JP4855657B2 - Thermoplastic resin composition - Google Patents
Thermoplastic resin composition Download PDFInfo
- Publication number
- JP4855657B2 JP4855657B2 JP2004203330A JP2004203330A JP4855657B2 JP 4855657 B2 JP4855657 B2 JP 4855657B2 JP 2004203330 A JP2004203330 A JP 2004203330A JP 2004203330 A JP2004203330 A JP 2004203330A JP 4855657 B2 JP4855657 B2 JP 4855657B2
- Authority
- JP
- Japan
- Prior art keywords
- thermoplastic resin
- resin composition
- acid
- resin
- polymer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000011342 resin composition Substances 0.000 title claims abstract description 13
- 229920005992 thermoplastic resin Polymers 0.000 title claims abstract description 9
- 229920000642 polymer Polymers 0.000 claims abstract description 26
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 13
- 239000000194 fatty acid Substances 0.000 claims abstract description 13
- 229930195729 fatty acid Natural products 0.000 claims abstract description 13
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 10
- 150000001875 compounds Chemical class 0.000 claims abstract description 7
- 150000002148 esters Chemical class 0.000 claims abstract description 4
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims abstract description 3
- 238000000034 method Methods 0.000 claims description 14
- 229920001577 copolymer Polymers 0.000 claims description 12
- 238000007334 copolymerization reaction Methods 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 150000002430 hydrocarbons Chemical group 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 abstract description 24
- 239000011347 resin Substances 0.000 abstract description 24
- -1 cyclic olefin Chemical class 0.000 abstract description 23
- 230000003287 optical effect Effects 0.000 abstract description 16
- 238000002834 transmittance Methods 0.000 abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 7
- 238000010521 absorption reaction Methods 0.000 abstract description 6
- 230000008859 change Effects 0.000 abstract description 5
- 230000009467 reduction Effects 0.000 abstract description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract description 2
- 230000004888 barrier function Effects 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 description 17
- 238000003786 synthesis reaction Methods 0.000 description 17
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 230000001771 impaired effect Effects 0.000 description 5
- 230000000704 physical effect Effects 0.000 description 5
- 239000002994 raw material Substances 0.000 description 5
- 229920002554 vinyl polymer Polymers 0.000 description 5
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 150000001735 carboxylic acids Chemical class 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- 150000001991 dicarboxylic acids Chemical class 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 150000002433 hydrophilic molecules Chemical class 0.000 description 4
- 238000001746 injection moulding Methods 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 239000003607 modifier Substances 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 230000009477 glass transition Effects 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229920006324 polyoxymethylene Polymers 0.000 description 3
- 229920005604 random copolymer Polymers 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- 239000004711 α-olefin Substances 0.000 description 3
- ROHFBIREHKPELA-UHFFFAOYSA-N 2-[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]prop-2-enoic acid;methane Chemical compound C.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O ROHFBIREHKPELA-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- 229920000877 Melamine resin Polymers 0.000 description 2
- 229930040373 Paraformaldehyde Natural products 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- NIDNOXCRFUCAKQ-UHFFFAOYSA-N bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid Chemical compound C1C2C=CC1C(C(=O)O)C2C(O)=O NIDNOXCRFUCAKQ-UHFFFAOYSA-N 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 239000012760 heat stabilizer Substances 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000005022 packaging material Substances 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 230000035699 permeability Effects 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- WLQXEFXDBYHMRG-UPHRSURJSA-N (z)-4-(oxiran-2-ylmethoxy)-4-oxobut-2-enoic acid Chemical compound OC(=O)\C=C/C(=O)OCC1CO1 WLQXEFXDBYHMRG-UPHRSURJSA-N 0.000 description 1
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1 -dodecene Natural products CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 1
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- WUMAAEAEKPYOSF-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4-butyl-6-tert-butylphenol Chemical compound CC(C)(C)C1=CC(CCCC)=CC(N2N=C3C=CC=CC3=N2)=C1O WUMAAEAEKPYOSF-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- AYKYXWQEBUNJCN-UHFFFAOYSA-N 3-methylfuran-2,5-dione Chemical compound CC1=CC(=O)OC1=O AYKYXWQEBUNJCN-UHFFFAOYSA-N 0.000 description 1
- QROGOPRRETUDKB-UHFFFAOYSA-N 4-butyl-2-tert-butyl-6-(5-chlorobenzotriazol-2-yl)phenol Chemical compound CC(C)(C)C1=CC(CCCC)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O QROGOPRRETUDKB-UHFFFAOYSA-N 0.000 description 1
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- PAAJMZUMGJWNLO-UHFFFAOYSA-N C(CCCCCCCCCCC)(=O)OCC(CO)(CO)CO.C(CCCCCCCCCCC)(=O)O Chemical compound C(CCCCCCCCCCC)(=O)OCC(CO)(CO)CO.C(CCCCCCCCCCC)(=O)O PAAJMZUMGJWNLO-UHFFFAOYSA-N 0.000 description 1
- CBPCONYJOVRMLR-UHFFFAOYSA-N C(CCCCCCCCCCCCCCCCC)(=O)OCC(COC(CCCCCCCCCCCCCCCCC)=O)(CO)CO.C(CCCCCCCCCCCCCCCCC)(=O)O Chemical compound C(CCCCCCCCCCCCCCCCC)(=O)OCC(COC(CCCCCCCCCCCCCCCCC)=O)(CO)CO.C(CCCCCCCCCCCCCCCCC)(=O)O CBPCONYJOVRMLR-UHFFFAOYSA-N 0.000 description 1
- ROMPDCGWRFUHLB-QZOPMXJLSA-N C(CCCCCCC\C=C/CCCCCCCC)(=O)OCC(CO)(CO)CO.C(CCCCCCC\C=C/CCCCCCCC)(=O)O Chemical compound C(CCCCCCC\C=C/CCCCCCCC)(=O)OCC(CO)(CO)CO.C(CCCCCCC\C=C/CCCCCCCC)(=O)O ROMPDCGWRFUHLB-QZOPMXJLSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- DQEFEBPAPFSJLV-UHFFFAOYSA-N Cellulose propionate Chemical compound CCC(=O)OCC1OC(OC(=O)CC)C(OC(=O)CC)C(OC(=O)CC)C1OC1C(OC(=O)CC)C(OC(=O)CC)C(OC(=O)CC)C(COC(=O)CC)O1 DQEFEBPAPFSJLV-UHFFFAOYSA-N 0.000 description 1
- 229920001634 Copolyester Polymers 0.000 description 1
- 239000004713 Cyclic olefin copolymer Substances 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- DCXXMTOCNZCJGO-UHFFFAOYSA-N Glycerol trioctadecanoate Natural products CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 1
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- 229920000571 Nylon 11 Polymers 0.000 description 1
- 229920000299 Nylon 12 Polymers 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- SOKZQLCTHDMITF-UHFFFAOYSA-N OCC(O)CO.OCC(O)CO.CCCCCCCCCCCC(O)=O.CCCCCCCCCCCC(O)=O Chemical compound OCC(O)CO.OCC(O)CO.CCCCCCCCCCCC(O)=O.CCCCCCCCCCCC(O)=O SOKZQLCTHDMITF-UHFFFAOYSA-N 0.000 description 1
- JOKYPIPMUIUEDL-UHFFFAOYSA-N OP(O)OP(O)O.C(C)(C)(C)C1=C(C(=CC(=C1)CCCC)C(C)(C)C)C(O)(C(CO)(CO)CO)C1=C(C=C(C=C1C(C)(C)C)CCCC)C(C)(C)C Chemical compound OP(O)OP(O)O.C(C)(C)(C)C1=C(C(=CC(=C1)CCCC)C(C)(C)C)C(O)(C(CO)(CO)CO)C1=C(C=C(C=C1C(C)(C)C)CCCC)C(C)(C)C JOKYPIPMUIUEDL-UHFFFAOYSA-N 0.000 description 1
- PWZDGWCRBINXHV-UHFFFAOYSA-N OP(O)OP(O)O.OCC(CO)(CO)CO.C=1C=C(O)C(C=2C=CC=CC=2)=CC=1C(C)(C)C1=CC=C(O)C=C1 Chemical compound OP(O)OP(O)O.OCC(CO)(CO)CO.C=1C=C(O)C(C=2C=CC=CC=2)=CC=1C(C)(C)C1=CC=C(O)C=C1 PWZDGWCRBINXHV-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- RLIPARRCKPWOIA-UHFFFAOYSA-N P(O)(O)O.C(CCCCCCCCCCCCCCCCC)C(O)(C(CO)(CO)CO)CCCCCCCCCCCCCCCCCC Chemical compound P(O)(O)O.C(CCCCCCCCCCCCCCCCC)C(O)(C(CO)(CO)CO)CCCCCCCCCCCCCCCCCC RLIPARRCKPWOIA-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 229930182556 Polyacetal Natural products 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 229920001328 Polyvinylidene chloride Polymers 0.000 description 1
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- DUGUIFNLXSKLLQ-UHFFFAOYSA-N [3-hydroxy-2,2-bis(hydroxymethyl)propyl] decanoate Chemical compound CCCCCCCCCC(=O)OCC(CO)(CO)CO DUGUIFNLXSKLLQ-UHFFFAOYSA-N 0.000 description 1
- MFWXAMWTNDTFLI-UHFFFAOYSA-N [3-hydroxy-2,2-bis(hydroxymethyl)propyl] octadecanoate octadecanoic acid Chemical compound C(CCCCCCCCCCCCCCCCC)(=O)O.C(CCCCCCCCCCCCCCCCC)(=O)OCC(CO)(CO)CO MFWXAMWTNDTFLI-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 238000012648 alternating copolymerization Methods 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 150000001565 benzotriazoles Chemical class 0.000 description 1
- WXNRYSGJLQFHBR-UHFFFAOYSA-N bis(2,4-dihydroxyphenyl)methanone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1O WXNRYSGJLQFHBR-UHFFFAOYSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 239000008116 calcium stearate Substances 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- CXFFHFUNXUUSOM-UHFFFAOYSA-L calcium;hydrogen phosphate;octadecanoic acid Chemical compound [Ca+2].OP([O-])([O-])=O.CCCCCCCCCCCCCCCCCC(O)=O CXFFHFUNXUUSOM-UHFFFAOYSA-L 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- 229920006218 cellulose propionate Polymers 0.000 description 1
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Landscapes
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
本発明は、熱可塑性樹脂組成物に関するものである。 The present invention relates to a thermoplastic resin composition.
従来より、高精度が要求される光学部品には、軽量で成形性に優れるプラスチックの中でも、環状オレフィン系重合体が用いられてきた(例えば特許第2619856号広報)。該樹脂は複屈折・吸水率が小さく、近年レンズ等の高精度光学部品材料として注目されている。しかしこれらの樹脂では、吸水率・透湿係数が小さいことから、温度・湿度変化の際に水分の偏在が発生しがちであり、これが光線透過率の低下、微小なクラックの発生を誘発することがあった。 Conventionally, cyclic olefin polymers have been used for optical parts that require high precision among plastics that are lightweight and have excellent moldability (for example, Japanese Patent No. 2619856). The resin has low birefringence and water absorption, and has recently been attracting attention as a material for high-precision optical parts such as lenses. However, these resins tend to cause uneven distribution of moisture when temperature and humidity change due to their low water absorption and moisture permeability coefficient, which induces a decrease in light transmittance and the generation of microcracks. was there.
これを避けるために例えば特開平9−241484号公報、特開2001−26718号公報などに例示されるように、親水性化合物を樹脂中に分散させる技術が知られている。しかしながら、その効果が充分でなかったり、該親水性化合物を分散させることで本来該樹脂が持っている良好な光学物性を損なったりすることがあった。 In order to avoid this, a technique for dispersing a hydrophilic compound in a resin is known as exemplified in JP-A-9-241484 and JP-A-2001-26718. However, the effect may not be sufficient, or good optical physical properties inherently possessed by the resin may be impaired by dispersing the hydrophilic compound.
また、医療容器にも、環状オレフィン系重合体は、ポリエチレン、ポリプロピレンなどのα−オレフィン(共)重合体に比べて、防湿性をはじめ、透明性、耐熱性、剛性などが優れていることから、高防湿を必要とする薬剤の包装材料として注目されている。しかし、同様に吸水率・透湿係数が小さいことから、スチーム滅菌後に水分の偏在が発生しがちであり、これが透明性の低下を誘発することがあった。 Also, for medical containers, cyclic olefin polymers are superior in moisture resistance, transparency, heat resistance, rigidity, etc. compared to α-olefin (co) polymers such as polyethylene and polypropylene. It is attracting attention as a packaging material for drugs that require high moisture resistance. However, similarly, since the water absorption rate and moisture permeability coefficient are small, uneven distribution of water tends to occur after steam sterilization, which may cause a decrease in transparency.
これを避けるため、例えば特開平9−19494号公報に例示されるように、親水性化合物を樹脂中に分散させる技術が知られている。しかしながら、その効果が充分でなかったり、該親水性化合物を分散させることで本来該樹脂が持っている良好な透明性を損なったりすることがあった。
本発明が解決しようとする課題は、複屈折・吸水率が小さく、防湿性をはじめ、透明性、耐熱性、剛性などが優れている環状オレフィン系重合体において、温度・湿度変化の際に光線透過率の低下や、微小なクラックの発生を、本来該樹脂が持っている良好な光学物性を損なわず防止することが困難である点である。 The problem to be solved by the present invention is that a cyclic olefin polymer having low birefringence and water absorption, moisture resistance, transparency, heat resistance, rigidity, etc. It is difficult to prevent a decrease in transmittance and the occurrence of minute cracks without impairing the good optical properties inherent in the resin.
本発明は、[A]より選ばれる1種、または2種以上のポリマー100重量部に対し、[B]より選ばれる1種、または2種以上の化合物を0.3乃至5.0重量部を含有してなる熱可塑性樹脂組成物であることを最も主要な特徴とする。 The present invention contains 0.3 to 5.0 parts by weight of one or more compounds selected from [B] with respect to 100 parts by weight of one or more polymers selected from [A]. The most important feature is that it is a thermoplastic resin composition.
[A] 一般化学式(1)で表される共重合体; [A] a copolymer represented by the general chemical formula (1);
(式中、R1は、後述する二価の基を示し、R2は水素を示し、xおよびyは共重合比を示し、x/yが5/95以上、95/5以下となる実数である。)
[B] ペンタエリスリトールと炭素数12以上18以下の脂肪酸からなるエステル
(Wherein, R 1 represents a divalent group described below, R 2 represents a hydrogen, x and y represent a copolymerization ratio, x / y is 5/95 or more, a 95/5 or less Real number.)
[B] Pentaerisu lithol and esters consisting of 12 to 18 fatty acid carbons
本発明の樹脂組成物は、複屈折・吸水率が小さく、防湿性をはじめ、透明性、耐熱性、剛性などが優れている環状オレフィン系重合体の良好な物性を損なうことなく、温度・湿度変化の際の光線透過率の低下や、微小なクラックの発生の防止を実現できる。 The resin composition of the present invention has low birefringence and water absorption, moisture resistance, and excellent physical properties of a cyclic olefin polymer having excellent transparency, heat resistance, rigidity, etc. It is possible to realize a reduction in light transmittance at the time of change and prevention of generation of minute cracks.
(原料ポリマー)
本発明の光学部品の原料として用いられる樹脂は特に限定されるものではないが、好ましくは前記一般化学式(1)で表現される環状オレフィン系共重合体からなる。
(Raw polymer)
The resin used as a raw material for the optical component of the present invention is not particularly limited, but preferably comprises a cyclic olefin copolymer represented by the general chemical formula (1).
また、前記一般化学式(1)において、R1は、下記式; In the general chemical formula (1), R 1 represents the following formula:
(式中、pは、1である。)
で表される二価の基である。
(In the formula, p is 1. )
In Ru divalent group Der represented.
また、前記一般化学式(1)において、R 2 は水素である。 Further, in the general formula (1), R 2 is a hydrogen.
また、共重合のタイプは本発明において全く制限されるものではなく、ランダムコポリマー、ブロックコポリマー、交互共重合等、公知の様々な共重合タイプを適用することができるが、好ましくはランダムコポリマーである。 In addition, the type of copolymerization is not limited at all in the present invention, and various known copolymerization types such as random copolymer, block copolymer, alternating copolymerization and the like can be applied, but random copolymer is preferable. .
主たる成分として用いられる樹脂の構造が上記のものでない場合、透明性・屈折率・複屈折率等の光学物性が劣るため、光学部品の性能が劣る場合がある。 When the structure of the resin used as the main component is not the above, the optical properties such as transparency, refractive index, birefringence, etc. are inferior, and the performance of the optical component may be inferior.
(主鎖の一部として用いることのできるその他の構造)
また本発明で用いられるポリマーは、本発明の成形方法によって得られる製品の良好な物性を損なわない範囲で、必要に応じて他の共重合可能なモノマーから誘導される繰り返し構造単位を有していてもよい。その共重合比は限定されないが、好ましくは20モル%以下、さらに好ましくは10モル%以下であり、それ以上共重合させた場合、光学物性を損ない、高精度の光学部品が得られない恐れがある。また、共重合の種類は限定されないが、ランダムコポリマーが好ましい。
(Other structures that can be used as part of the main chain)
Further, the polymer used in the present invention has a repeating structural unit derived from another copolymerizable monomer as required, as long as the good physical properties of the product obtained by the molding method of the present invention are not impaired. May be. The copolymerization ratio is not limited, but it is preferably 20 mol% or less, more preferably 10 mol% or less. When the copolymerization is further performed, there is a possibility that optical properties are impaired and high-precision optical parts cannot be obtained. is there. The type of copolymerization is not limited, but a random copolymer is preferred.
(ポリマーの分子量)
本発明の光学部品に用いられるポリマーの分子量は限定されるものではないが、好ましくは135℃のデカリン中で測定される極限粘度[η]が、0.03〜10dl/g、さらに好ましくは0.05〜5dl/gであり、最も好ましくは0.10〜2dl/gである。
(Molecular weight of polymer)
The molecular weight of the polymer used in the optical component of the present invention is not limited, but the intrinsic viscosity [η] measured in decalin at 135 ° C. is preferably 0.03 to 10 dl / g, more preferably 0. 0.05 to 5 dl / g, most preferably 0.10 to 2 dl / g.
この範囲より分子量が高い場合、成形性が悪くなり、また、この範囲より分子量が低い場合、成形物は脆くなる。 When the molecular weight is higher than this range, the moldability is deteriorated, and when the molecular weight is lower than this range, the molded product becomes brittle.
(ポリマーのガラス転移温度)
なお、ポリマーのガラス転移温度(以下Tgと記載)は70℃以上であることが好ましく、さらに好ましくは70〜250℃であり、最も好ましくは100〜200℃である。
(Glass glass transition temperature)
The glass transition temperature (hereinafter referred to as Tg) of the polymer is preferably 70 ° C. or higher, more preferably 70 to 250 ° C., and most preferably 100 to 200 ° C.
この範囲よりTgが高くなる共重合比を選択した場合、成形性が悪くなり、また、この範囲よりTgが低くなる共重合比を選択した場合、成形物は熱に弱くなる。
なお、TgはDSC, 粘弾性測定等、通常公知の方法で測定することができる。
When a copolymerization ratio with a Tg higher than this range is selected, the moldability deteriorates, and when a copolymerization ratio with a Tg lower than this range is selected, the molded product becomes weak against heat.
Tg can be measured by a generally known method such as DSC or viscoelasticity measurement.
(ポリマーの変性)
このポリマーは本発明の光学部品の良好な諸物性を損なわない範囲内で、グラフト変性など、公知の様々な方法により変性して用いることができる。
(Modification of polymer)
This polymer can be used after being modified by various known methods such as graft modification within the range that does not impair the good physical properties of the optical component of the present invention.
原料ポリマーからグラフト変性物を得るには、従来公知のポリマー変性方法を広く適用することができる。たとえば溶融状態にある原料樹脂に変性剤を添加してグラフト重合(反応)させる方法、あるいは原料樹脂の溶媒溶液に変性剤を添加してグラフト反応させる方法などである。このようなグラフト反応は、通常60〜350℃の温度で行われる。またグラフト反応は、有機過酸化物およびアゾ化合物などのラジカル開始剤の共存下に行うことができる。 Conventionally known polymer modification methods can be widely applied to obtain graft-modified products from raw material polymers. For example, there are a method in which a modifier is added to a raw material resin in a molten state for graft polymerization (reaction), or a method in which a modifier is added to a solvent solution of the raw material resin to cause a graft reaction. Such a grafting reaction is usually performed at a temperature of 60 to 350 ° C. The graft reaction can be performed in the presence of a radical initiator such as an organic peroxide and an azo compound.
ここで用いられる変性剤としては、通常不飽和カルボン酸類があげられ、具体的には、(メタ)アクリル酸、マレイン酸、フマル酸、テトラヒドロフタル酸、イタコン酸、シトラコン酸、クロトン酸、イソクロトン酸、エンドシス-ビシクロ[2.2.1]ヘプト-5-エン-2,3-ジカルボン酸(ナジック酸TM)などの不飽和カルボン酸、さらにこれら不飽和カルボン酸の誘導体たとえば不飽和カルボン酸無水物、不飽和カルボン酸ハライド、不飽和カルボン酸アミド、不飽和カルボン酸イミド、不飽和カルボン酸のエステル化合物などが例示される。 Examples of the modifier used here include usually unsaturated carboxylic acids, and specifically, (meth) acrylic acid, maleic acid, fumaric acid, tetrahydrophthalic acid, itaconic acid, citraconic acid, crotonic acid, and isocrotonic acid. Unsaturated carboxylic acids such as endocis-bicyclo [2.2.1] hept-5-ene-2,3-dicarboxylic acid (Nadic acid TM), and derivatives of these unsaturated carboxylic acids such as unsaturated carboxylic acid anhydrides, Examples thereof include saturated carboxylic acid halides, unsaturated carboxylic acid amides, unsaturated carboxylic acid imides, and ester compounds of unsaturated carboxylic acids.
不飽和カルボン酸の誘導体としては、より具体的に、無水マレイン酸、無水シトラコン酸、塩化マレイル、マレイミド、マレイン酸モノメチル、マレイン酸ジメチル、グリシジルマレエートなどが挙げられる。 Specific examples of the unsaturated carboxylic acid derivative include maleic anhydride, citraconic anhydride, maleyl chloride, maleimide, monomethyl maleate, dimethyl maleate, glycidyl maleate, and the like.
これらのなかでは、α,β-不飽和ジカルボン酸およびα,β-不飽和ジカルボン酸無水物たとえばマレイン酸、ナジック酸およびこれら酸の無水物が好ましく用いられる。これらの変性剤は、1種単独または、2種以上組合わせて用いることができる。 Of these, α, β-unsaturated dicarboxylic acids and α, β-unsaturated dicarboxylic anhydrides such as maleic acid, nadic acid and anhydrides of these acids are preferably used. These modifiers can be used singly or in combination of two or more.
これらの方法により得られたグラフト変成物はそのままで用いることもできるが、予め高変性率の変性物を調製し、次いでこの変性物と未変性の原料樹脂とを所望の変性率になるように混合することにより効率よく製造することもできる。 Although the graft modified product obtained by these methods can be used as it is, a modified product with a high modification rate is prepared in advance, and then this modified product and the unmodified raw resin are adjusted to a desired modification rate. It can also be produced efficiently by mixing.
(脂肪酸の構造)
炭素数12以上18以下の脂肪酸は、この範囲を超えて炭素数が少ない場合は、樹脂との親和性が不足するため均一に混ぜることが難しくなり、炭素数が多い場合は、温度・湿度変化の際の光線透過率の低下や、微小なクラックの発生の防止効果が少なくなる。
(Structure of fatty acid)
Fatty acids with 12 to 18 carbon atoms that exceed this range have a low affinity for the resin, making it difficult to mix evenly, and when there are many carbon atoms, changes in temperature and humidity In this case, the effect of preventing the reduction of light transmittance and the generation of minute cracks is reduced.
脂肪酸の炭化水素基には分岐、環構造があっても構わない。[B]エステルの好ましい構造は、以下の一般化学式(2)で示される。
RCOOCH2C(CH2OH)3 (2)
式中、Rは炭素数11以上17以下の飽和炭化水素基である。
The hydrocarbon group of the fatty acid may have a branched or ring structure. [B] A preferred structure of the ester is represented by the following general chemical formula (2).
RCOOCH 2 C (CH 2 OH) 3 (2)
Wherein, R is a saturated hydrocarbon group having 11 or more 17 or less under carbon.
脂肪酸としては、本発明の範囲内に置いて公知のものが用いられる。例えば、ベヘニン酸、オレイン酸、ステアリン酸、パルミチン酸、ミリスチン酸、ラウリン酸、等である。 As the fatty acid, known ones are used within the scope of the present invention. For example, behenic acid, oleic acid, stearic acid, palmitic acid, myristic acid, lauric acid and the like.
添加量はポリマー100重量部に対し、[B]より選ばれる1種、または2種以上の化合物を0.3乃至5.0重量部、好ましくは0.5乃至4.0重量部、 最も好ましくは1.0乃至3.0重量部である。 The addition amount is 0.3 to 5.0 parts by weight, preferably 0.5 to 4.0 parts by weight, most preferably 1.0 to 3.0 parts by weight of one or more compounds selected from [B] with respect to 100 parts by weight of the polymer. .
この範囲を超えて添加量が多い場合は、樹脂との親和性が不足するため均一に混ぜることが難しくなり、添加量が少ない場合は、温度・湿度変化の際の光線透過率の低下や、微小なクラックの発生の防止効果が少なくなる。 When the amount added exceeds this range, it becomes difficult to mix evenly because the affinity with the resin is insufficient, and when the amount added is small, the light transmittance decreases when the temperature and humidity change, The effect of preventing the occurrence of minute cracks is reduced.
(樹脂組成物)
本発明においては、必要に応じて、さらに他の樹脂を配合してなる樹脂組成物を用いることもできる。他の樹脂は、本発明の目的を損なわない範囲で添加される。
(Resin composition)
In the present invention, a resin composition obtained by further blending another resin can be used as necessary. Other resin is added in the range which does not impair the object of the present invention.
例えば、次に示す(1)〜(17)である。
(1)1個または2個の不飽和結合を有する炭化水素から誘導される重合体。具体的には、例えばポリエチレン、ポリプロピレン、ポリメチルブテン-1、ポリ4-メチルペンテン-1、ポリブテン-1およびポリスチレンなどのポリオレフィンが挙げられる。なおこれらのポリオレフィンは架橋構造を有していてもよい。
For example, the following are (1) to (17).
(1) A polymer derived from a hydrocarbon having one or two unsaturated bonds. Specific examples include polyolefins such as polyethylene, polypropylene, polymethylbutene-1, poly-4-methylpentene-1, polybutene-1, and polystyrene. These polyolefins may have a crosslinked structure.
(2)ハロゲン含有ビニル重合体。具体的にはポリ塩化ビニル、ポリ塩化ビニリデン、ポリフッ化ビニル、ポリクロロプレン、塩素化ゴムなどが挙げられる。 (2) A halogen-containing vinyl polymer. Specific examples include polyvinyl chloride, polyvinylidene chloride, polyvinyl fluoride, polychloroprene, and chlorinated rubber.
(3)α,β-不飽和酸とその誘導体から誘導された重合体。具体的にはポリアクリレート、ポリメタクリレート、ポリアクリルアミド、ポリアクリロニトリル、または前記の重合体を構成するモノマーとの共重合体、たとえばアクリロニトリル・ブタジエン・スチレン共重合体、アクリロニトリル・スチレン共重合体、アクリロニトリル・スチレン・アクリル酸エステル共重合体などが挙げられる。 (3) Polymers derived from α, β-unsaturated acids and their derivatives. Specifically, polyacrylate, polymethacrylate, polyacrylamide, polyacrylonitrile, or a copolymer with a monomer constituting the polymer, such as acrylonitrile / butadiene / styrene copolymer, acrylonitrile / styrene copolymer, acrylonitrile / Examples thereof include styrene / acrylic acid ester copolymers.
(4)不飽和アルコールおよびアミン、または不飽和アルコールのアシル誘導体またはアセタールから誘導される重合体。具体的にはポリビニルアルコール、ポリ酢酸ビニル、ポリスレアリン酸ビニル、ポリ安息香酸ビニル、ポリマレイン酸ビニル、ポリビニルブチラール、ポリアリルフタレート、ポリアリルメラミン、または前記重合体を構成するモノマーとの共重合体、たとえばエチレン・酢酸ビニル共重合体などが挙げられる。 (4) Polymers derived from unsaturated alcohols and amines, or acyl derivatives or acetals of unsaturated alcohols. Specifically, polyvinyl alcohol, polyvinyl acetate, polyvinyl threar phosphate, poly vinyl benzoate, vinyl polymaleate, polyvinyl butyral, polyallyl phthalate, polyallyl melamine, or a copolymer with a monomer constituting the polymer, for example, Examples thereof include ethylene / vinyl acetate copolymer.
(5)エポキシドから誘導される重合体。具体的にはポリエチレンオキシドまたはビスグリシジルエーテルから誘導された重合体などが挙げられる。 (5) A polymer derived from an epoxide. Specific examples include polymers derived from polyethylene oxide or bisglycidyl ether.
(6)ポリアセタール。具体的にはポリオキシメチレン、ポリオキシエチレン、コモノマーとしてエチレンオキシドを含むようなポリオキシメチレンなどが挙げられる。 (6) Polyacetal. Specific examples include polyoxymethylene, polyoxyethylene, and polyoxymethylene containing ethylene oxide as a comonomer.
(7)ポリフェニレンオキシド。 (7) Polyphenylene oxide.
(8)ポリカーボネート。 (8) Polycarbonate.
(9)ポリスルフォン。 (9) Polysulfone.
(10)ポリウレタンおよび尿素樹脂。 (10) Polyurethane and urea resin.
(11)ジアミンおよびジカルボン酸および/またはアミノカルボン酸、または相応するラクタムから誘導されたポリアミドおよびコポリアミド。具体的にはナイロン6、ナイロン66、ナイロン11、ナイロン12などが挙げられる。 (11) Polyamides and copolyamides derived from diamines and dicarboxylic acids and / or aminocarboxylic acids or the corresponding lactams. Specifically, nylon 6, nylon 66, nylon 11, nylon 12, etc. are mentioned.
(12)ジカルボン酸およびジアルコールおよび/またはオキシカルボン酸、または相応するラクトンから誘導されたポリエステル。具体的にはポリエチレンテレフタレート、ポリブチレンテレフタレート、ポリ1,4-ジメチロール・シクロヘキサンテレフタレートなどが挙げられる。 (12) Polyesters derived from dicarboxylic acids and dialcohols and / or oxycarboxylic acids or the corresponding lactones. Specific examples include polyethylene terephthalate, polybutylene terephthalate, poly 1,4-dimethylol / cyclohexane terephthalate.
(13)アルデヒドとフェノール、尿素またはメラミンから誘導された架橋構造を有した重合体。具体的には、フェノール・ホルムアルデヒド樹脂、尿素・ホルムアルデヒド樹脂、メラミン・ホルムアルデヒド樹脂などが挙げられる。 (13) A polymer having a crosslinked structure derived from aldehyde and phenol, urea or melamine. Specific examples include phenol / formaldehyde resins, urea / formaldehyde resins, and melamine / formaldehyde resins.
(14)アルキッド樹脂。具体的にはグリセリン・フタル酸樹脂などが挙げられる。 (14) Alkyd resin. Specific examples include glycerin and phthalic acid resins.
(15)飽和および不飽和ジカルボン酸と多価アルコールとのコポリエステルから誘導され、架橋剤としてビニル化合物を使用して得られる不飽和ポリエステル樹脂ならびにハロゲン含有改質樹脂。 (15) Unsaturated polyester resins and halogen-containing modified resins derived from copolyesters of saturated and unsaturated dicarboxylic acids and polyhydric alcohols and obtained using vinyl compounds as crosslinking agents.
(16)天然重合体。具体的にはセルロース、ゴム、蛋白質、あるいはそれらの誘導体たとえば酢酸セルロース、プロピオン酸セルロース、セルロースエーテルなどが挙げられる。 (16) Natural polymer. Specific examples include cellulose, rubber, protein, or derivatives thereof such as cellulose acetate, cellulose propionate, and cellulose ether.
(17)軟質重合体。例えば、環状オレフィン成分を含む軟質重合体、α-オレフィン系共重合体、α-オレフィン・ジエン系共重合体、芳香族ビニル系炭化水素・共役ジエン系軟質共重合体、イソブチレンまたはイソブチレン・共役ジエンからなる軟質重合体または共重合体等が挙げられる。 (17) Soft polymer. For example, a soft polymer containing a cyclic olefin component, an α-olefin copolymer, an α-olefin / diene copolymer, an aromatic vinyl hydrocarbon / conjugated diene soft copolymer, isobutylene or isobutylene / conjugated diene And a soft polymer or copolymer made of
(添加剤)
本発明で用いる樹脂組成物には、上述の成分に加えてさらに、本発明の樹脂組成物の良好な特性を損なわない範囲で、公知の耐候安定剤、耐熱安定剤、帯電防止剤、難燃剤、スリップ剤、アンチブロッキング剤、防曇剤、滑剤、染料、顔料、天然油、合成油、ワックス、有機または無機の充填剤などが配合されていてもよい。
(Additive)
In addition to the above-mentioned components, the resin composition used in the present invention is a known weather stabilizer, heat stabilizer, antistatic agent, flame retardant, as long as the good properties of the resin composition of the present invention are not impaired. , Slip agents, antiblocking agents, antifogging agents, lubricants, dyes, pigments, natural oils, synthetic oils, waxes, organic or inorganic fillers, and the like may be blended.
たとえば、任意成分として配合される耐候安定剤の紫外線吸収剤としては、ベンゾフェノン系化合物、ベンゾトリアゾール系化合物、ニッケル系化合物、ヒンダードアミン系化合物があり、具体的には、2,2',4,4'-テトラヒドロキシベンゾフェノン、2-(2'-ヒドロキシ-3'-t-ブチル-5'-ブチルフェニル)-5-クロロベンゾトリアゾールや2-(2'-ヒドロキシ-3'-t-ブチル-5'-ブチルフェニル)ベンゾトリアゾール、ビス(3,5-ジ-t-ブチル-4-ヒドロキシベンゾイルフォスフォリックアシッドエチルエステルのニッケル塩、ビス(2,2',6,6'-テトラメチル-4-ピペリジン)セバケイトなどが挙げられる。 For example, UV absorbers for weathering stabilizers that are blended as optional components include benzophenone compounds, benzotriazole compounds, nickel compounds, and hindered amine compounds. Specifically, 2,2 ', 4,4 '-Tetrahydroxybenzophenone, 2- (2'-hydroxy-3'-t-butyl-5'-butylphenyl) -5-chlorobenzotriazole or 2- (2'-hydroxy-3'-t-butyl-5 '-Butylphenyl) benzotriazole, nickel salt of bis (3,5-di-t-butyl-4-hydroxybenzoylphosphoric acid ethyl ester, bis (2,2', 6,6'-tetramethyl-4 -Piperidine) Sebacate and the like.
また、任意成分として配合される耐熱安定剤としては、テトラキス[メチレン-3-(3,5-ジ-t-ブチル-4-ヒドロキシフェニル)プロピオネート]メタン、β-(3,5-ジ-t-ブチル-4-ヒドロキシフェニル)プロピオン酸アルキルエステル、2,2'-オキザミドビス[エチル-3-(3,5-ジ-t-ブチル-4-ヒドロキシフェニル)プロピオネートなどのフェノール系酸化防止剤、ステアリン酸亜鉛、ステアリン酸カルシウム、1,2-ヒドロキシステアリン酸カルシウムなどの脂肪酸金属塩、グリセリンモノステアレート、グリセリンジステアレートなどの多価アルコール脂肪酸エステルなどを挙げることができ、また、ジステアリルペンタエリスリトールジフォスファイト、フェニル-4,4'-イソプロピリデンジフェノール-ペンタエリスリトールジフォスファイト、ビス(2,6-ジ-t-ブチル-4-メチルフェニル)ペンタエリスリトールジフォスファイト、トリス(2,4-ジ-t-ブチルフェニル)フォスファイト等のリン系安定剤を使用してもよい。これらは単独で配合してもよいが、組み合わせて配合してもよい。たとえばテトラキス[メチレン-3-(3.5-ジ-t-ブチル-4-ヒドロキシフェニル)プロピオネート]メタンとステアリン酸亜鉛とグリセリンモノステアレートとの組み合わせなどを例示できる。これらの安定剤は、1種または2種以上組み合わせて用いることができる。 In addition, as a heat stabilizer added as an optional component, tetrakis [methylene-3- (3,5-di-t-butyl-4-hydroxyphenyl) propionate] methane, β- (3,5-di-t Phenol-type antioxidants such as 2-butyl-4-hydroxyphenyl) propionic acid alkyl ester, 2,2'-oxamide bis [ethyl-3- (3,5-di-t-butyl-4-hydroxyphenyl) propionate, stearin zinc, calcium stearate, 1,2-hydroxy fatty acid metal salt such as stearate calcium phosphate, glycerol monostearate, etc. can be mentioned glycerol distearate rate of any polyhydric alcohol fatty acid esters, also distearylpentaerythritol Phosphite, phenyl-4,4'-isopropylidenediphenol-pentaerythritol diphosphite, bis (2,6-di-t-butyl-4- Butylphenyl) pentaerythritol diphosphite, may be used a phosphorus-based stabilizers such as tris (2,4-di -t- butyl-phenyl) phosphite. These may be blended alone or in combination. For example, a combination of tetrakis [methylene-3- (3.5-di-t-butyl-4-hydroxyphenyl) propionate] methane, zinc stearate and glycerin monostearate can be exemplified. These stabilizers can be used alone or in combination of two or more.
本発明で使用される環状オレフィン系重合体と他の樹脂成分や添加剤との混合方法は限定されるものではなく、公知の方法が適用できる。たとえば各成分を同時に混合する方法などである。 The mixing method of the cyclic olefin polymer used in the present invention and other resin components and additives is not limited, and known methods can be applied. For example, a method of mixing each component simultaneously.
測定方法
溶融流れ指数(MFR)
ASTM D1238に準じ260℃、荷重2.16kgで測定。
軟化温度(TMA)
デュポン社製 Thermo Mechanical Analyzerを用いて、厚さ1mmのシートの熱変形挙動により測定した。シート上に石英製針を乗せ、荷重49gをかけ、5℃/分の速度で昇温し、針がシート中に0.635mm侵入した温度をTMAとした。
ガラス転移温度(Tg)
SEIKO電子工業(株)製DSC−20を用いて昇温速度10℃/分で測定した。
ヘイズ(HAZE)
3mm厚の角板を射出成形により成形し、ASTMD1003に基づいて測定した。
400nm分光光線透過率(T400)
3mm厚の角板を射出成形により成形し、光線透過率分光光線度計を用いて、400nmにおける光線透過率を測定した。
Measuring method Melt flow index (MFR)
Measured at 260 ° C and a load of 2.16 kg according to ASTM D1238.
Softening temperature (TMA)
Using a Thermo Mechanical Analyzer manufactured by DuPont, the measurement was performed by the thermal deformation behavior of a 1 mm thick sheet. A quartz needle was placed on the sheet, a load of 49 g was applied, the temperature was raised at a rate of 5 ° C./min, and the temperature at which the needle penetrated 0.635 mm into the sheet was defined as TMA.
Glass transition temperature (Tg)
The temperature was measured at a rate of temperature increase of 10 ° C./min using DSC-20 manufactured by SEIKO ELECTRONIC INDUSTRY CO., LTD.
HAZE
A 3 mm thick square plate was molded by injection molding and measured based on ASTM D1003.
400nm spectral light transmittance (T400)
A 3 mm thick square plate was molded by injection molding, and the light transmittance at 400 nm was measured using a light transmittance spectrophotometer.
合成例1〜3
チーグラー触媒を用いて、エチレン−テトラシクロ[4.4.0.1 2,5 .1 7,10 ]ドデセン−3共重合体を重合した。物性値は次の通り。
合成例番号 MFR TMA Tg
( 単 位 ) (g/10分) ( ℃ ) ( ℃ )
合成例1 2 167 155
合成例2 36 147 137
合成例3 15 135 124
Synthesis Examples 1 to 3
With a Ziegler catalyst, ethylene - tetracyclo [. 4.4.0 1 2,5 .1 7,10] obtained by polymerizing dodecene -3 copolymer. The physical properties are as follows.
Synthesis example number MFR TMA Tg
(Unit) (g / 10 min) (° C) (° C)
Synthesis Example 1 2 167 155
Synthesis Example 2 36 147 137
Synthesis Example 3 15 135 124
合成例4〜10
ペンタエリスリトールと各種脂肪酸から得られるエステル化合物として、次のものを用いた。
合成例番号 原料脂肪酸 得られた化合物
合成例4 ラウリン酸 ペンタエリスリトールモノラウレート
合成例5 ステアリン酸 ペンタエリスリトールモノステアレート
合成例6 ステアリン酸 ペンタエリスリトールジステアレート
合成例7 オレイン酸 ペンタエリスリトールモノオレエート
合成例8 カプロン酸 ペンタエリスリトールモノカプレート
Synthesis Examples 4 to 10
As an ester compound obtained from Pentaerisu lithol and various fatty acids were used following.
Synthesis Example No. Raw Fatty Acids Obtained Compounds Synthesis Example 4 Lauric Acid Pentaerythritol Monolaurate Synthesis Example 5 Stearic Acid Pentaerythritol Monostearate Synthesis Example 6 Stearic Acid Pentaerythritol Distearate Synthesis Example 7 Oleic Acid Pentaerythritol Monooleate Synthesis Example 8 Caproic acid pentaerythritol monocaprate
また、ペンタエリスリトール以外のアルコールと脂肪酸から得られるエステル化合物としては、次のものを用いた。
合成例番号 アルコール 原料脂肪酸 得られた化合物
合成例9 ソルビタン ステアリン酸 ソルビタンモノステアレート
合成例10 グリセリン ラウリン酸 グリセリンモノラウレート
Moreover, the following were used as ester compounds obtained from alcohols and fatty acids other than pentaerythritol.
Synthesis example number Alcohol Raw fatty acid Compound obtained
Synthesis Example 9 Sorbitan Stearic Acid Sorbitan Monostearate
Synthesis Example 10 Glycerin Lauric acid Glycerin monolaurate
実施例1〜10、比較例1〜5
合成例1〜3の樹脂に対して、表に示す重量比の合成例4〜10の化合物とを混合して、樹脂の酸化を防ぐため窒素気流下で30mmφの単軸押出機を用いて溶融混合しペレットとした。
それぞれのペレットを120℃窒素下で16時間乾燥させた後、これを原料として、窒素気流下での射出成形により3mm厚の平板を得た。その光学物性を次の表にまとめて示す。
Examples 1-10, Comparative Examples 1-5
The compounds of Synthesis Examples 1 to 3 are mixed with the compounds of Synthesis Examples 4 to 10 in the weight ratios shown in the table, and melted using a 30 mmφ single screw extruder under a nitrogen stream to prevent oxidation of the resin. Mixed into pellets.
Each pellet was dried at 120 ° C. under nitrogen for 16 hours, and a 3 mm thick flat plate was obtained by injection molding under a nitrogen stream using this as a raw material. The optical properties are summarized in the following table.
上記の各成形品を、80℃95%の条件で340時間アニールを行い、終了後すぐに光学物性測定および外観観察を行った。
その結果を次に示す。
Each of the above molded products was annealed at 80 ° C. and 95% for 340 hours.
The results are shown below.
以上の結果から明らかなように、本発明の実施例によれば、良好な光学性能を持ち、かつ環境変化によっても光学性能の変化が少ない成形物が提供できる。 As is apparent from the above results, according to the embodiment of the present invention, a molded article having good optical performance and little change in optical performance due to environmental changes can be provided.
射出成形、押し出し成形など公知の方法により、光学部品、医療包装材などに用いることができる。 It can be used for optical parts, medical packaging materials and the like by known methods such as injection molding and extrusion molding.
Claims (4)
[A] 一般化学式(1)で表される共重合体;
(一般化学式(1)中、R1は下記式で表される二価の基を示し、R2は水素を示し、xおよびyは共重合比を示し、x/yが5/95以上、95/5以下となる実数である。)
(式中、pは、1である。)
[B] ペンタエリスリトールと炭素数12以上18以下の脂肪酸からなるエステル A thermoplastic resin comprising 0.3 to 5.0 parts by weight of one or more compounds selected from [B] with respect to 100 parts by weight of one or more polymers selected from [A]. Composition.
[A] a copolymer represented by the general chemical formula (1);
(In general chemical formula (1), R 1 represents a divalent group represented by the following formula, R 2 represents hydrogen, x and y represent a copolymerization ratio, and x / y is 5/95 or more, (A real number of 95/5 or less.)
(In the formula, p is 1.)
[B] An ester comprising pentaerythritol and a fatty acid having 12 to 18 carbon atoms
RCOOCH2C(CH2OH)3 (2)
(式中、Rは炭素数11以上17以下の飽和炭化水素基である) The thermoplastic resin composition according to claim 1, wherein the chemical structure of [B] according to claim 1 is represented by the general chemical formula (2).
RCOOCH 2 C (CH 2 OH) 3 (2)
(In the formula, R is a saturated hydrocarbon group having 11 to 17 carbon atoms)
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