CA2487721A1 - Grafting of nitroxyl terminated oligomers or polymers onto thermoplastic polymers - Google Patents

Info

Publication number

CA2487721A1

CA2487721A1 CA002487721A CA2487721A CA2487721A1 CA 2487721 A1 CA2487721 A1 CA 2487721A1 CA 002487721 A CA002487721 A CA 002487721A CA 2487721 A CA2487721 A CA 2487721A CA 2487721 A1 CA2487721 A1 CA 2487721A1

Authority

CA

Canada

Prior art keywords

alkyl

polymer

radical

acid

process according

Prior art date

2002-06-20

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.)

Abandoned

Links

• Espacenet
• Global Dossier
• CIPO
• Discuss

• 229920000642 polymer Polymers 0.000 title claims abstract description 152
• ODUCDPQEXGNKDN-UHFFFAOYSA-N nitroxyl Chemical compound O=N ODUCDPQEXGNKDN-UHFFFAOYSA-N 0.000 title claims abstract description 36
• 229920001169 thermoplastic Polymers 0.000 title claims abstract description 35
• 229920001577 copolymer Polymers 0.000 claims abstract description 81
• 238000000034 method Methods 0.000 claims abstract description 55
• 230000008569 process Effects 0.000 claims abstract description 53
• 239000004416 thermosoftening plastic Substances 0.000 claims abstract description 32
• YLFIGGHWWPSIEG-UHFFFAOYSA-N aminoxyl Chemical compound [O]N YLFIGGHWWPSIEG-UHFFFAOYSA-N 0.000 claims abstract description 13
• 229920000578 graft copolymer Polymers 0.000 claims abstract description 11
• 238000002360 preparation method Methods 0.000 claims abstract description 10
• 238000010526 radical polymerization reaction Methods 0.000 claims abstract description 6
• 230000007017 scission Effects 0.000 claims abstract description 6
• 238000003776 cleavage reaction Methods 0.000 claims abstract description 4
• -1 polypropylene Polymers 0.000 claims description 101
• PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 90
• 239000000178 monomer Substances 0.000 claims description 67
• 150000003254 radicals Chemical class 0.000 claims description 53
• 239000000203 mixture Substances 0.000 claims description 52
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 37
• 239000004793 Polystyrene Substances 0.000 claims description 31
• 125000004432 carbon atom Chemical group C* 0.000 claims description 31
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 29
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 28
• 125000003118 aryl group Chemical group 0.000 claims description 27
• 229910052739 hydrogen Inorganic materials 0.000 claims description 27
• 125000000217 alkyl group Chemical group 0.000 claims description 26
• 239000001257 hydrogen Substances 0.000 claims description 26
• 239000002253 acid Substances 0.000 claims description 25
• 125000001931 aliphatic group Chemical group 0.000 claims description 20
• 150000001875 compounds Chemical class 0.000 claims description 20
• 238000006116 polymerization reaction Methods 0.000 claims description 20
• 229920002223 polystyrene Polymers 0.000 claims description 19
• VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 15
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 15
• 239000004743 Polypropylene Substances 0.000 claims description 15
• 229920001155 polypropylene Polymers 0.000 claims description 15
• 239000003999 initiator Substances 0.000 claims description 13
• 229920001684 low density polyethylene Polymers 0.000 claims description 13
• 239000004702 low-density polyethylene Substances 0.000 claims description 13
• 229910052760 oxygen Inorganic materials 0.000 claims description 13
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 12
• OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 11
• WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 11
• 229920001400 block copolymer Polymers 0.000 claims description 11
• 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 11
• 239000004700 high-density polyethylene Substances 0.000 claims description 11
• 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 10
• 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 10
• 229920001903 high density polyethylene Polymers 0.000 claims description 10
• 229910052751 metal Inorganic materials 0.000 claims description 10
• 239000002184 metal Substances 0.000 claims description 10
• 238000012545 processing Methods 0.000 claims description 10
• 229920002554 vinyl polymer Polymers 0.000 claims description 10
• 150000001993 dienes Chemical class 0.000 claims description 9
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 9
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 9
• 238000002156 mixing Methods 0.000 claims description 8
• 125000004430 oxygen atom Chemical group O* 0.000 claims description 8
• 229920001971 elastomer Polymers 0.000 claims description 7
• 238000010438 heat treatment Methods 0.000 claims description 7
• 150000002978 peroxides Chemical class 0.000 claims description 7
• OLRJXMHANKMLTD-UHFFFAOYSA-N silyl Chemical compound [SiH3] OLRJXMHANKMLTD-UHFFFAOYSA-N 0.000 claims description 7
• 229920000181 Ethylene propylene rubber Polymers 0.000 claims description 6
• OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 6
• 229920002367 Polyisobutene Polymers 0.000 claims description 6
• 229910052736 halogen Inorganic materials 0.000 claims description 6
• 150000002367 halogens Chemical class 0.000 claims description 6
• 229910052698 phosphorus Inorganic materials 0.000 claims description 6
• 239000011574 phosphorus Substances 0.000 claims description 6
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
• 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims description 5
• NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical class C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
• 125000001624 naphthyl group Chemical group 0.000 claims description 5
• 229920001748 polybutylene Polymers 0.000 claims description 5
• 229920000098 polyolefin Polymers 0.000 claims description 5
• 239000003381 stabilizer Substances 0.000 claims description 5
• 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 5
• 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims description 4
• XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 4
• 229920002877 acrylic styrene acrylonitrile Polymers 0.000 claims description 4
• 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims description 4
• 239000003963 antioxidant agent Substances 0.000 claims description 4
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
• 230000000977 initiatory effect Effects 0.000 claims description 4
• 229920000092 linear low density polyethylene Polymers 0.000 claims description 4
• 239000004707 linear low-density polyethylene Substances 0.000 claims description 4
• 239000005060 rubber Substances 0.000 claims description 4
• 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 claims description 3
• WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 claims description 3
• 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 3
• WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 3
• 150000001450 anions Chemical class 0.000 claims description 3
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
• 125000001589 carboacyl group Chemical group 0.000 claims description 3
• KXDHJXZQYSOELW-UHFFFAOYSA-N carbonic acid monoamide Natural products NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims description 3
• 150000007522 mineralic acids Chemical class 0.000 claims description 3
• 239000001301 oxygen Substances 0.000 claims description 3
• RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 3
• 229920006132 styrene block copolymer Polymers 0.000 claims description 3
• 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
• 125000006839 xylylene group Chemical group 0.000 claims description 3
• OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 claims description 2
• PPGAFAOTXHZHCA-UHFFFAOYSA-N 2-methylpropanenitrile Chemical compound C[C](C)C#N PPGAFAOTXHZHCA-UHFFFAOYSA-N 0.000 claims description 2
• QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
• MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 2
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
• 150000003926 acrylamides Chemical class 0.000 claims description 2
• 150000008360 acrylonitriles Chemical class 0.000 claims description 2
• 125000002947 alkylene group Chemical group 0.000 claims description 2
• 230000003078 antioxidant effect Effects 0.000 claims description 2
• 125000004429 atom Chemical group 0.000 claims description 2
• 238000004898 kneading Methods 0.000 claims description 2
• SNVLJLYUUXKWOJ-UHFFFAOYSA-N methylidenecarbene Chemical compound C=[C] SNVLJLYUUXKWOJ-UHFFFAOYSA-N 0.000 claims description 2
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
• 150000007524 organic acids Chemical class 0.000 claims description 2
• 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 2
• 150000002976 peresters Chemical class 0.000 claims description 2
• 229910052717 sulfur Inorganic materials 0.000 claims description 2
• 239000011593 sulfur Substances 0.000 claims description 2
• KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 claims description 2
• 150000002431 hydrogen Chemical class 0.000 claims 5
• XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical group NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 2
• 125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims 1
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
• 229920002943 EPDM rubber Polymers 0.000 claims 1
• FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims 1
• 229940044603 styrene Drugs 0.000 description 47
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 39
• LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 30
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 24
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 22
• 239000000243 solution Substances 0.000 description 22
• WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 21
• NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 20
• XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 20
• FACXGONDLDSNOE-UHFFFAOYSA-N buta-1,3-diene;styrene Chemical compound C=CC=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 FACXGONDLDSNOE-UHFFFAOYSA-N 0.000 description 19
• 229920000468 styrene butadiene styrene block copolymer Polymers 0.000 description 19
• MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 18
• 150000002148 esters Chemical class 0.000 description 15
• 239000005977 Ethylene Substances 0.000 description 14
• IUVCFHHAEHNCFT-INIZCTEOSA-N 2-[(1s)-1-[4-amino-3-(3-fluoro-4-propan-2-yloxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]ethyl]-6-fluoro-3-(3-fluorophenyl)chromen-4-one Chemical compound C1=C(F)C(OC(C)C)=CC=C1C(C1=C(N)N=CN=C11)=NN1[C@@H](C)C1=C(C=2C=C(F)C=CC=2)C(=O)C2=CC(F)=CC=C2O1 IUVCFHHAEHNCFT-INIZCTEOSA-N 0.000 description 13
• DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 13
• 230000015572 biosynthetic process Effects 0.000 description 13
• 238000006243 chemical reaction Methods 0.000 description 13
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 13
• 238000003786 synthesis reaction Methods 0.000 description 12
• 239000004952 Polyamide Substances 0.000 description 11
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
• 229910052786 argon Inorganic materials 0.000 description 10
• 239000012964 benzotriazole Substances 0.000 description 10
• 239000011572 manganese Substances 0.000 description 10
• 229920002647 polyamide Polymers 0.000 description 10
• 238000001542 size-exclusion chromatography Methods 0.000 description 10
• XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 9
• BJFLSHMHTPAZHO-UHFFFAOYSA-N benzotriazole Chemical compound [CH]1C=CC=C2N=NN=C21 BJFLSHMHTPAZHO-UHFFFAOYSA-N 0.000 description 9
• 229920001519 homopolymer Polymers 0.000 description 9
• 229910052757 nitrogen Inorganic materials 0.000 description 9
• WFOVEDJTASPCIR-UHFFFAOYSA-N 3-[(4-methyl-5-pyridin-4-yl-1,2,4-triazol-3-yl)methylamino]-n-[[2-(trifluoromethyl)phenyl]methyl]benzamide Chemical compound N=1N=C(C=2C=CN=CC=2)N(C)C=1CNC(C=1)=CC=CC=1C(=O)NCC1=CC=CC=C1C(F)(F)F WFOVEDJTASPCIR-UHFFFAOYSA-N 0.000 description 8
• 239000005062 Polybutadiene Substances 0.000 description 8
• KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 8
• 238000009826 distribution Methods 0.000 description 8
• GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 8
• 239000003921 oil Substances 0.000 description 8
• 229920002857 polybutadiene Polymers 0.000 description 8
• 239000002904 solvent Substances 0.000 description 8
• 239000006184 cosolvent Substances 0.000 description 7
• 239000000463 material Substances 0.000 description 7
• 229920006324 polyoxymethylene Polymers 0.000 description 7
• 235000013772 propylene glycol Nutrition 0.000 description 7
• 230000035484 reaction time Effects 0.000 description 7
• RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 6
• PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
• ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 6
• YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
• 150000007513 acids Chemical class 0.000 description 6
• WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 6
• 150000001412 amines Chemical class 0.000 description 6
• CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical group CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 6
• 239000003054 catalyst Substances 0.000 description 6
• 239000003795 chemical substances by application Substances 0.000 description 6
• DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 6
• 239000003480 eluent Substances 0.000 description 6
• 238000007720 emulsion polymerization reaction Methods 0.000 description 6
• 150000002170 ethers Chemical class 0.000 description 6
• 125000004435 hydrogen atom Chemical class [H]* 0.000 description 6
• 239000000155 melt Substances 0.000 description 6
• 239000004698 Polyethylene Substances 0.000 description 5
• 239000004721 Polyphenylene oxide Substances 0.000 description 5
• 239000007983 Tris buffer Substances 0.000 description 5
• 150000001252 acrylic acid derivatives Chemical class 0.000 description 5
• 239000000654 additive Substances 0.000 description 5
• 150000001298 alcohols Chemical class 0.000 description 5
• 125000000753 cycloalkyl group Chemical group 0.000 description 5
• 238000001125 extrusion Methods 0.000 description 5
• 239000007788 liquid Substances 0.000 description 5
• 239000003607 modifier Substances 0.000 description 5
• 239000002245 particle Substances 0.000 description 5
• WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
• 239000004417 polycarbonate Substances 0.000 description 5
• 229920006380 polyphenylene oxide Polymers 0.000 description 5
• 229920001451 polypropylene glycol Polymers 0.000 description 5
• 239000004800 polyvinyl chloride Substances 0.000 description 5
• 229920000915 polyvinyl chloride Polymers 0.000 description 5
• 150000003839 salts Chemical class 0.000 description 5
• KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 5
• DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 4
• BPXVHIRIPLPOPT-UHFFFAOYSA-N 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound OCCN1C(=O)N(CCO)C(=O)N(CCO)C1=O BPXVHIRIPLPOPT-UHFFFAOYSA-N 0.000 description 4
• ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 4
• KXPXKNBDCUOENF-UHFFFAOYSA-N 2-(Octylthio)ethanol Chemical compound CCCCCCCCSCCO KXPXKNBDCUOENF-UHFFFAOYSA-N 0.000 description 4
• ZPIRWAHWDCHWLM-UHFFFAOYSA-N 2-dodecylsulfanylethanol Chemical compound CCCCCCCCCCCCSCCO ZPIRWAHWDCHWLM-UHFFFAOYSA-N 0.000 description 4
• CKPKHTKLLYPGFM-UHFFFAOYSA-N 6,6-dimethylheptane-1,1-diol Chemical compound CC(CCCCC(O)O)(C)C CKPKHTKLLYPGFM-UHFFFAOYSA-N 0.000 description 4
• NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 4
• CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
• 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 4
• 229920002633 Kraton (polymer) Polymers 0.000 description 4
• KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 4
• ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
• 150000008064 anhydrides Chemical class 0.000 description 4
• FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 description 4
• 239000002270 dispersing agent Substances 0.000 description 4
• 239000000806 elastomer Substances 0.000 description 4
• 239000003995 emulsifying agent Substances 0.000 description 4
• HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 4
• XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 4
• WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
• SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 4
• 150000002815 nickel Chemical class 0.000 description 4
• AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 4
• OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 4
• 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 4
• 229920000728 polyester Polymers 0.000 description 4
• 229920000573 polyethylene Polymers 0.000 description 4
• 239000004814 polyurethane Substances 0.000 description 4
• 239000000047 product Substances 0.000 description 4
• 235000019260 propionic acid Nutrition 0.000 description 4
• 229940095050 propylene Drugs 0.000 description 4
• QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
• 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 4
• 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 4
• 239000000600 sorbitol Substances 0.000 description 4
• 239000000126 substance Substances 0.000 description 4
• 150000005846 sugar alcohols Polymers 0.000 description 4
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