-N 0.000 description 1
- MGMXGCZJYUCMGY-UHFFFAOYSA-N tris(4-nonylphenyl) phosphite Chemical compound C1=CC(CCCCCCCCC)=CC=C1OP(OC=1C=CC(CCCCCCCCC)=CC=1)OC1=CC=C(CCCCCCCCC)C=C1 MGMXGCZJYUCMGY-UHFFFAOYSA-N 0.000 description 1
- JZNDMMGBXUYFNQ-UHFFFAOYSA-N tris(dodecylsulfanyl)phosphane Chemical compound CCCCCCCCCCCCSP(SCCCCCCCCCCCC)SCCCCCCCCCCCC JZNDMMGBXUYFNQ-UHFFFAOYSA-N 0.000 description 1
- VXYADVIJALMOEQ-UHFFFAOYSA-K tris(lactato)aluminium Chemical compound CC(O)C(=O)O[Al](OC(=O)C(C)O)OC(=O)C(C)O VXYADVIJALMOEQ-UHFFFAOYSA-K 0.000 description 1
- QQBLOZGVRHAYGT-UHFFFAOYSA-N tris-decyl phosphite Chemical compound CCCCCCCCCCOP(OCCCCCCCCCC)OCCCCCCCCCC QQBLOZGVRHAYGT-UHFFFAOYSA-N 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
- BIKXLKXABVUSMH-UHFFFAOYSA-N trizinc;diborate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]B([O-])[O-].[O-]B([O-])[O-] BIKXLKXABVUSMH-UHFFFAOYSA-N 0.000 description 1
- PZMFITAWSPYPDV-UHFFFAOYSA-N undecane-2,4-dione Chemical compound CCCCCCCC(=O)CC(C)=O PZMFITAWSPYPDV-UHFFFAOYSA-N 0.000 description 1
- UIYCHXAGWOYNNA-UHFFFAOYSA-N vinyl sulfide Chemical group C=CSC=C UIYCHXAGWOYNNA-UHFFFAOYSA-N 0.000 description 1
- 239000011800 void material Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- GAWWVVGZMLGEIW-GNNYBVKZSA-L zinc ricinoleate Chemical compound [Zn+2].CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O.CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O GAWWVVGZMLGEIW-GNNYBVKZSA-L 0.000 description 1
- 229940100530 zinc ricinoleate Drugs 0.000 description 1
- IFNXAMCERSVZCV-UHFFFAOYSA-L zinc;2-ethylhexanoate Chemical compound [Zn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O IFNXAMCERSVZCV-UHFFFAOYSA-L 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- 229910000859 α-Fe Inorganic materials 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
Landscapes
- Artificial Filaments (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Extrusion Moulding Of Plastics Or The Like (AREA)
- Shaping By String And By Release Of Stress In Plastics And The Like (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
本発明はポリエステルエラストマー組成物に関し、特に前記ポリエステルエラストマー中のテトラヒドロフラン、遊離のジブタンジオールが極めて少ないポリエステルエラストマー組成物に関するものであり、自動車、家電部品、包装材料を中心とした各種用途に好適なものである。 The present invention relates to a polyester elastomer composition, and more particularly to a polyester elastomer composition containing very little tetrahydrofuran and free dibutanediol in the polyester elastomer, and is suitable for various uses such as automobiles, home appliance parts and packaging materials. Is.
芳香族ポリエステルをハ−ドセグメントとし、ポリアルキレングリコ−ルをソフトセグメントとするポリエステル−ポリエーテル共重合体、即ちポリエステルエラストマーの製造法としては、ジカルボン酸ジエステル、グリコール、およびポリアルキレングリコールとを先ずエステル交換反応させ、次いで重縮合するエステル交換重合法やジカルボン酸、グリコール、およびポリアルキレングリコールをエステル化反応させ次いで重縮合するエステル化重合法が知られており、このエステル交換法やエステル化重合法によって得られたポリマー中に、テトラヒドロフラン(THF)、遊離のジブタンジオール含有量が多量に残存し、ポリマーの外観、耐熱性、フレバー性が低下することが問題視されている。また、このエステル交換重合法で製造されるポリエステルエラストマーは、重縮合に要する時間が長く製造コスト面、および重縮合終了後のキャスティング(ポリマー取り出し)時間が長くなると粘度低下や末端酸価上昇が大きいことが問題視されている。
本発明の目的は、上記の従来技術の問題点を解決することにあり、耐熱性、機械的特性および色調、保香性に優れ、食品あるいは飲料用等の容器、包装材料や繊維として有利に使用しうるポリエステルエラストマー組成物を提供することにある。 An object of the present invention is to solve the above-mentioned problems of the prior art, and is excellent in heat resistance, mechanical properties and color tone, and flavor retention, and is advantageous as a container for food or beverages, packaging materials and fibers. It is to provide a polyester elastomer composition that can be used.
本発明は上記課題を解決するため、鋭意研究した結果、遂に本発明を完成するに到った。即ち本発明は、以下の通りである。
(1)芳香族ジカルボン酸を主体とするジカルボン酸成分、1,4−ブタンジオールを主体とする分子量250未満のグリコール成分、及び分子量400〜6000のポリテトラメチレングリコールとから得られるポリエステルエラストマー中に、酸化防止剤が0.01〜5wt%、THFが2000pmm以下、遊離のジブタンジオールが50ppm以下含有されていることを特徴とするポリエステルエラストマー組成物。
(2)(1)に記載のポリエステルエラストマー組成物を押出成形してなることを特徴とする繊維状物。
(3)(1)に記載のポリエステルエラストマー組成物を押出成形してなることを特徴とするシ−ト状物。
(4)(1)に記載のポリエステルエラストマー組成物からなることを特徴とする成形体。
(5)(3)記載のシ−ト状物を少なくとも一方向に延伸してなることを特徴とする延伸フイルム。
(6)(1)に記載のポリエステルエラストマー組成物の製造方法。
In order to solve the above-mentioned problems, the present invention has finally been completed as a result of intensive studies. That is, the present invention is as follows.
(1) In a polyester elastomer obtained from a dicarboxylic acid component mainly composed of an aromatic dicarboxylic acid, a glycol component mainly composed of 1,4-butanediol and having a molecular weight of less than 250, and a polytetramethylene glycol having a molecular weight of 400 to 6000. A polyester elastomer composition comprising 0.01 to 5 wt% of an antioxidant, 2000 ppm or less of THF, and 50 ppm or less of free dibutanediol.
(2) A fibrous material obtained by extruding the polyester elastomer composition according to (1).
(3) A sheet-like product obtained by extrusion-molding the polyester elastomer composition according to (1).
(4) A molded article comprising the polyester elastomer composition according to (1).
(5) A stretched film obtained by stretching the sheet-like material according to (3) in at least one direction.
(6) The manufacturing method of the polyester elastomer composition as described in (1).
本発明のポリエステルエラストマーは、耐熱性に優れており、かつ色調および清澄度が高度に優れているので、成形体の耐熱性、色調、フレバー性に優れており要求の厳しい繊維、成形体、シート、延伸フィルムの原料として好適に用いることができる。
また、本発明の方法でポリエステルエラストマー組成物を製造することで、テトラヒドロフランを生じるヒドロキシテトラメチレン末端基を有する化合物を含有している場合、テトラヒドロフラン含有量を低減し、環境汚染やポリマー品質低下を抑制できる。さらには、遊離ジブタンジオールの含有量が少ないため、ポリマーの外観、耐熱性、フレバー性が優れている。
The polyester elastomer of the present invention is excellent in heat resistance and has a high color tone and clarity, so that the molded body is excellent in heat resistance, color tone and flavor, and demanding fibers, molded products, and sheets It can be suitably used as a raw material for stretched films.
In addition, by producing a polyester elastomer composition by the method of the present invention, when a compound having a hydroxytetramethylene end group that produces tetrahydrofuran is contained, the tetrahydrofuran content is reduced, and environmental pollution and polymer quality deterioration are suppressed. it can. Furthermore, since the content of free dibutanediol is small, the polymer appearance, heat resistance and flavor properties are excellent.
以下、本発明を詳しく説明する。 The present invention will be described in detail below.
本発明によれば、テトラヒドロフランの含有量の上限は、ポリエステルエラストマー組成物中において2000ppm以下である。含有量は、ポリエステルエラストマー組成物の質量に対するテトラヒドロフランの質量である。
テトラヒドロフランの含有量は、好ましくは1800ppm以下、さらに好ましくは1500ppm以下であり、最も好ましくは1000ppm以下である。
テトラヒドロフランが2000ppmを超える場合には、このポリエステルエラストマー組成物から得られた容器などの内容物の風味や香りが非常に悪くなる傾向にある。
本発明のポリエステルエラストマー組成物が、テトラヒドロフランの含有量2000ppm以下を維持するためには、重合反応後期及び重合反応完了直後の少なくとも一方で酸化防止剤を添加する必要がある。これにより、重合反応前に添加すると通常は重合反応中に失われてしまう酸化防止剤のラジカルトラップ機能が、失われずにヒドロキシテトラメチレン末端基の熱安定性に寄与し、また閉環反応の抑制に寄与したと考えられる。
ここで言う重合反応後期とは、所定の還元粘度より0.01〜0.50dl/g粘度が低い状態のことである。
テトラヒドロフランの含有量の下限値は0が望ましいが、40ppm未満(特にポリオールとしてPTMGを用いた場合は、100ppm未満)にするためには生産性を犠牲にして製造条件を設定する必要があり、好ましい態様ではない。
本発明によれば、遊離ジブタンジオールの含有量の上限は、ポリエステルエラストマー組成物中において、50ppm以下である。この含有量は、ポリエステルエラストマー組成物の質量に対する成分の質量である。ここでジブタンジオールとは、ブタンジオール2分子がエーテル結合を介して結合した化合物である。
遊離ジブタンジオールの含有量は、好ましくは70ppm以下、さらに好ましくは50ppm以下であり、最も好ましくは10ppm以下である。
遊離ジブタンジオールが50ppmを超える場合には、このポリエステルエラストマー組成物から得られた容器などの内容物の風味や香りが非常に悪くなる傾向で、更に耐熱性が低下する傾向にある。
遊離ジブタンジオールの含有量が50ppm以下であれば、そのポリエステルエラストマー組成物から得られた容器などの内容物の風味や香りを長期に渡り保持することができ、更に耐熱性が向上する。
According to the present invention, the upper limit of the content of tetrahydrofuran is 2000 ppm or less in the polyester elastomer composition. The content is the mass of tetrahydrofuran relative to the mass of the polyester elastomer composition.
The content of tetrahydrofuran is preferably 1800 ppm or less, more preferably 1500 ppm or less, and most preferably 1000 ppm or less.
When tetrahydrofuran exceeds 2000 ppm, the flavor and aroma of the contents such as a container obtained from this polyester elastomer composition tend to be very poor.
In order for the polyester elastomer composition of the present invention to maintain a tetrahydrofuran content of 2000 ppm or less, it is necessary to add an antioxidant at least one of the late stage of the polymerization reaction and immediately after the completion of the polymerization reaction. As a result, the radical trap function of the antioxidant, which is usually lost during the polymerization reaction if added before the polymerization reaction, contributes to the thermal stability of the hydroxytetramethylene end group without being lost, and also suppresses the ring closure reaction. It is thought that it contributed.
The term “late polymerization reaction” as used herein refers to a state where the viscosity is lower by 0.01 to 0.50 dl / g than the predetermined reduced viscosity.
The lower limit of the content of tetrahydrofuran is preferably 0, but in order to make it less than 40 ppm (particularly less than 100 ppm when PTMG is used as a polyol), it is necessary to set production conditions at the expense of productivity, which is preferable. It is not an aspect.
According to the present invention, the upper limit of the content of free dibutanediol is 50 ppm or less in the polyester elastomer composition. This content is the mass of the component with respect to the mass of the polyester elastomer composition. Here, dibutanediol is a compound in which two molecules of butanediol are bonded via an ether bond.
The content of free dibutanediol is preferably 70 ppm or less, more preferably 50 ppm or less, and most preferably 10 ppm or less.
When the free dibutanediol exceeds 50 ppm, the flavor and aroma of the contents such as a container obtained from the polyester elastomer composition tend to be very poor, and the heat resistance tends to be further lowered.
If the content of free dibutanediol is 50 ppm or less, the flavor and aroma of the contents such as a container obtained from the polyester elastomer composition can be maintained for a long period of time, and the heat resistance is further improved.
本発明における芳香族ジカルボン酸を主体とするジカルボン酸成分とは、その50モル%以上が芳香族ジカルボン酸又はそのジエステルであって、芳香族ジカルボン酸としてはテレフタル酸、イソフタル酸、オルソフタル酸、2,6−ナフタレンジカルボン酸、1,5−ナフタレンジカルボン酸、1,2−ビス(フェノキシ)エタン−p,p’−ジカルボン酸、ジフェニル−p,p−ジカルボン酸、1,3−フエニレンジオキシジ酢酸、及びその機能的誘導体である。好ましくはテレフタル酸、イソフタル酸、2,6−ナフタレンジカルボン酸ジフェニル−p,p−ジカルボン酸が結晶化速度が早く成形性が良好な傾向にある。特に好ましくは、テレフタル酸およびテレフタル酸ジメチルエステル、イソフタル酸およびイソフタル酸ジメチルエステル、ナフタレンジカルボン酸およびナフタレンジカルボン酸ジメチルエステルが最も好ましい。更に、アジピン酸、セバシン酸、コハク酸、グルタル酸、ダイマ−酸等の脂肪族ジカルボン酸及びその機能的誘導体、ヘキサヒドロテレフタル酸、ヘキサヒドロイソフタル酸、シクロヘキサンジカルボン酸等の脂環族ジカルボン酸及びその機能的誘導体を50モル%未満で用いることも出来る。 芳香族ジカルボン酸以外の成分が好ましくは50モル%未満、更に好ましくは40モル%未満、最も好ましくは30モル%未満で、50モル%を超えるとポリエステルエラストマーの結晶性が低下する傾向にあり成形性、耐熱性が低下する傾向ある。 In the present invention, the dicarboxylic acid component mainly comprising an aromatic dicarboxylic acid is 50 mol% or more of an aromatic dicarboxylic acid or a diester thereof, and examples of the aromatic dicarboxylic acid include terephthalic acid, isophthalic acid, orthophthalic acid, 2 , 6-Naphthalenedicarboxylic acid, 1,5-naphthalenedicarboxylic acid, 1,2-bis (phenoxy) ethane-p, p'-dicarboxylic acid, diphenyl-p, p-dicarboxylic acid, 1,3-phenylenedioxy Diacetic acid and its functional derivatives. Preferably, terephthalic acid, isophthalic acid, and 2,6-naphthalenedicarboxylic acid diphenyl-p, p-dicarboxylic acid tend to have a high crystallization rate and good moldability. Most preferred are terephthalic acid and terephthalic acid dimethyl ester, isophthalic acid and isophthalic acid dimethyl ester, naphthalene dicarboxylic acid and naphthalene dicarboxylic acid dimethyl ester. Furthermore, aliphatic dicarboxylic acids such as adipic acid, sebacic acid, succinic acid, glutaric acid, dimer acid and functional derivatives thereof, alicyclic dicarboxylic acids such as hexahydroterephthalic acid, hexahydroisophthalic acid, cyclohexanedicarboxylic acid and the like The functional derivative can also be used in less than 50 mol%. The component other than the aromatic dicarboxylic acid is preferably less than 50 mol%, more preferably less than 40 mol%, most preferably less than 30 mol%, and if it exceeds 50 mol%, the crystallinity of the polyester elastomer tends to be lowered and molding is performed. And heat resistance tend to decrease.
本発明におけるポリテトラメチレングリコールとしては、ポリアルキレングリコールの分子量が400未満では得られるポリエステルエラストマーのブロック性が低下するため、ポリマーの融点・軟化点が低くなる。また、分子量が6000を超えるとポリエステルエラストマーが相分離し、不透明・パール状になる等の問題点がある。 As polytetramethylene glycol in the present invention, when the molecular weight of polyalkylene glycol is less than 400, the block property of the resulting polyester elastomer is lowered, so that the melting point / softening point of the polymer is lowered. Further, when the molecular weight exceeds 6000, there is a problem that the polyester elastomer is phase-separated and becomes opaque or pearly.
本発明で用いられる、1,4−ブタンジオールを主体とする分子量250未満のグリコールは、1,4−ブタンジオ−ルを60モル%以上含有することが好ましく、更に好ましくは70モル%以上含有、最も好ましくは80モル%以上含有し、60モル%未満では、結晶性が低下し、成形性耐熱性が低下する傾向にある。
その他の分子量250未満のグリコールとしては、具体的にはエチレングリコル、プロピレングリコール、1,3−プロパンジオール、1,5−ペンタンジオール、ネオペンチルグリコール,1,6−ヘキサンジオール、3−メチル−1、5−ペンタンジオール,2−メチル−1、5−ペンタンジオール、2,2−ジエチル−1,3−プロパンジオール、2−ブチル−2−エチル−1,3−プロパンジオール、1,9−ノナンジオール、1,10−デカンジオールなどが挙げられる。脂環族グリコールとしては1,4−シクロヘキサンジメタノール、1,3−シクロヘキサンジメタノール、1,2−シクロヘキサンジメタノール、3,8−ビスビドロキシメチルトリシクロジシカン、水素添加ビスフェノールA、水素添加ビスフェノールF、TCDグリコールなどが挙げられ、これらを単独又は2種類以上併用して使用できる、30モル%未満併用してもよく、分子量が250を超えると結晶性が低下して、成形性、耐熱性が低下する傾向にある。
The glycol having a molecular weight of less than 250, mainly composed of 1,4-butanediol, used in the present invention preferably contains 60 mol% or more of 1,4-butanediol, more preferably 70 mol% or more, Most preferably, it is contained in an amount of 80 mol% or more, and if it is less than 60 mol%, the crystallinity is lowered and the moldability and heat resistance tends to be lowered.
Specific examples of other glycols having a molecular weight of less than 250 include ethylene glycol, propylene glycol, 1,3-propanediol, 1,5-pentanediol, neopentyl glycol, 1,6-hexanediol, and 3-methyl- 1,5-pentanediol, 2-methyl-1,5-pentanediol, 2,2-diethyl-1,3-propanediol, 2-butyl-2-ethyl-1,3-propanediol, 1,9- Nonanediol, 1,10-decanediol and the like can be mentioned. Alicyclic glycols include 1,4-cyclohexanedimethanol, 1,3-cyclohexanedimethanol, 1,2-cyclohexanedimethanol, 3,8-bisbidoxymethyltricyclodicican, hydrogenated bisphenol A, hydrogenated bisphenol F, TCD glycol, and the like can be used, and these can be used alone or in combination of two or more, and may be used in combination with less than 30 mol%. When the molecular weight exceeds 250, the crystallinity is lowered, and the moldability and heat resistance are increased. Tend to decrease.
発明の内容を損なわない範囲で、カルボン酸を付与しても良い、カルボキシル基の導入する方法としては、上記ポリエステル樹脂を重合した後に無水トリメリット酸、無水フタル酸、無水ピロメリット酸、無水コハク酸、無水1,8−ナフタル酸、無水1,2−シクロヘキサンジカルボン酸などを後付加して酸価を付与、変性ポリエステルとしては、ジメチロールプロピオン酸、ジメチロールブタン酸等で鎖延長する方法が挙げられる。さらに、本発明で用いる、芳香族系ポリエステル中に共重合して使用されるその他の共重合成分として、多官能化合物として、酸成分として、トリメリット酸、ピロメリット酸等を挙げることができ、グリコール成分として、グリセリン、ペンタエリスリトールを挙げることができる。以上の共重合成分の使用量は、芳香族系ポリエステルが実質的に線状を維持する程度でなければならない As long as the content of the invention is not impaired, a carboxylic acid may be added. A method for introducing a carboxyl group includes trimellitic anhydride, phthalic anhydride, pyromellitic anhydride, succinic anhydride after polymerization of the polyester resin. Acid, 1,8-naphthalic acid anhydride, 1,2-cyclohexanedicarboxylic acid, etc. are post-added to give an acid value. As a modified polyester, there is a method of chain extension with dimethylolpropionic acid, dimethylolbutanoic acid or the like. Can be mentioned. Furthermore, as other copolymerization components used by copolymerization in the aromatic polyester used in the present invention, polyfunctional compounds, acid components, trimellitic acid, pyromellitic acid and the like can be mentioned, Examples of the glycol component include glycerin and pentaerythritol. The amount of the above copolymerization component used should be such that the aromatic polyester remains substantially linear.
なお、ジカルボン酸又はそのジエステルからなる酸成分に対するグリコールのモル比は、1.2以上2.2以下が好ましい。特に、1.4以上2.0以下が好ましい。 In addition, as for the molar ratio of the glycol with respect to the acid component which consists of dicarboxylic acid or its diester, 1.2 or more and 2.2 or less are preferable. In particular, 1.4 or more and 2.0 or less are preferable.
また、生成されたポリエステルエラストマーに対するポリテトラメチレングリコールとジカルボン酸成分からなるブロック繰り返し単位、即ち、ソフトセグメント単位の重量%は、要求される弾性特性に応じて選択できるが、一般には5〜80重量%程度、特に、5〜70重量%程度が好ましい。 Further, the block repeating unit comprising polytetramethylene glycol and the dicarboxylic acid component relative to the produced polyester elastomer, that is, the weight% of the soft segment unit can be selected according to the required elastic properties, but generally 5 to 80 wt. %, Especially about 5 to 70% by weight is preferable.
本発明のポリエステルエラストマーからなる成形体の耐熱性や直接接触している飲料などの内容物の風味と該ポリエステル材質中に残留している遊離の低分子化合物含有量及びこれら化合物の内容物への溶出量との関係について鋭意検討を加えてきたが、その結果、特定の低分子化合物だけではなくて、グリコールをはじめとする下記の種々の遊離の低分子化合物が内容物中にごく微量ではあるが溶出して複合的に内容物の風味に影響し、更には耐熱性が低下することが分かった。 The heat resistance of the molded article made of the polyester elastomer of the present invention and the flavor of contents such as beverages that are in direct contact, the content of free low molecular compounds remaining in the polyester material, and the contents of these compounds to the contents As a result of diligent investigations on the relationship with the amount of elution, not only the specific low molecular weight compounds but also the following various free low molecular weight compounds including glycols are in very small amounts. Was dissolved to affect the flavor of the contents in a composite manner, and the heat resistance was further reduced.
本発明によれば、遊離の低分子化合物の上限は、主として芳香族ジカルボン酸からなるポリエステルにおいて、該ポリエステルに由来するTHF含有量が2000pmm以下、遊離のジブタンジオールが50ppm以下であるためには、重合反応後期及び重合反応完了直後の少なくとも一方で酸化防止剤を添加する必要がある。これにより、重合反応前に添加すると通常は重合反応中に失われてしまう酸化防止剤のラジカルトラップ機能が、失われずにポリマーの熱安定性に寄与したと考えられる。
本発明のポリエステルエラストマー組成物が、THF含有量が2000pmm以下、遊離のジブタンジオールが50ppm以下であるためには、(1)重合反応後期及び重合反応完了直後の少なくとも一方で酸化防止剤を添加することに加え、(2)ジカルボン酸成分及び分子量250未満のグリコール成分から得られた数平均分子量5000〜50000のポリエステルと、数平均分子量400〜6000のポリテトラメチレングリコールを加熱混合して、あらかじめ還元粘度0.2dl/g以上に反応させたポリエステルエラストマーを薄膜蒸発器または横型二軸反応缶に移送して、230〜255℃、2hPa以下でさらに重合反応を行うとより好ましい。
ここで、加熱混合した際には、数平均分子量5000〜50000のポリエステルは溶解と同時に一部解重合が起こり、ポリテトラメチレングリコールとの反応が起こる。
原料としてジカルボン酸成分、分子量250未満のグリコール成分を用いた従来のDMT法やTPA法では、反応率を上げたり工程安定性の為に分子量250未満のグリコールを過剰に添加する必要がある為、未反応物が残存して遊離物が多くなる。一方、上記(1)の実施により、重合反応前に添加すると通常は重合反応中に失われてしまう酸化防止剤の機能が維持できているので、反応缶からの取り出し時のポリマーの熱分解が少なくなり、遊離ジブタンジオールやTHFの生成が抑えられる。また、上記(2)の実施により、過剰の分子量250未満のグリコールの添加は必要なく、反応速度調整用に分子量250未満のグリコールを添加する場合であってもその添加量は少量である為に、遊離物が少なくなる。さらに、表面更新性の高い薄膜蒸発器または横型二軸反応缶で重合反応を行うため、反応時間の短縮が可能となり、熱分解による遊離ジブタンジオールやTHFの生成が抑えられる。
なお、上記(2)実施時に、酸化防止剤を添加しておくことは、加熱混合時や重合反応時の熱分解による遊離のジブタンジオールの生成が抑えられるので、好ましい態様である。
遊離ジブタンジオールの含有量の下限値はそれぞれ0が望ましいが、1ppm未満にするためには生産性を犠牲にして製造条件を設定する必要があり、好ましい態様ではない。
According to the present invention, the upper limit of the free low molecular weight compound is that, in a polyester mainly composed of an aromatic dicarboxylic acid, the THF content derived from the polyester is 2000 ppm or less and the free dibutanediol is 50 ppm or less. It is necessary to add an antioxidant at least one of the late stage of the polymerization reaction and immediately after the completion of the polymerization reaction. Thus, it is considered that the radical trap function of the antioxidant, which is usually lost during the polymerization reaction when added before the polymerization reaction, contributes to the thermal stability of the polymer without being lost.
In order that the polyester elastomer composition of the present invention has a THF content of 2000 ppm or less and a free dibutanediol of 50 ppm or less, (1) an antioxidant is added at least one of the late stage of the polymerization reaction and immediately after the completion of the polymerization reaction In addition, (2) a polyester having a number average molecular weight of 5,000 to 50,000 obtained from a dicarboxylic acid component and a glycol component having a molecular weight of less than 250 and polytetramethylene glycol having a number average molecular weight of 400 to 6000 are mixed by heating. More preferably, the polyester elastomer reacted to a reduced viscosity of 0.2 dl / g or more is transferred to a thin film evaporator or a horizontal biaxial reactor, and further subjected to a polymerization reaction at 230 to 255 ° C. and 2 hPa or less.
Here, when heated and mixed, the polyester having a number average molecular weight of 5,000 to 50,000 is partially depolymerized at the same time as being dissolved, and reacts with polytetramethylene glycol.
In the conventional DMT method or TPA method using a dicarboxylic acid component and a glycol component having a molecular weight of less than 250 as raw materials, it is necessary to increase the reaction rate or to add excessive glycol having a molecular weight of less than 250 for process stability. Unreacted substances remain and free substances increase. On the other hand, by carrying out the above (1), the function of an antioxidant that is usually lost during the polymerization reaction can be maintained if it is added before the polymerization reaction. The production of free dibutanediol and THF is reduced. In addition, by the implementation of the above (2), it is not necessary to add an excessive glycol having a molecular weight of less than 250, and even when adding a glycol having a molecular weight of less than 250 for adjusting the reaction rate, the addition amount is small. , Less frees. Furthermore, since the polymerization reaction is carried out in a thin film evaporator or a horizontal biaxial reactor with high surface renewability, the reaction time can be shortened and the production of free dibutanediol and THF due to thermal decomposition can be suppressed.
In addition, it is a preferable aspect to add antioxidant at the time of said (2) implementation, since the production | generation of the free dibutanediol by thermal decomposition at the time of heat mixing and a polymerization reaction is suppressed.
The lower limit of the content of free dibutanediol is preferably 0, but in order to make it less than 1 ppm, it is necessary to set production conditions at the expense of productivity, which is not a preferred embodiment.
本発明におけるポリエステルエラストマー100重量部に対して、酸化防止剤を0.01〜5重量部、好ましくは0.05〜3重量部、より好ましくは0.1〜2重量部である。添加量が0.1重量部未満では、THF含有量や遊離のジブタンジオールが増大する傾向にあり、5重量%超えると成形時に金型が汚れ成形性が低下する傾向にある。
具体的な添加方法として、重合開始前とは別に、重合反応後期及び重合反応完了直後の少なくとも一方で酸化防止剤を添加する方法が挙げられる。具体的には、ヒンダードフェノール系、硫黄系酸化防止剤、リン系等酸化防止剤を一種類以上添加することが出来る。その他、公知のヒンダートアミン系、トリアゾール系、ベンゾフェノン系、ベンゾエート系、ニッケル系、サリチル系等の光安定剤、帯電防止剤、滑剤、過酸化物等の分子調整剤、金属不活性化剤、有機及び無機系の核剤、中和剤、制酸剤、防菌剤、蛍光増白剤、充填剤、難燃剤、難燃助剤等を一種類以上添加することができる。
An antioxidant is 0.01-5 weight part with respect to 100 weight part of polyester elastomers in this invention, Preferably it is 0.05-3 weight part, More preferably, it is 0.1-2 weight part. When the addition amount is less than 0.1 parts by weight, the THF content and free dibutanediol tend to increase. When the addition amount exceeds 5% by weight, the moldability of the mold tends to deteriorate during molding.
A specific addition method includes a method of adding an antioxidant at least one of the late stage of the polymerization reaction and immediately after the completion of the polymerization reaction, separately from before the start of the polymerization. Specifically, one or more hindered phenol-based, sulfur-based antioxidants, phosphorus-based antioxidants and the like can be added. In addition, known hindered amines, triazoles, benzophenones, benzoates, nickels, salicyls and other light stabilizers, antistatic agents, lubricants, peroxides and other molecular modifiers, metal deactivators, One or more organic and inorganic nucleating agents, neutralizing agents, antacids, antibacterial agents, fluorescent brighteners, fillers, flame retardants, flame retardant aids, and the like can be added.
ヒンダードフェノール系酸化防止剤
本発明におけるヒンダードフェノール系酸化防止剤としては、3,5−ジ−t−ブチル−4−ヒドロキシ−トルエン、n−オクタデシル−β−(4’−ヒドロキシ−3’,5’−ジ−t−ブチルフェニル)プロピオネート、ペンタエリスリトール テトラキス[3−(3,5−ジーt−ブチルー4−ヒドロキシフェニル)プロピオネート]、チオジエチレン ビス[3−(3,5−ジーt−ブチルー4−ヒドロキシフェニル)プロピオネート]、オクタデシルー3−(3,5−ジーt―ブチルー4−ヒドロキシフェニル)プロピオネート、テトラキス[メチレン−3−(3’,5’−ジ−t−ブチルー4’−ヒドロキシフェニル)プロピオネート]メタン、1,3,5−トリメチル−2,4,6’−トリス(3,5−ジ−t−ブチル−4−ヒイドロキシベンジル)ベンゼン、カルシウム(3,5−ジ−t−ブチル−4−ヒドロキシ−ベンジル−モノエチル−フォスフェート)、トリエチレングリコール−ビス[3−(3−t−ブチル−5−メチルー4ーヒドロキシフェニル)プロピオネート]、3,9−ビス[1,1−ジメチル−2−{β−(3−t−ブチル−4−ヒドロキシ−5−メチルフェニル)プロピオニルオキシ}エチル]2,4,8,10−テトラオキサスピロ[5,5]ウンデカン、ビス[3,3−ビス(4’ヒドロキシ−3’−t−ブチルフェニル)酪酸]グリコールエステル、トコフェロール、2,2’−エチリデンビス(4,6−ジ−t−ブチルフェノール)、N,N’−ヘキサンー1,6−ジイルビス[3−(3,5−ジーt−ブチルー4−ヒドロキシフェニルプロピオナミド)、1,3,5−ビス[2,4−ビス(1,1−ジメチルエチル)−6−メチルフェニル]エチルエステル亜リン酸、テトラキス(2,4−ジーt−ブチルフェニル)[1,1−ビフェニル]−4,4’ージイルビスホスフォナイト、ビス(2,4−ジーt−ブチルフェニル)ペンタエリスリトールジフォスファイト、N,N’−ビス[3−(3,5−ジーt−ブチル−4−ヒドロキシフェニル)プロピオニル]ヒドラジン、2,2’−オキサミドビス[エチル−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]、1,1,3−トリス(2−メチル−4−ヒドロキシ−5−t−ブチルフェニル)ブタン、1,3,5−トリス(3’,5’−ジ−t−ブチル−4’−ヒドロキシベンジル)−S−トリアジン−2,4,6(1H,3H,5H)−トリオン、1,3,5−トリス(4−t−ブチル−3−ヒドロキシ−2,6−ジメチルベンジル)イソシアヌレート、3,5−ジ−t−ブチル−4−ヒドロキシヒドロシンナミックアシドトリエステルウイズ−1,3,5−トリス(2−ヒドロキシエチル)−S−トリアジン−2,4,6(1H,3H,5H)等を挙げることができる。
Hindered phenolic antioxidant As the hindered phenolic antioxidant in the present invention, 3,5-di-t-butyl-4-hydroxy-toluene, n-octadecyl-β- (4′-hydroxy-3 ′) , 5'-di-t-butylphenyl) propionate, pentaerythritol tetrakis [3- (3,5-di-t-butyl-4-hydroxyphenyl) propionate], thiodiethylene bis [3- (3,5-di-t- Butyl-4-hydroxyphenyl) propionate], octadecyl-3- (3,5-di-t-butyl-4-hydroxyphenyl) propionate, tetrakis [methylene-3- (3 ′, 5′-di-t-butyl-4′-hydroxy) Phenyl) propionate] methane, 1,3,5-trimethyl-2,4,6′-tris (3,5-di t-butyl-4-hydroxybenzyl) benzene, calcium (3,5-di-t-butyl-4-hydroxy-benzyl-monoethyl-phosphate), triethylene glycol-bis [3- (3-t- Butyl-5-methyl-4-hydroxyphenyl) propionate], 3,9-bis [1,1-dimethyl-2- {β- (3-tert-butyl-4-hydroxy-5-methylphenyl) propionyloxy} ethyl ] 2,4,8,10-tetraoxaspiro [5,5] undecane, bis [3,3-bis (4′hydroxy-3′-t-butylphenyl) butyric acid] glycol ester, tocopherol, 2,2 ′ -Ethylidenebis (4,6-di-t-butylphenol), N, N'-hexane-1,6-diylbis [3- (3,5-di-t-butyl-4- Loxyphenylpropionamide), 1,3,5-bis [2,4-bis (1,1-dimethylethyl) -6-methylphenyl] ethyl ester phosphorous acid, tetrakis (2,4-di-t-butylphenyl) ) [1,1-biphenyl] -4,4′-diylbisphosphonite, bis (2,4-di-t-butylphenyl) pentaerythritol diphosphite, N, N′-bis [3- (3 5-di-t-butyl-4-hydroxyphenyl) propionyl] hydrazine, 2,2′-oxamidobis [ethyl-3- (3,5-di-t-butyl-4-hydroxyphenyl) propionate], 1,1, 3-tris (2-methyl-4-hydroxy-5-t-butylphenyl) butane, 1,3,5-tris (3 ′, 5′-di-t-butyl-4′-hydroxybenzyl) -S Triazine-2,4,6 (1H, 3H, 5H) -trione, 1,3,5-tris (4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl) isocyanurate, 3,5- Di-t-butyl-4-hydroxyhydrocinnamic acid triester with-1,3,5-tris (2-hydroxyethyl) -S-triazine-2,4,6 (1H, 3H, 5H) be able to.
硫黄系酸化防止剤
本発明における硫黄系酸化防止剤としては、ジラウリル−3,3’−チオジプロピオン酸エステル、ジミリスチル−3,3’−チオジプロピオン酸エステル、ジステアリル−3,3’−チオジプロピオン酸エステル、ラウリルステアリル−3,3’−チオジプロピオン酸エステル、ジオクタデシルサルファイド、ペンタエリストリトール−テトラ(β−ラウリル−チオプロピオネート)エステル等を挙げることができる。
Sulfur-based antioxidant As the sulfur-based antioxidant in the present invention, dilauryl-3,3′-thiodipropionic acid ester, dimyristyl-3,3′-thiodipropionic acid ester, distearyl-3,3′- Examples thereof include thiodipropionic acid ester, lauryl stearyl-3,3′-thiodipropionic acid ester, dioctadecyl sulfide, pentaerythritol tetra (β-lauryl-thiopropionate) ester, and the like.
リン系酸化防止剤
リン系酸化防止剤としては、トリス(ミックスド、モノ及びジノリルフェニル)フォスファイト、トリス(2,3−ジ−t−ブチルフェニル)フォスファイト、4,4’−ブチリデン−ビス(3−メチル−6−t−ブチルフェニル−ジ−トリデシル)フォスファイト、1,1,3−トリス(2−メチル−4−ジ−トリデシルフォスファイト−5−t−ブチルフェニル)ブタン、ビス(2、4ージ−t−ブチルフェニル)ペンタエリスリトール−ジ−フォスファイト、テトラキス(2,4−ジ−t−ブチルフェニル)−4,4’−ビフェニレンフォスファナイト、ビス(2,6−ジ−t−ブチル−4−メチルフェニル)ペンタエリストール−ジ−フォスファイト、2,2’−エチリデン−ビス(4,6−ジ−t−ブチルフェニル)−2−エチルヘキシル−フォスファイト、ビス(2,4,6−ジ−t−ブチルフェニル)ペンタエリスリトール−ジ−フォスファイト、トリフェニルホスファイト、ジフェニルデシルホスファイト、ジデシルフェニルホスファイト、トリデシルホスファイト、トリオクチルホスファイト、トリドデシルホスファイト、トリオクタデシルフォスファイト、トリノニルフェニルホスファイト、トリドデシルトリチオホスファイト等を挙げることが出来る。
Phosphorous antioxidants Phosphorous antioxidants include tris (mixed, mono and dinolylphenyl) phosphite, tris (2,3-di-t-butylphenyl) phosphite, 4,4'-butylidene- Bis (3-methyl-6-tert-butylphenyl-di-tridecyl) phosphite, 1,1,3-tris (2-methyl-4-di-tridecyl phosphite-5-tert-butylphenyl) butane, Bis (2,4-di-t-butylphenyl) pentaerythritol-di-phosphite, tetrakis (2,4-di-t-butylphenyl) -4,4′-biphenylenephosphanite, bis (2,6 -Di-t-butyl-4-methylphenyl) pentaerythritol-di-phosphite, 2,2'-ethylidene-bis (4,6-di-t-butylphenyl) 2-ethylhexyl-phosphite, bis (2,4,6-di-t-butylphenyl) pentaerythritol-di-phosphite, triphenyl phosphite, diphenyldecyl phosphite, didecylphenyl phosphite, tridecyl phosphite Phyto, trioctyl phosphite, tridodecyl phosphite, trioctadecyl phosphite, trinonylphenyl phosphite, tridodecyl trithiophosphite and the like can be mentioned.
ヒンダードアミン系光安定剤
本発明におけるヒンダードアミン系としては、琥珀酸ジメチルと1−(2−ヒドロキシエチル)−4−ヒドロキシ−2,2,6,6−テトラメチルピペロジンとの重縮合物、ポリ[[6−(1,1,3,3−テトラブチル)イミノ−1,3,5−トリアジン−2,4−ジイル]ヘキサメチレン[(2,2,6,6−テトラメチル−4−ピペリジル)イミル]]、2−n−ブチルマロン酸のビス(1,2,2,6,6−テトラメチル−4−ピペリジル)−1,2,3,4−ブタンテトラカルボキシレート、ビス(2,2,6,6−テトラメチル−4−ピペリジル)セバケート、N,N’−ビス(2,2,6,6−テトラメチル−4−ピペリジル)ヘキサメチレンジアミンと1,2−ジブロモエタンとの重縮合物、ポリ[(N,N’−ビス(2,2,6,6−テトラメチル−4−ピペリジル)ヘキサメチレンジアミン)−(4−モノホリノ−1,3,5−トリアジン2、6−ジイル)−ビス(3,3,5,5−テトラミチルピペラジノン)、トリス(2,2,6,6−テトラメチル−4−ピペリジル)−ドデシル−1,2,3,4−ブタンテトラカルボキシレート、トリス(1,2,2,6,6−ペンタメチル−4−ピペリジル)−ドデシル−1,2,3,4−ブタンテトラカルボキシレート、ビス(1,2,2,6,6−ペンタメチル−4−ピペリジル)セバケート、1,6,11−トリス[{4,6−ビス(N−ブチル−N−(1,2,2,6,6−ペンタメチルピペリジン−4−イル)アミノ−1,3,5−トリアジン−2−イル}アミノ]ウンデカン、1−[2−[3−5−ジ−t−ブチル−4−ヒドロキシフェニル)プロピオニルオキシ]−2,2,6,6−テトロメチルピペリジン、8−ベンジル−7,7,9,9−テトラメチル−3−オクチル−1,3,8−トリアザスピロ[4,5]ウンデカン−2,4−ジオン、4−ベンゾイルオキシ−2,2,6,6−テトラメチルピペリジン、N,N’−ビス(3−アミノプロピル)エチレンジアミン−2,4−ビス[N−ブチル−N−(1,2,2,6,6−ペンタメチル−4−ピペリジル)アミノ]−6−クロロ−1,3,5−トリアジン縮合物等を挙げることができる。
Hindered amine light stabilizer In the present invention, the hindered amine system includes a polycondensate of dimethyl oxalate and 1- (2-hydroxyethyl) -4-hydroxy-2,2,6,6-tetramethylpiperazine, poly [ [6- (1,1,3,3-tetrabutyl) imino-1,3,5-triazine-2,4-diyl] hexamethylene [(2,2,6,6-tetramethyl-4-piperidyl) imyl ] Bis (1,2,2,6,6-tetramethyl-4-piperidyl) -1,2,3,4-butanetetracarboxylate of 2-n-butylmalonic acid, bis (2,2, 6,6-tetramethyl-4-piperidyl) sebacate, polycondensate of N, N′-bis (2,2,6,6-tetramethyl-4-piperidyl) hexamethylenediamine and 1,2-dibromoethane The [(N, N′-bis (2,2,6,6-tetramethyl-4-piperidyl) hexamethylenediamine)-(4-monophorino-1,3,5-triazine 2,6-diyl) -bis ( 3,3,5,5-tetramitylpiperazinone), tris (2,2,6,6-tetramethyl-4-piperidyl) -dodecyl-1,2,3,4-butanetetracarboxylate, tris ( 1,2,2,6,6-pentamethyl-4-piperidyl) -dodecyl-1,2,3,4-butanetetracarboxylate, bis (1,2,2,6,6-pentamethyl-4-piperidyl) Sebacate, 1,6,11-tris [{4,6-bis (N-butyl-N- (1,2,2,6,6-pentamethylpiperidin-4-yl) amino-1,3,5- Triazin-2-yl} amino] undecane 1- [2- [3-5-Di-t-butyl-4-hydroxyphenyl) propionyloxy] -2,2,6,6-tetromethylpiperidine, 8-benzyl-7,7,9,9-tetra Methyl-3-octyl-1,3,8-triazaspiro [4,5] undecane-2,4-dione, 4-benzoyloxy-2,2,6,6-tetramethylpiperidine, N, N′-bis ( 3-Aminopropyl) ethylenediamine-2,4-bis [N-butyl-N- (1,2,2,6,6-pentamethyl-4-piperidyl) amino] -6-chloro-1,3,5-triazine A condensate etc. can be mentioned.
本発明におけるトリアゾール系、ベンゾフェノン系、ベンゾエート系、ニッケル系、サリチル酸系等の光安定剤としては、2,2’−ジヒドロキシ−4−メトキシベンゾフェノン、2−ヒドロキシ−4−n−オクトキシベンゾフェノン、p−t−ブチルフェニルサリシレート、2,4−ジ−t−ブチルフェニル−3,5−ジ−t−ブチル−4−ヒドロキシベンゾエート、2−(2’−ヒドオキシ−5’−メチルフェニル)ベンゾトリアゾール、2−(2’−ヒドロキシ−3’,5’−ジ−t−アミルーフェニル)ベンゾトリアゾール、2−(2’−ヒドロキシ−3’−t−ブチル−5’−メチルフェニル)−5−クロロベンゾトリアゾール、2−(2’−ヒドロキシ−3’,5’−ジ−t−ブチルフェニル)−5−クロロベンゾトリアゾール、2,5−ビス−[5’−t−ブチルベンゾキサゾリル−(2)]−チオフェン、[ビス(3,5−ジ−t−ブチル−4−ヒドロキシベンジル燐酸モノエチルエステル]ニッケル塩、2−エトキシ−5−t−ブチル−2’−エチルオキサリックアシッド−ビス−アニリド85〜90%と2−エトキシ−5−t−ブチル−2’−エチル−4’−t−ブチルオキサリックアシッド−ビス−アニリド10〜15%の混合物、2−(3,5−ジ−t−ブチル−2−ヒドロキシフェニル)ベンゾトリアゾール、2−[2−ヒドロキシ−3,5−ビス(α,α−ジメチルベンジル)フェニル]−2H−ベンゾトリアゾール、2−エトキシ−2’−エチルオキザリックアシッドビスアニリド、2−[2’ヒドオキシ−5’−メチル−3’−(3’’,4’’,5’’,6’’−テトラヒドロフタルイミド−メチル)フェニル]ベンゾトリアゾール、ビス(5−ベンゾイル−4−ヒドロキシ−2−メトキシフェニル)メタン、2−(2’−ヒドロキシ−5’−t−オクチルフェニル)ベンゾトリアゾール、2−ヒドロキシ−4−i−オクトキシベンゾフェノン、2−ヒドロキシ−4−ドデシルオキシベンゾフェノン、2ーヒドロキシ−4−オクタデシルオキシベンゾフェノン等を挙げることができる。 Examples of light stabilizers such as triazole, benzophenone, benzoate, nickel, and salicylic acid in the present invention include 2,2′-dihydroxy-4-methoxybenzophenone, 2-hydroxy-4-n-octoxybenzophenone, p -T-butylphenyl salicylate, 2,4-di-t-butylphenyl-3,5-di-t-butyl-4-hydroxybenzoate, 2- (2'-hydroxy-5'-methylphenyl) benzotriazole, 2- (2′-hydroxy-3 ′, 5′-di-t-amyluphenyl) benzotriazole, 2- (2′-hydroxy-3′-t-butyl-5′-methylphenyl) -5-chloro Benzotriazole, 2- (2′-hydroxy-3 ′, 5′-di-t-butylphenyl) -5-chlorobenzotriazole 2,5-bis- [5′-t-butylbenzoxazolyl- (2)]-thiophene, [bis (3,5-di-t-butyl-4-hydroxybenzyl phosphate monoethyl ester] nickel salt, 2-ethoxy-5-t-butyl-2'-ethyloxalic acid-bis-anilide 85-90% and 2-ethoxy-5-t-butyl-2'-ethyl-4'-t-butyloxalic acid A mixture of 10-15% bis-anilide, 2- (3,5-di-tert-butyl-2-hydroxyphenyl) benzotriazole, 2- [2-hydroxy-3,5-bis (α, α-dimethyl) Benzyl) phenyl] -2H-benzotriazole, 2-ethoxy-2′-ethyloxalic acid bisanilide, 2- [2′hydroxy-5′-methyl-3 ′-(3 ″, 4 ″, '', 6 ''-tetrahydrophthalimido-methyl) phenyl] benzotriazole, bis (5-benzoyl-4-hydroxy-2-methoxyphenyl) methane, 2- (2′-hydroxy-5′-t-octylphenyl) Examples include benzotriazole, 2-hydroxy-4-i-octoxybenzophenone, 2-hydroxy-4-dodecyloxybenzophenone, 2-hydroxy-4-octadecyloxybenzophenone, and the like.
帯電防止剤
本発明における帯電防止剤としては、グリセリン脂肪酸(C8 〜C22)エステル、ソルビタン脂肪酸(C8 〜C22)エステル、プロピレングリコール脂肪酸(C8 〜C22)エステル、ショ糖酸脂肪酸(C8 〜C22)エステル、クエン酸モノ(ジ又はトリ)ステアリルエステル、ペンタエリスリトール脂肪酸(C8 〜C18)エステル、トリメチロールプロパン脂肪酸(C8 〜C18)エスエル、ポリグリセリン脂肪酸(C8 〜C22)エステル、ポリオキシエチレン(20モル)グリセリン脂肪酸(C12〜C18)エステル、オイリオキシエチレン(20モル)ソルビタン脂肪酸(C12〜C18)エステル、ポリエチレングリコール脂肪酸(C8 〜C22)エステル、ポリオキシエチレン脂肪アルコール(C12〜C20)エーテル、ポリオキシエチレン(4〜50モル)アルキル(C4 以上)フェニルエーテル、N,N−ビス(2−ヒドロキシエチル)脂肪(C8 〜C18)アミン、脂肪酸とジエタノールアミンによる縮合生成物、ポリオキシプロピレンポリオキシエチレンブロックポリマー、ポリエチレングリコール、ポリプロピレングリコールなどの非イオン性界面活性剤;アルキル(C10〜C20)スルホン酸塩(Na,K,NH4)、アルキルナフタリンスルホン酸塩(Na)、ソジウムジアルキル(C4 〜C16)スルホンサクシネート、アルキル(C8 〜C20)サルフェート(Na,K,NH4 )、脂肪酸(C8 〜C22)塩(Na,K,NH4 )等の陰イオン性界面活性剤;N−アシル(C8 〜C18)ザルコシネート等の両イオン性界面活性剤;ポリアクリル酸及びそのナトリウム塩等のその他の助剤等を挙げることができる。
Antistatic agent In the present invention, the antistatic agent includes glycerin fatty acid (C8 to C22) ester, sorbitan fatty acid (C8 to C22) ester, propylene glycol fatty acid (C8 to C22) ester, and sucrose fatty acid (C8 to C22) ester. , Citric acid mono (di- or tri) stearyl ester, pentaerythritol fatty acid (C8-C18) ester, trimethylolpropane fatty acid (C8-C18) ester, polyglycerin fatty acid (C8-C22) ester, polyoxyethylene (20 mol) Glycerin fatty acid (C12-C18) ester, oilyoxyethylene (20 mol) sorbitan fatty acid (C12-C18) ester, polyethylene glycol fatty acid (C8-C22) ester, polyoxyethylene fatty alcohol (C12-C20) ether, polyoxyethylene (4-5 Mole) alkyl (C4 or higher) phenyl ether, N, N-bis (2-hydroxyethyl) fat (C8 -C18) amine, condensation product of fatty acid and diethanolamine, polyoxypropylene polyoxyethylene block polymer, polyethylene glycol, polypropylene Nonionic surfactants such as glycols; alkyl (C10-C20) sulfonate (Na, K, NH4), alkylnaphthalene sulfonate (Na), sodium dialkyl (C4 -C16) sulfone succinate, alkyl ( Anionic surfactants such as C8 to C20) sulfate (Na, K, NH4) and fatty acid (C8 to C22) salts (Na, K, NH4); zwitterionic such as N-acyl (C8 to C18) sarcosinate Surfactant; other auxiliaries such as polyacrylic acid and its sodium salt Rukoto can.
滑剤
本発明の樹脂組成物中に配合することができる滑剤としては、ヘキシルアミド、オクチルアミド、ステアリルアミド、オレイルアミド、エルシルアミドエチレンビスステアリルアミド、ラウリルアミド、ベヘニルアミド、メチレンビスステアリルアミド、リシノールアミド等の炭素数3〜30の飽和或いは不飽和脂肪族アミド及びその誘導体;ブチルステアリート、イソブチルステアレート等の等の炭素数3〜30の飽和或いは不飽和脂肪族エステル及びその誘導体;市販のシリコーン離型剤シリコーンオイル、シリコーンガム等のシリコーン化合物;市販のフッ素系離型剤、4フッ化エチレン等のフッ素系化合物等を挙げることができる。
Lubricants Lubricants that can be incorporated into the resin composition of the present invention include hexylamide, octylamide, stearylamide, oleylamide, erucylamide ethylenebisstearylamide, laurylamide, behenylamide, methylenebisstearylamide, ricinol C3-C30 saturated or unsaturated aliphatic amides and derivatives thereof such as amides; C3-C30 saturated or unsaturated aliphatic esters and derivatives thereof such as butyl stearate, isobutyl stearate, etc .; commercially available Silicone release agents such as silicone release agents, silicone oils and silicone gums; commercially available fluorine release agents such as tetrafluoroethylene and the like.
金属不活性剤
本発明の樹脂組成物中に配合することができる金属不活性剤としては、3−N’−サリチロイルアミノ−1,2,4−トリアゾール、サリチルアルデヒド、サリチルヒドラジン、N,N’−ビス−[3−(3,5−ジ−t−ブチル−4−ヒドロキシフェニル)プロピオニル]ヒドラジン、オキサリル−ビス[ベンジリデンヒドラジド]、9,10−ジヒドロ−9−オキサ−10−ホスファフェナントレン−10−オキサイド、3,4,5,6−ジベンゾ−1,2−オキサフォスファン−2−オキサイド、トリス[2−t−ブチル−4−チオ(2’−メチル−4’−ヒドロキシ−5−t−ブチル)フェニル−5−メチル]フェニルフォスファイト、2,2’−オキサミド−ビス−[エチル−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]等を挙げることができる。
Metal Deactivator The metal deactivator that can be blended in the resin composition of the present invention includes 3-N′-salicyloylamino-1,2,4-triazole, salicylaldehyde, salicylhydrazine, N, N′-bis- [3- (3,5-di-t-butyl-4-hydroxyphenyl) propionyl] hydrazine, oxalyl-bis [benzylidenehydrazide], 9,10-dihydro-9-oxa-10-phospha Phenanthrene-10-oxide, 3,4,5,6-dibenzo-1,2-oxaphosphane-2-oxide, tris [2-tert-butyl-4-thio (2′-methyl-4′-hydroxy-) 5-t-butyl) phenyl-5-methyl] phenyl phosphite, 2,2′-oxamido-bis- [ethyl-3 (3,5-di-t-butyl-4-hydroxy) Eniru) propionate], and the like can be mentioned.
核剤
本発明の樹脂組成物中に配合することができる核剤としては、1,3,2,4−ジ−ベンジリデン−ソルビートル、1,3,2,4−ジ−ジ−(p−メチル−ベンジリデン)ソルビトール、1,3,2,4−ジ−(p−エチル−ベンジリデン)ソルビトール、1,3,2,4−ジ−(2’,4’−ジ−メチル−ベンジリデン)ソルビトール、1,3−p−クロロ−ベンジリデン−2,4−p−メチル−ベンジリデン−ソルビトール、1,3,2,4−ジ−(p−プロピル−ベンジリデン)ソルビトール、アルミニウム−モノ−ヒドロキシ−ジ−p−t−ブチルベンゾエート、ソジウム−ビス(4−t−ブチルフェニル)フォスフェート、ソジウム−2,2’−メチレン−ビス−(4,6−ジ−t−ブチル−フェニル)フォスフェート、タルク、安息香酸ナトリウム、リチウム−2,2’−メチレン−ビス−(4,6−ジ−t−ブチルフェニル)フォスフェート等を挙げることができる。
As the nucleating agent that can be blended in the resin composition of the present invention, 1,3,2,4-di-benzylidene-sorbitol, 1,3,2,4-di-di- (p- Methyl-benzylidene) sorbitol, 1,3,2,4-di- (p-ethyl-benzylidene) sorbitol, 1,3,2,4-di- (2 ′, 4′-di-methyl-benzylidene) sorbitol, 1,3-p-chloro-benzylidene-2,4-p-methyl-benzylidene-sorbitol, 1,3,2,4-di- (p-propyl-benzylidene) sorbitol, aluminum mono-hydroxy-di-p -T-butylbenzoate, sodium-bis (4-t-butylphenyl) phosphate, sodium-2,2'-methylene-bis- (4,6-di-t-butyl-phenyl) phosphate, talc And sodium benzoate, lithium-2,2′-methylene-bis- (4,6-di-t-butylphenyl) phosphate, and the like.
中和剤及び制酸剤
本発明の樹脂組成物中に配合することができる中和剤及び制酸剤としては、リチウムステアレート、1,2−ヒドロキシリチウムステアレート、ステアロイル乳酸ナトリウム、ステアリン酸ソーダ、ステアリン酸カリウム、ベヘン酸リチウム、モンタンリチウム、ベヘン酸ナトリウム、モンタン酸ナトリウム、ステアリル乳酸カルシウム、ベヘン酸カルシウム、モンタン酸カルシウム、ステアリン酸カドニウム、ラウリル酸カドミウム、リシノール酸カドミウム、ナフテン酸バリウム、2−エチルヘキソイン酸バリウム、ステアリン酸バリウム、2−エチルヘキソイン酸バリウム、ステアリン酸カルシウム、ラウリル酸カルシウム、リシノール酸カルシウム、ステアリン酸ストロンチウム、ステアリン酸亜鉛、ラウリン酸亜鉛、リシノール酸亜鉛、2−エチルヘキソイン酸亜鉛、ステアリン亜鉛、二塩基性ステアリン酸鉛、ナフテン酸鉛、ステアリン酸錫、ステアリン酸アルミニウム、ステアリン酸マグネシウム等の高級脂肪酸、アルキル乳酸のアルカリ又はアルカリ土類金属塩;塩基性マグネシウム・アルミニウム・ハイドロオキシ・カーボネート・ハイドレート(ハイドロタルサイト)、塩基性ゼオライト、エピクロルヒドリンとビスフェノールA重合物類、エポキシ化大豆油類、エポキシ化脂肪化モノエスエル類、エポキシ化脂環式脂肪酸エステル類、ポリカルボジイミド類、イソシアネート系化合物等を挙げることができる。
Neutralizing agent and antacid agent As the neutralizing agent and antacid agent that can be blended in the resin composition of the present invention, lithium stearate, 1,2-hydroxylithium stearate, sodium stearoyl lactate, sodium stearate , Potassium stearate, lithium behenate, lithium montan, sodium behenate, sodium montanate, calcium stearyl lactate, calcium behenate, calcium montanate, cadmium stearate, cadmium lauryl, cadmium ricinoleate, barium naphthenate, 2- Barium ethylhexoate, barium stearate, barium 2-ethylhexoate, calcium stearate, calcium laurate, calcium ricinoleate, strontium stearate, zinc stearate, lauric acid sublimation Lead, zinc ricinoleate, zinc 2-ethylhexoate, zinc stearate, dibasic lead stearate, lead naphthenate, tin stearate, aluminum stearate, magnesium stearate and other higher fatty acids, alkyl lactic acid alkali or alkaline earth Metal salts: Basic magnesium, aluminum, hydroxy, carbonate, hydrate (hydrotalcite), basic zeolite, epichlorohydrin and bisphenol A polymer, epoxidized soybean oil, epoxidized fat-modified monoester, epoxidized Examples thereof include alicyclic fatty acid esters, polycarbodiimides, and isocyanate compounds.
充填剤
本発明の樹脂組成物中に配合することができる充填剤としては、酸化マグネシウム、酸化アルミニウム、酸化珪素、酸化カルシウム、酸化チタン、酸化クロム(3価)、酸化鉄、酸化亜鉛、シリカ、珪藻土、アルミナ繊維、酸化アンチモン、バリウムフェライト、ストロンチムフェライト、酸化ベリリウム、軽石、軽石バルーン等の酸化物、水酸化マグネシウム、水酸化アルミニウム、塩基性炭酸マグネシウム等の塩基性物又は水酸化物;炭酸マグネシウム、炭酸カルシウム、硫酸バリウム、硫酸アンモニウム、亜硫酸カルシウム、ドロマイト、ドーソナイト等の炭酸塩;硫酸カルシウム、硫酸バリウム、硫酸アンモニウム、亜硫酸カルシウム、塩基性硫酸マグネシウム等の(亜)硫酸塩;珪酸ナトリウム、珪酸マグネシウム、珪酸アルミニウム、珪酸カリウム、珪酸カルシウム、タルク、クレー、マイカ、アスベスト、ガラス繊維、モンモリロライト、ガラスバルーン、ガラスビーズ、ペントナイト等の珪酸塩;カオリン(陶土)、パーライト、鉄粉、銅粉、鉛粉、アルミニウム粉、硫化モリブデン、ボロン繊維、炭化珪素繊維、黄銅繊維、チタン酸カリウム、チタン酸ジルコン酸鉛、硼酸亜鉛、硼酸アルミニウム、メタ硼酸バリウム、硼酸カルシウム、硼酸ナトリウム等を挙げることができる。
Fillers Fillers that can be blended in the resin composition of the present invention include magnesium oxide, aluminum oxide, silicon oxide, calcium oxide, titanium oxide, chromium oxide (trivalent), iron oxide, zinc oxide, silica, Diatomaceous earth, alumina fiber, antimony oxide, barium ferrite, strontium ferrite, beryllium oxide, oxide such as pumice and pumice balloon, basic substance or hydroxide such as magnesium hydroxide, aluminum hydroxide, basic magnesium carbonate; Carbonates such as magnesium, calcium carbonate, barium sulfate, ammonium sulfate, calcium sulfite, dolomite, and dawsonite; (sulfite) sulfates such as calcium sulfate, barium sulfate, ammonium sulfate, calcium sulfite, and basic magnesium sulfate; sodium silicate, magnesium silicate, Silica Silicates such as luminium, potassium silicate, calcium silicate, talc, clay, mica, asbestos, glass fiber, montmorillolite, glass balloon, glass beads, pentonite; kaolin (ceramic earth), perlite, iron powder, copper powder, lead Examples thereof include powder, aluminum powder, molybdenum sulfide, boron fiber, silicon carbide fiber, brass fiber, potassium titanate, lead zirconate titanate, zinc borate, aluminum borate, barium metaborate, calcium borate, and sodium borate.
難燃剤
本発明の難燃剤としては、限定はされないが、アンチモン系にハロゲン系を添加するタイプ、ノンハロ系ではポリリン酸系、金属水酸化物系等が挙げられる。
具体的には、アンチモン化合物としては三酸化アンチモン 、四酸化アンチモン 、五酸化アンチモン代表で上げられる。
ハロゲン系としては臭素系難燃剤、塩素系難燃剤等があり、臭素系難燃剤の具体的代表例としてはデカブロ モジフ工二ルエーテル、ヘキサブロモベンゼン、ヘキサブロモシクロドデカン、テトラプロモビスフエノールA、テトラブロモビスフエノールA−テトラプロモビスフエノールA・ジグリシジルエーテルコポリマーが挙げられる。塩素系灘燃剤の具体的代表例としては塩素化パラフィン、パークロロシクロデカンがある。
ポリリン酸系具体的代表例としては、ポリリン酸アンモニウム、ポリリン酸メラミンが挙げられる。
金属水酸化物系(金属水和物と言う場合もある)としては、水酸化マグネシウム、水酸化アルミニウム等が挙げられる。
Flame retardant The flame retardant of the present invention includes, but is not limited to, a type in which a halogen type is added to an antimony type, and a non-halo type includes a polyphosphoric acid type and a metal hydroxide type.
Specifically, antimony compounds include antimony trioxide, antimony tetroxide, and antimony pentoxide.
Halogen-based flame retardants include chlorine-based flame retardants, and specific representative examples of brominated flame retardants include decabromomodifyl ether, hexabromobenzene, hexabromocyclododecane, tetrapromobisphenol A, tetra Bromobisphenol A-tetraprobisbisphenol A.diglycidyl ether copolymer. Specific examples of chlorinated flame retardants include chlorinated paraffin and perchlorocyclodecane.
Specific examples of polyphosphate-based compounds include ammonium polyphosphate and melamine polyphosphate.
Examples of metal hydroxides (sometimes referred to as metal hydrates) include magnesium hydroxide and aluminum hydroxide.
重縮合触媒としてGe、Sb、Ti、Alの化合物が用いられるが、特にTi化合物単独またはこれとGe化合物の混合使用が好都合である。 As the polycondensation catalyst, a compound of Ge, Sb, Ti, and Al is used. In particular, it is convenient to use a Ti compound alone or a mixture thereof with a Ge compound.
Ti化合物としては、具体的には、例えば、テトラエチルチタネート、テトライソプロピルチタネート、テトラ−n−プロピルチタネート、テトラ−n−ブチルチタネート等のテトラアルキルチタネートおよびそれらの部分加水分解物、酢酸チタン、蓚酸チタニル、蓚酸チタニルアンモニウム、蓚酸チタニルナトリウム、蓚酸チタニルカリウム、蓚酸チタニルカルシウム、蓚酸チタニルストロンチウム等の蓚酸チタニル化合物、トリメリット酸チタン、硫酸チタン、塩化チタン、チタンハロゲン化物の加水分解物、シュウ化チタン、フッ化チタン、六フッ化チタン酸カリウム、六フッ化チタン酸アンモニウム、六フッ化チタン酸コバルト、六フッ化チタン酸マンガン、チタンアセチルアセトナート、チタンおよびケイ素あるいはジルコニウムからなる複合酸化物、チタンアルコキサイドとリン化合物の反応物等が挙げられる。Ti化合物は、生成ポリマー中のTi残存量として0.1〜300ppmの範囲になるように添加する。 Specific examples of the Ti compound include tetraalkyl titanates such as tetraethyl titanate, tetraisopropyl titanate, tetra-n-propyl titanate, tetra-n-butyl titanate and partial hydrolysates thereof, titanium acetate, titanyl oxalate. , Titanyl ammonium oxalate, titanyl sodium oxalate, potassium titanyl oxalate, calcium titanyl oxalate, titanium strontium oxalate, etc. Titanium fluoride, potassium hexafluorotitanate, ammonium hexafluorotitanate, cobalt hexafluorotitanate, manganese hexafluorotitanate, titanium acetylacetonate, titanium and silicon or zirconium Ranaru composite oxide, a reaction product of titanium alkoxide and the phosphorus compound. The Ti compound is added so that the residual amount of Ti in the produced polymer is in the range of 0.1 to 300 ppm.
Ge化合物としては、無定形二酸化ゲルマニウム、結晶性二酸化ゲルマニウム粉末、または結晶性二酸化ゲルマニウムをグリコールに溶解した溶液を使用するのが好ましい。これらの重縮合触媒はエステル化工程中またはエステル交換工程中に添加することができる。Ge化合物を使用する場合、その使用量はポリエステル樹脂中のGe残存量として好ましくは10〜1000ppm、より好ましくは13〜900ppm、更に好ましくは15〜800ppmである。 As the Ge compound, it is preferable to use amorphous germanium dioxide, crystalline germanium dioxide powder, or a solution in which crystalline germanium dioxide is dissolved in glycol. These polycondensation catalysts can be added during the esterification step or during the transesterification step. When a Ge compound is used, the amount used is preferably 10 to 1000 ppm, more preferably 13 to 900 ppm, and still more preferably 15 to 800 ppm as the residual amount of Ge in the polyester resin.
Al化合物としては、具体的には、ギ酸アルミニウム、酢酸アルミニウム、塩基性酢酸アルミニウム、プロピオン酸アルミニウム、蓚酸アルミニウム、アクリル酸アルミニウム、ラウリン酸アルミニウム、ステアリン酸アルミニウム、安息香酸アルミニウム、トリクロロ酢酸アルミニウム、乳酸アルミニウム、クエン酸アルミニウム、サリチル酸アルミニウムなどのカルボン酸塩、塩化アルミニウム、水酸化アルミニウム、水酸化塩化アルミニウム、ポリ塩化アルミニウム、硝酸アルミニウム、硫酸アルミニウム、炭酸アルミニウム、リン酸アルミニウム、ホスホン酸アルミニウムなどの無機酸塩、アルミニウムメトキサイド、アルミニウムエトキサイド、アルミニウムn-プロポキサイド、アルミニウムiso-プロポキサイド、アルミニウムn-ブトキサイド、アルミニウムt−ブトキサイドなどアルミニウムアルコキサイド、アルミニウムアセチルアセトネート、アルミニウムアセチルアセテート、アルミニウムエチルアセトアセテート、アルミニウムエチルアセトアセテートジiso-プロポキサイドなどのアルミニウムキレート化合物、トリメチルアルミニウム、トリエチルアルミニウムなどの有機アルミニウム化合物およびこれらの部分加水分解物、酸化アルミニウムなどが挙げられる。これらのうちカルボン酸塩、無機酸塩およびキレート化合物が好ましく、これらの中でもさらに塩基性酢酸アルミニウム、塩化アルミニウム、水酸化アルミニウム、水酸化塩化アルミニウムおよびアルミニウムアセチルアセトネートがとくに好ましい。Al化合物は、生成ポリマー中のAl残存量として5〜500ppmの範囲になるように添加する。 Specific examples of the Al compound include aluminum formate, aluminum acetate, basic aluminum acetate, aluminum propionate, aluminum oxalate, aluminum acrylate, aluminum laurate, aluminum stearate, aluminum benzoate, aluminum trichloroacetate, and aluminum lactate. , Carboxylates such as aluminum citrate and aluminum salicylate, inorganic acid salts such as aluminum chloride, aluminum hydroxide, aluminum hydroxide chloride, polyaluminum chloride, aluminum nitrate, aluminum sulfate, aluminum carbonate, aluminum phosphate and aluminum phosphonate Aluminum methoxide, Aluminum ethoxide, Aluminum n-propoxide, Aluminum iso-propoxide, Aluminum n-bub Aluminum alkoxides such as oxide and aluminum t-butoxide, aluminum chelate compounds such as aluminum acetylacetonate, aluminum acetylacetate, aluminum ethylacetoacetate, aluminum ethylacetoacetate diiso-propoxide, and organoaluminum compounds such as trimethylaluminum and triethylaluminum And a partial hydrolyzate thereof, aluminum oxide and the like. Of these, carboxylates, inorganic acid salts and chelate compounds are preferred, and among these, basic aluminum acetate, aluminum chloride, aluminum hydroxide, aluminum hydroxide chloride and aluminum acetylacetonate are particularly preferred. The Al compound is added so that the Al remaining amount in the produced polymer is in the range of 5 to 500 ppm.
また、本発明に係るポリエステルエラストマーの製造方法においては、アルカリ金属化合物またはアルカリ土類金属化合物を併用してもよい。アルカリ金属、アルカリ土類金属としては、Li,Na,K,Rb,Cs,Be,Mg,Ca,Sr,Baから選択される少なくとも1種であることが好ましく、アルカリ金属ないしその化合物の使用がより好ましい。アルカリ金属ないしその化合物を使用する場合、特にLi,Na,Kの使用が好ましい。アルカリ金属やアルカリ土類金属の化合物としては、例えば、これら金属のギ酸、酢酸、プロピオン酸、酪酸、蓚酸などの飽和脂肪族カルボン酸塩、アクリル酸、メタクリル酸などの不飽和脂肪族カルボン酸塩、安息香酸などの芳香族カルボン酸塩、トリクロロ酢酸などのハロゲン含有カルボン酸塩、乳酸、クエン酸、サリチル酸などのヒドロキシカルボン酸塩、炭酸、硫酸、硝酸、リン酸、ホスホン酸、炭酸水素、リン酸水素、硫化水素、亜硫酸、チオ硫酸、塩酸、臭化水素酸、塩素酸、臭素酸などの無機酸塩、1−プロパンスルホン酸、1−ペンタンスルホン酸、ナフタレンスルホン酸などの有機スルホン酸塩、ラウリル硫酸などの有機硫酸塩、メトキシ、エトキシ、n−プロポキシ、iso−プロポキシ、n−ブトキシ、tert−ブトキシなどのアルコキサイド、アセチルアセトネートなどとのキレート化合物、水素化物、酸化物、水酸化物などが挙げられる。 In the method for producing a polyester elastomer according to the present invention, an alkali metal compound or an alkaline earth metal compound may be used in combination. The alkali metal or alkaline earth metal is preferably at least one selected from Li, Na, K, Rb, Cs, Be, Mg, Ca, Sr, and Ba, and the use of an alkali metal or a compound thereof is preferable. More preferred. When using an alkali metal or a compound thereof, use of Li, Na, K is particularly preferable. Examples of the alkali metal and alkaline earth metal compounds include saturated aliphatic carboxylates such as formic acid, acetic acid, propionic acid, butyric acid, and succinic acid, and unsaturated aliphatic carboxylates such as acrylic acid and methacrylic acid. , Aromatic carboxylates such as benzoic acid, halogen-containing carboxylates such as trichloroacetic acid, hydroxycarboxylates such as lactic acid, citric acid and salicylic acid, carbonic acid, sulfuric acid, nitric acid, phosphoric acid, phosphonic acid, hydrogen carbonate, phosphorus Inorganic acid salts such as acid hydrogen, hydrogen sulfide, sulfurous acid, thiosulfuric acid, hydrochloric acid, hydrobromic acid, chloric acid and bromic acid, and organic sulfonates such as 1-propanesulfonic acid, 1-pentanesulfonic acid and naphthalenesulfonic acid , Organic sulfates such as lauryl sulfate, methoxy, ethoxy, n-propoxy, iso-propoxy, n-butoxy, tert-butyl Alkoxides such as alkoxy, chelate compounds and the like acetylacetonate, hydrides, oxides, and hydroxides and the like.
前記のアルカリ金属化合物またはアルカリ土類金属化合物は、粉体、水溶液、グリコール溶液等として反応系に添加される。アルカリ金属化合物またはアルカリ土類金属化合物は、生成ポリマー中のこれらの元素の残存量として1〜100ppmの範囲になるように添加する。 The alkali metal compound or alkaline earth metal compound is added to the reaction system as a powder, an aqueous solution, a glycol solution, or the like. The alkali metal compound or alkaline earth metal compound is added so that the residual amount of these elements in the produced polymer is in the range of 1 to 100 ppm.
本発明の重縮合触媒は、リン化合物と併用することが好ましい。
本発明で使用されるP化合物としては、ホスホン酸系化合物、ホスフィン酸系化合物、ホスフィンオキサイド系化合物、亜ホスホン酸系化合物、亜ホスフィン酸系化合物、ホスフィン系化合物からなる群より選ばれる少なくとも一種のリン化合物であることが好ましい。ポリエステルの重合時に、これらのリン化合物を用いることで触媒活性の向上効果及びポリエステルの熱安定性の向上効果が見られる。これらの中でも、ホスホン酸系化合物を用いると触媒活性の向上効果及びポリエステルの熱安定性の向上効果が大きく好ましい。上記したリン化合物の中でも、芳香環構造を有する化合物を用いると触媒活性の向上効果及びポリエステルの熱安定性の向上効果が大きく好ましい。
The polycondensation catalyst of the present invention is preferably used in combination with a phosphorus compound.
The P compound used in the present invention is at least one selected from the group consisting of phosphonic acid compounds, phosphinic acid compounds, phosphine oxide compounds, phosphonous acid compounds, phosphinic acid compounds, and phosphine compounds. It is preferably a phosphorus compound. By using these phosphorus compounds during the polymerization of the polyester, an effect of improving the catalytic activity and an effect of improving the thermal stability of the polyester can be seen. Among these, use of a phosphonic acid-based compound is preferable because of its large catalytic activity improvement effect and polyester thermal stability improvement effect. Among the above-described phosphorus compounds, use of a compound having an aromatic ring structure is preferable because it has a large catalytic activity improvement effect and a polyester thermal stability improvement effect.
Sb化合物としては、三酸化アンチモン、酢酸アンチモン、酒石酸アンチモン、酒石酸アンチモンカリ、オキシ塩化アンチモン、アンチモングリコレ−ト、五酸化アンチモン、トリフェニルアンチモン等が挙げられる。Sb化合物は、生成ポリマ−中のSb残存量として好ましくは50〜250ppmの範囲になるように添加する。その他の触媒としては、ジブチルスズオキサイド、ジブチルスズジラウリレート等のスズ化合物、酢酸鉛などの鉛化合物が挙げられる。 Examples of the Sb compound include antimony trioxide, antimony acetate, antimony tartrate, antimony potassium tartrate, antimony oxychloride, antimony glycolate, antimony pentoxide, and triphenylantimony. The Sb compound is added so that the residual amount of Sb in the produced polymer is preferably in the range of 50 to 250 ppm. Other catalysts include tin compounds such as dibutyltin oxide and dibutyltin dilaurate, and lead compounds such as lead acetate.
前記ポリエステルエラストマーには、公知の安定剤(例えば、耐熱安定剤、耐光安定剤等)を含有させても良い。耐熱安定剤としては、例えば4,4−ビス(2,6−ジ第三ブチルフェノール)等のフェノール化合物、N,N’−ビス(β−ナフチル)−p−フェニレンジアミン等のアミン化合物、ジラウリルチオネート等のイオウ化合物等を挙げることが出来る。また耐光安定剤としては、例えば置換ベンゾフェノン、ベンゾトリアゾール化合物等をあげることができる。 The polyester elastomer may contain a known stabilizer (for example, heat stabilizer, light stabilizer, etc.). Examples of the heat resistance stabilizer include phenol compounds such as 4,4-bis (2,6-ditert-butylphenol), amine compounds such as N, N′-bis (β-naphthyl) -p-phenylenediamine, and dilauryl. And sulfur compounds such as thionate. Examples of the light-resistant stabilizer include substituted benzophenones and benzotriazole compounds.
本発明のポリエステルエラストマーは、溶融重縮合を出来るだけ熱履歴を加えずに実施するために、第一段反応として芳香族を主体とするジカルボン酸成分及び1,4−ブタンジオールを主体とする分子量250未満のグリコール成分に好ましくは酸化防止剤を添加しておき、直接反応させて水を留去しながらエステル化した後、減圧下に重縮合を行う直接エステル化法により製造される。更に極限粘度を増大させて取り出し時に酸化防止剤を添加することで熱履歴を抑えたポリエステルを得ることができる。更に第二段反応として、上記得られたポリエステルを分子量400〜6000のポリテトラメチレングリコール中に溶解し、更に減圧下に重縮合を行うエステル化交換法により製造し、重合反応後期及び重合反応完了直後の少なくとも一方で酸化防止剤を添加した後に取り出すことが好ましく、更にチップ化するため、細孔から押し出すまでの間、出来るだけ低温度で短時間の条件下に溶融状態で保持することにより得られる。 The polyester elastomer of the present invention has a molecular weight mainly composed of a dicarboxylic acid component mainly composed of aromatic and 1,4-butanediol as a first stage reaction in order to carry out melt polycondensation as much as possible without adding a heat history. Preferably, an antioxidant is added to a glycol component of less than 250, and after direct reaction and esterification while distilling off water, it is produced by a direct esterification method in which polycondensation is performed under reduced pressure. Furthermore, the polyester which suppressed thermal history can be obtained by increasing an intrinsic viscosity and adding antioxidant at the time of taking out. Further, as the second-stage reaction, the polyester obtained above is dissolved in polytetramethylene glycol having a molecular weight of 400 to 6000, and further produced by an esterification exchange method in which polycondensation is performed under reduced pressure. It is preferable to take out after adding an antioxidant at least one immediately after that, and to obtain a chip, it is obtained by holding it in a molten state at a temperature as short as possible until it is extruded from the pores. It is done.
具体的な生産方法としては、芳香族を主体とするジカルボン酸成分及び1,4−ブタンジオールを主体とする分子量250未満のグリコール成分に酸化防止剤を添加し160℃〜210℃にて直接反応させて水を留去しながらエステル化した後、240℃〜260℃に昇温し、600〜0.1Torrの減圧度で反応を行う。回分式装置での重縮合の場合は、最終段階の重縮合反応を240〜260℃、5〜0.1Torrの減圧下で3時間以内に終了すべきである。また連続式装置で重縮合を行う場合は、最終の重縮合反応は240〜260℃、5〜0.1Torrの条件で3時間以内で終了することが望ましい。また、溶融重縮合終了後の溶融状態での保持条件は、240〜250℃で50分以内、好ましくは45分以内、更に好ましくは30分以内にすべきである。260℃以上の高温度で減圧重縮合を行ったり、3時間以上の長時間の減圧重縮合を行う場合には、上記の遊離ジブタンジオール等の低分子化合物の含量が、増大し、得られるポリエステルエラストマーの着色や包装材料の内容物の風味や臭い耐熱性が非常に悪くなる傾向にある。得られたポリエステルと分子量400〜6000のポリテトラメチレングリコールを混合し、130℃から220℃まで2時間掛けて昇温し、常圧エステル交換反応を行った。次いで、220℃から245℃まで1時間掛けて昇温し、2hPa以下に減圧し、245℃で所定の溶融粘度まで重合反応を行った。最終の重縮合反応は240〜260℃、5〜0.1Torrの下、1時間以内で終了することが重要である。また、重合反応後期及び重合反応完了直後の少なくとも一方で酸化防止剤を添加した後、取り出すことが望ましい。
重合反応後期及び重合反応完了直後の少なくとも一方で酸化防止剤を添加する方法は、例えば、酸化防止剤を重合釜に投入し、撹拌混合する方法や溶融重縮合終了後に溶融樹脂を直接押出機に供給し、これとは別に押出機に供給した酸化防止剤とを混合する方法などが挙げられ、その際は常圧でも問題ないが、酸化防止剤を添加後、減圧にて混合する方法が好ましい。
溶融重縮合終了後、一旦冷却後レジンにして更に押出機等で再溶融するときに酸化防止剤を添加した場合は、上記の遊離ジブタンジオール等の低分子化合物の含量が前記の制限量以上になり、得られるポリエステルエラストマーの着色や包装材料の内容物の風味や臭くなり、耐熱性が非常に悪くなる傾向にある。
溶融重縮合終了後に溶融状態での保持条件は、240〜250℃で20分以内、好ましくは15分以内、更に好ましくは10分以内にすべきである。260℃以上の高温度で減圧重縮合を行ったり、2時間以上の長時間の減圧重縮合を行う場合には、上記の遊離ジブタンジオール等の低分子化合物の含量が前記の制限量以上になり、得られるポリエステルエラストマーの着色や包装材料の内容物の風味や臭くなり、耐熱性が非常に悪くなる。
As a specific production method, an antioxidant is added to a dicarboxylic acid component mainly composed of aromatics and a glycol component mainly composed of 1,4-butanediol and having a molecular weight of less than 250, and directly reacted at 160 ° C. to 210 ° C. The esterification is carried out while distilling off water, and then the temperature is raised to 240 ° C. to 260 ° C., and the reaction is carried out at a reduced pressure of 600 to 0.1 Torr. In the case of polycondensation in a batch-type apparatus, the final stage polycondensation reaction should be completed within 3 hours under reduced pressure of 240 to 260 ° C. and 5 to 0.1 Torr. When polycondensation is performed using a continuous apparatus, the final polycondensation reaction is preferably completed within 3 hours under the conditions of 240 to 260 ° C. and 5 to 0.1 Torr. Further, the holding condition in the molten state after completion of the melt polycondensation should be within 250 minutes at 240 to 250 ° C., preferably within 45 minutes, and more preferably within 30 minutes. When the reduced pressure polycondensation is carried out at a high temperature of 260 ° C. or higher, or when the reduced pressure polycondensation is carried out for a long time of 3 hours or longer, the content of low molecular compounds such as the above-mentioned free dibutanediol is increased and obtained. There is a tendency that the color of the polyester elastomer and the flavor and smell heat resistance of the contents of the packaging material become very poor. The obtained polyester and polytetramethylene glycol having a molecular weight of 400 to 6000 were mixed and heated from 130 ° C. to 220 ° C. over 2 hours to carry out a normal pressure transesterification reaction. Next, the temperature was raised from 220 ° C. to 245 ° C. over 1 hour, the pressure was reduced to 2 hPa or less, and the polymerization reaction was performed at 245 ° C. to a predetermined melt viscosity. It is important that the final polycondensation reaction is completed within 1 hour at 240 to 260 ° C. and 5 to 0.1 Torr. Moreover, it is desirable to take out after adding an antioxidant at least one of the late stage of the polymerization reaction and immediately after completion of the polymerization reaction.
The method of adding an antioxidant at least one of the late stage of the polymerization reaction and immediately after the completion of the polymerization reaction is, for example, a method of adding the antioxidant to the polymerization kettle and stirring and mixing, or the molten resin directly into the extruder after completion of the melt polycondensation. In addition, there is a method of mixing the antioxidant supplied to the extruder separately. In this case, there is no problem even at normal pressure, but a method of mixing at a reduced pressure after adding the antioxidant is preferable. .
After the melt polycondensation, when an antioxidant is added when the resin is once cooled and then re-melted with an extruder or the like, the content of the low molecular weight compound such as the above-mentioned free dibutanediol is more than the above limit amount. Therefore, coloring of the obtained polyester elastomer and flavor and smell of the contents of the packaging material tend to be caused, and the heat resistance tends to be very poor.
The condition for maintaining the molten state after completion of the melt polycondensation should be within 20 minutes at 240 to 250 ° C., preferably within 15 minutes, and more preferably within 10 minutes. When vacuum polycondensation is carried out at a high temperature of 260 ° C. or higher, or when long-time vacuum polycondensation is carried out for 2 hours or longer, the content of low-molecular compounds such as the above-mentioned free dibutanediol exceeds the above-mentioned limit amount. As a result, coloring of the obtained polyester elastomer and flavor and smell of the contents of the packaging material become worse, and the heat resistance becomes very poor.
エステル交換触媒、エステル化触媒、重縮合触媒としてGe、Sb、Ti、Mg、Mn、Zn、Li、Na、Snの化合物が用いられるが、特にTi化合物が好都合である。チタン化合物は、アルコールやグリコールに溶解し使用することが好ましいく、特に好ましくは、チタンブトキサイドを1−ブタノールに溶解し、エステル化及び/又はエステル交換前に添加するのが好ましい。また、TiとGeを併用することも好ましくGe化合物としては、無定形二酸化ゲルマニウム、結晶性二酸化ゲルマニウム粉末または、結晶性二酸化ゲルマニウムをグリコールに溶解した溶液を使用するのが好ましい。 As the transesterification catalyst, esterification catalyst, and polycondensation catalyst, compounds of Ge, Sb, Ti, Mg, Mn, Zn, Li, Na, and Sn are used, and Ti compounds are particularly advantageous. The titanium compound is preferably used by being dissolved in alcohol or glycol, and particularly preferably, titanium butoxide is dissolved in 1-butanol and added before esterification and / or transesterification. Further, Ti and Ge are also preferably used in combination. As the Ge compound, amorphous germanium dioxide, crystalline germanium dioxide powder, or a solution in which crystalline germanium dioxide is dissolved in glycol is preferably used.
前記ポリエステル溶融重縮合反応は、回分式反応装置で行っても良いし、また連続式反応装置で行っても良い。これらいずれの方式においても、溶融重縮合反応は1段階で行っても良いし、また多段階に分けて行っても良い。固相重合反応は、溶融重縮合反応と同様、回分式装置や連続式装置で行うことが出来る。溶融重縮合と固相重合は連続で行っても良いし、分割して行ってもよい。 The polyester melt polycondensation reaction may be performed in a batch reactor or may be performed in a continuous reactor. In any of these methods, the melt polycondensation reaction may be performed in one stage or may be performed in multiple stages. The solid phase polymerization reaction can be carried out by a batch type apparatus or a continuous type apparatus, similarly to the melt polycondensation reaction. Melt polycondensation and solid phase polymerization may be carried out continuously or separately.
このようにして得られるポリエステルエラストマーは、従来のエステル交換重合法やエステル化重合法で得られたポリマーと比較して、遊離物が少なく、フレバー性、耐熱性を損なうこともなく、ポリマー色調も良好で、かつ従来のエステル交換重合法、エステル化重合法と比べて生産性がよく、製造コスト面で有利である。 The polyester elastomer thus obtained is less free compared to polymers obtained by conventional transesterification polymerization methods and esterification polymerization methods, and does not impair the flavor and heat resistance. It is favorable and has higher productivity than conventional transesterification polymerization methods and esterification polymerization methods, and is advantageous in terms of production cost.
以下、実施例によって本発明を詳述する。なお、本例中のポリマー(ポリエステルエラストマー)特性は次の方法で測定した。また、例中の「部」は重量部を意味する。 Hereinafter, the present invention will be described in detail by way of examples. In addition, the polymer (polyester elastomer) characteristic in this example was measured by the following method. In the examples, “parts” means parts by weight.
(1)還元粘度(以下「ηsp/c 」と略すことがある)
ポリマー20mgを10mlの混合溶媒(フェノール/テトラクロロエタン=60/40重量比)に溶解し、オストワルド粘度計を使用して30℃で測定する。
(1) Reduced viscosity (hereinafter sometimes abbreviated as “ηsp / c”)
20 mg of the polymer is dissolved in 10 ml of a mixed solvent (phenol / tetrachloroethane = 60/40 weight ratio) and measured at 30 ° C. using an Ostwald viscometer.
(2)ポリエステルエラストマーの外観着色の程度
ポリエステルエラストマーレジンを目視判定した。
○:ほとんど着色なし
△:やや黄色着色あり、あるいは灰色あり
×:著しく黄色着色あり
(2) Degree of appearance coloring of polyester elastomer The polyester elastomer resin was visually determined.
○: Almost no color △: Slightly yellow or gray ×: Remarkably yellow
(3)テトラヒドロフラン含有量の算出方法
キャスティング開始から30分後にポリエステルエラストマーチップを採取した。チップ5gを採取してから10分以内にサンプル瓶に計量し50gの純水を加え、サンプル瓶内に空隙がないように蓋を閉じてテトラヒドロフランが揮散しないよう密閉した。チップ計量からサンプル瓶密閉までに時間が掛かるとチップからテトラヒドロフランが揮散してしまう為、正確な分析が行えない。
次に密閉したサンプル瓶を温風乾燥器に入れ50℃で24時間以上、ポリエステルエラストマーチップ中のテトラヒドロフランを純水中に抽出した。抽出したテトラヒドロフラン濃度の測定は、1,4−ジオキサン標準原液5180μg/mlを、抽出液1mlに対して20μl添加してガスクロマトグラフィー(アジレント社製6850シリーズII)に注入して行った。このテトラヒドロフラン濃度を10倍し、ポリエステルエラストマー中のテトラヒドロフラン含有量を算出した。
(3) Calculation method of tetrahydrofuran content The polyester elastomer chip | tip was extract | collected 30 minutes after the casting start. Within 10 minutes after collecting 5 g of the chip, 50 g of pure water was added and 50 g of pure water was added, and the lid was closed so that there was no void in the sample bottle, and the tetrahydrofuran was sealed off so that it did not volatilize. If it takes a long time from measuring the tip to sealing the sample bottle, tetrahydrofuran will evaporate from the tip, so accurate analysis cannot be performed.
Next, the sealed sample bottle was put into a warm air dryer, and tetrahydrofuran in the polyester elastomer chip was extracted into pure water at 50 ° C. for 24 hours or more. The extracted tetrahydrofuran concentration was measured by adding 20 μl of 1,180 dioxane standard stock solution (5180 μg / ml) to 1 ml of the extract and injecting it into gas chromatography (Agilent 6850 Series II). This tetrahydrofuran concentration was multiplied by 10, and the tetrahydrofuran content in the polyester elastomer was calculated.
(4)遊離のジブチレングリコ−ル含量(以下「DBD含量」と略すことがある)
樹脂ペレット試料をヘキサフルオロイソプロパノ−ル/クロロフォルム混合液に溶解し、次いで水を加えて均一化する。水相を濾過した溶液についてガスクロマトグラフ法によりDBDを定量した。
(4) Free dibutylene glycol content (hereinafter sometimes abbreviated as “DBD content”)
The resin pellet sample is dissolved in a hexafluoroisopropanol / chloroform mixture, and then water is added to homogenize. DBD was quantified by the gas chromatograph method about the solution which filtered the aqueous phase.
(5)耐熱性
ポリマーを空気雰囲気下で250℃に5分間溶融させ、着色度を(2)の方法にて測定を実施した。
(5) Heat resistance The polymer was melted at 250 ° C. for 5 minutes in an air atmosphere, and the degree of coloring was measured by the method of (2).
(6)官能試験(フレバー性)
ヤマト科学製真空乾燥器DP61型を用いて予め減圧乾燥したポリエステルエラストマーチップを用い、成形中にチップの吸湿を防止するために、成形材料ホッパー内は乾燥不活性ガス(窒素ガス)パージを行った。
M−150C(DM)射出成形機による可塑化条件としては、フィードスクリュウ回転数=70%、スクリュウ回転数=120rpm、背圧0.5MPa、金型温度50℃、シリンダー温度はホッパー直下から順に45℃、240℃、以降ノズルを含め245℃に設定して段付き成形板を成形し3mm板を切り出し、これに70℃のイオン交換水を入れ30分保持後、室温へ冷却し1ケ月間放置し、開栓後風味、臭い等の試験を行った。比較用のブランクとして、イオン交換水を使用。官能試験は10人のパネラ−により次の基準により実施し、平均値で比較した。
0:異味、臭いを感じない。1:ブランクとの差をわずかに感じる。2:ブランクとの差を感じる。3:ブランクとのかなりの差を感じる。4:ブランクとの非常に大きな差を感じる。
(6) Sensory test (flavor property)
In order to prevent moisture absorption of the chip during molding, a dry inert gas (nitrogen gas) purge was performed in the molding material hopper using a polyester elastomer chip that was previously dried under reduced pressure using a vacuum dryer DP61 manufactured by Yamato Scientific. .
The plasticizing conditions of the M-150C (DM) injection molding machine are as follows: feed screw rotation speed = 70%, screw rotation speed = 120 rpm, back pressure 0.5 MPa, mold temperature 50 ° C., cylinder temperature 45 below the hopper. ℃, 240 ℃, set to 245 ℃ including the nozzle after that, forming a stepped molded plate, cut out a 3mm plate, put 70 ℃ ion-exchange water into this, hold for 30 minutes, cool to room temperature and let stand for 1 month Then, after opening, the flavor and smell were tested. Ion exchange water is used as a blank for comparison. The sensory test was carried out by 10 panelists according to the following criteria, and the average values were compared.
0: No nasty taste or odor. 1: A slight difference from the blank is felt. 2: I feel the difference from the blank. 3: I feel a considerable difference from the blank. 4: I feel a very large difference from the blank.
(7)成形性
ヤマト科学製真空乾燥器DP61型を用いて予め減圧乾燥したポリエステルエラストマーチップを用い、成形中にチップの吸湿を防止するために、成形材料ホッパー内は乾燥不活性ガス(窒素ガス)パージを行った。
M−150C(DM)射出成形機による可塑化条件としては、フィードスクリュウ回転数=70%、スクリュウ回転数=120rpm、背圧0.5MPa、金型温度50℃、シリンダー温度はホッパー直下から順に45℃、240℃、以降ノズルを含め245℃に設定して段付き成形板を 500回成形し、金型汚れを目視にて判断した。
○:汚れが見られない △:少し汚れている ×:かなり汚れている。
(7) Moldability In order to prevent moisture absorption of the chip during molding, a dry inert gas (nitrogen gas) is used in the molding material hopper to prevent moisture absorption of the chip during molding using a vacuum dryer DP61 type manufactured by Yamato Scientific. ) Purging was performed.
The plasticizing conditions of the M-150C (DM) injection molding machine are as follows: feed screw rotation speed = 70%, screw rotation speed = 120 rpm, back pressure 0.5 MPa, mold temperature 50 ° C., cylinder temperature 45 below the hopper. C., 240.degree. C., and thereafter set to 245.degree. C. including the nozzle, the stepped molded plate was molded 500 times, and the mold contamination was judged visually.
○: Dirt is not seen Δ: Slightly dirty ×: Pretty dirty
実施例1
精留塔付反応機にDMT(テレフタル酸ジメチルエステル)36.9kg、BD(ブタンジール)37.7kg、酸化防止剤IRGANOX1330(日本チバガイギー社製)150g、TBT(テトラブチルチタネート)60gを仕込み、130℃から220℃まで2時間掛けて昇温し、常圧エステル交換反応を行った。次いで、220℃から245℃まで1時間掛けて昇温し、2hPa以下に減圧し、245℃で所定の溶融粘度まで重合反応を行った。得られたポリエステルの還元粘度は1.10dl/gであった。
得られたポリエステル樹脂41.8kgとPTMG(ポリテトラメチレングリコール、数平均分子量1000)を36.5kg、酸化防止剤IRGANOX1330を150g、チタンテトラブトキシ(TBT)を41g反応缶に仕込み、130℃から245℃まで1時間かけて昇温、上記ポリエステルがPTMG中に溶解するのを確認後、2hPa以下に減圧した。その後、2hPa以下で245℃で所定の溶融粘度まで重合を行った後、酸化防止剤としてIRGANOX1098(日本チバガイギー社製)375gを同反応缶に仕込み2hPa以下まで減圧し、5分間混合した。混合後、キャスティングしてポリマーをペレット化し、回収した。得られたポリエステルエラストマーの還元粘度は1.90dl/g、組成PTA//BD/PTMG=100//81.0/19.0(モル比)、THF含有量が1000pmm、遊離のジブタンジオールが5ppmで色調、耐熱性、フレバー性が良好であった。
Example 1
A reactor equipped with a rectification column was charged with 36.9 kg of DMT (dimethyl terephthalate), 37.7 kg of BD (butanediol), 150 g of an antioxidant IRGANOX 1330 (manufactured by Ciba Geigy Japan), and 60 g of TBT (tetrabutyl titanate), To 220 ° C. over 2 hours to carry out normal pressure transesterification. Next, the temperature was raised from 220 ° C. to 245 ° C. over 1 hour, the pressure was reduced to 2 hPa or less, and the polymerization reaction was performed at 245 ° C. to a predetermined melt viscosity. The reduced viscosity of the obtained polyester was 1.10 dl / g.
41.8 kg of the obtained polyester resin, 36.5 kg of PTMG (polytetramethylene glycol, number average molecular weight 1000), 150 g of the antioxidant IRGANOX 1330, and 41 g of titanium tetrabutoxy (TBT) were charged into a reactor, and the temperature was from 130 ° C. to 245 ° C. The temperature was raised to 0 ° C. over 1 hour, and after confirming that the polyester was dissolved in PTMG, the pressure was reduced to 2 hPa or less. Thereafter, polymerization was carried out at 245 ° C. at 2 hPa or less, and then 375 g of IRGANOX 1098 (manufactured by Ciba Geigy Japan) was charged into the reaction vessel as an antioxidant, and the pressure was reduced to 2 hPa or less and mixed for 5 minutes. After mixing, the polymer was pelletized by casting and collected. The resulting polyester elastomer has a reduced viscosity of 1.90 dl / g, composition PTA // BD / PTMG = 100 // 81.0 / 19.0 (molar ratio), THF content of 1000 pmm, and free dibutanediol. The color tone, heat resistance and flavor were good at 5 ppm.
実施例2〜10
実施例1と同様に実施例2〜10のポリエステルエラストマーを合成しポリマー特性を測定した所、色調、耐熱性、フレバー性が良好であった。表1、2に示す。
Examples 2-10
When the polyester elastomers of Examples 2 to 10 were synthesized in the same manner as in Example 1 and the polymer characteristics were measured, the color tone, heat resistance, and flavor properties were good. Shown in Tables 1 and 2.
比較例1
ポリエステルの重合装置にDMTを36.9kg、BGを25.8kg、PTMG(数平均分子量1000)を36.5kg、酸化防止剤IRGANOX1330を150g、チタンテトラブトキシ(TBT)を60g仕込み、130℃から230℃まで2時間かけて昇温し、常圧エステル交換反応を行った。次いで1時間かけて徐々に245℃へ昇温、10hPaまで減圧して初期重合を行った。更に、2hPa以下に減圧し、245℃で所定の溶融粘度まで後期重合を行った後、ポリマーをペレット化し、回収した。得られたポリマーの組成はPTA//BG/PTMG=100//81.1/18.9(モル比)、還元粘度は1.98dl/g 、THF含有量が5000pmm、遊離のジブタンジオールが65ppmで、色調が若干劣っており、耐熱性、フレバー性ともに劣っていた。
Comparative Example 1
A polyester polymerization apparatus is charged with 36.9 kg of DMT, 25.8 kg of BG, 36.5 kg of PTMG (number average molecular weight 1000), 150 g of the antioxidant IRGANOX 1330, 60 g of titanium tetrabutoxy (TBT), and 130 to 230 ° C. The temperature was raised to 2 ° C. over 2 hours to carry out a normal pressure transesterification reaction. Next, the temperature was gradually raised to 245 ° C. over 1 hour, and the pressure was reduced to 10 hPa to carry out initial polymerization. Furthermore, the pressure was reduced to 2 hPa or less, and the latter polymerization was performed to a predetermined melt viscosity at 245 ° C., and then the polymer was pelletized and recovered. The composition of the polymer obtained was PTA // BG / PTMG = 100 // 81.1 / 18.9 (molar ratio), the reduced viscosity was 1.98 dl / g, the THF content was 5000 pmm, and free dibutanediol was present. At 65 ppm, the color tone was slightly inferior, and both heat resistance and flavor were inferior.
比較例2〜5
比較例1と同様に比較例2〜5のポリエステルエラストマーを合成しポリマー特性を測定した所、色調が若干劣っており、耐熱性、フレバー性がいずれも不良であった。表3に示す。
Comparative Examples 2-5
As in Comparative Example 1, when the polyester elastomers of Comparative Examples 2 to 5 were synthesized and the polymer properties were measured, the color tone was slightly inferior, and the heat resistance and flavor properties were both poor. Table 3 shows.
本発明のポリエステルエラストマー樹脂は、耐熱性、成形性、機械的特性および保香性に優れ、自動車、家電部品、包装材料を中心とした各種用途に好適なものである。
The polyester elastomer resin of the present invention is excellent in heat resistance, moldability, mechanical properties, and aroma retention, and is suitable for various uses centering on automobiles, home appliance parts, and packaging materials.
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WO2023085175A1 (en) * | 2021-11-10 | 2023-05-19 | 東洋紡株式会社 | Heat-resistant film |
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