RU2000126752A - OXYGEN ACCEPTORS WITH A REDUCED LEVEL OF OXIDATION PRODUCTS USED IN PLASTIC FILMS AND IN FOOD AND BEVERAGE CONTAINERS - Google Patents
OXYGEN ACCEPTORS WITH A REDUCED LEVEL OF OXIDATION PRODUCTS USED IN PLASTIC FILMS AND IN FOOD AND BEVERAGE CONTAINERSInfo
- Publication number
- RU2000126752A RU2000126752A RU2000126752/04A RU2000126752A RU2000126752A RU 2000126752 A RU2000126752 A RU 2000126752A RU 2000126752/04 A RU2000126752/04 A RU 2000126752/04A RU 2000126752 A RU2000126752 A RU 2000126752A RU 2000126752 A RU2000126752 A RU 2000126752A
- Authority
- RU
- Russia
- Prior art keywords
- group
- radical
- ethylene
- dimethylcyclopentene
- composition according
- Prior art date
Links
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 title claims 28
- 229910052760 oxygen Inorganic materials 0.000 title claims 28
- 239000001301 oxygen Substances 0.000 title claims 28
- 230000003647 oxidation Effects 0.000 title claims 9
- 238000007254 oxidation reaction Methods 0.000 title claims 9
- 235000013305 food Nutrition 0.000 title claims 7
- 239000002985 plastic film Substances 0.000 title claims 2
- 239000000370 acceptor Substances 0.000 title 1
- 239000000203 mixture Substances 0.000 claims 133
- 239000010410 layer Substances 0.000 claims 69
- 239000005977 Ethylene Substances 0.000 claims 68
- 229920000642 polymer Polymers 0.000 claims 51
- 229920001577 copolymer Polymers 0.000 claims 29
- -1 transition metal salt Chemical class 0.000 claims 28
- 229910052751 metal Inorganic materials 0.000 claims 25
- 239000002184 metal Substances 0.000 claims 25
- PPBRXRYQALVLMV-UHFFFAOYSA-N styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims 25
- 125000004122 cyclic group Chemical group 0.000 claims 23
- 239000000047 product Substances 0.000 claims 21
- 239000000463 material Substances 0.000 claims 19
- 239000003054 catalyst Substances 0.000 claims 18
- VGGSQFUCUMXWEO-UHFFFAOYSA-N ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 17
- 125000005647 linker group Chemical group 0.000 claims 16
- 239000011780 sodium chloride Substances 0.000 claims 16
- 238000006243 chemical reaction Methods 0.000 claims 15
- 150000001875 compounds Chemical class 0.000 claims 15
- 150000003839 salts Chemical class 0.000 claims 15
- 238000007112 amidation reaction Methods 0.000 claims 13
- 238000005886 esterification reaction Methods 0.000 claims 13
- 229910052723 transition metal Inorganic materials 0.000 claims 13
- CERQOIWHTDAKMF-UHFFFAOYSA-M methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims 12
- 238000005809 transesterification reaction Methods 0.000 claims 12
- 150000003624 transition metals Chemical class 0.000 claims 12
- 239000005020 polyethylene terephthalate Substances 0.000 claims 10
- 229920000139 polyethylene terephthalate Polymers 0.000 claims 10
- VVQNEPGJFQJSBK-UHFFFAOYSA-N 2-methyl-2-propenoic acid methyl ester Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims 9
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 claims 9
- 229920000728 polyester Polymers 0.000 claims 9
- 229920005989 resin Polymers 0.000 claims 9
- 239000011347 resin Substances 0.000 claims 9
- 229920003207 poly(ethylene-2,6-naphthalate) Polymers 0.000 claims 8
- 239000011112 polyethylene naphthalate Substances 0.000 claims 8
- 238000010521 absorption reaction Methods 0.000 claims 7
- 238000001125 extrusion Methods 0.000 claims 7
- 239000003211 photoinitiator Substances 0.000 claims 7
- 230000004936 stimulating Effects 0.000 claims 7
- 239000004952 Polyamide Substances 0.000 claims 6
- JMXKSZRRTHPKDL-UHFFFAOYSA-N Titanium ethoxide Chemical compound [Ti+4].CC[O-].CC[O-].CC[O-].CC[O-] JMXKSZRRTHPKDL-UHFFFAOYSA-N 0.000 claims 6
- VXUYXOFXAQZZMF-UHFFFAOYSA-N Titanium isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 claims 6
- 239000002253 acid Substances 0.000 claims 6
- 150000004703 alkoxides Chemical class 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 6
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims 6
- 229910052803 cobalt Inorganic materials 0.000 claims 6
- 239000010941 cobalt Substances 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- 229920002647 polyamide Polymers 0.000 claims 6
- WQDUMFSSJAZKTM-UHFFFAOYSA-N sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims 6
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 6
- FPYJFEHAWHCUMM-UHFFFAOYSA-N Maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims 5
- 150000007513 acids Chemical class 0.000 claims 5
- 150000008064 anhydrides Chemical class 0.000 claims 5
- LHEFLUZWISWYSQ-CVBJKYQLSA-L cobalt(2+);(Z)-octadec-9-enoate Chemical compound [Co+2].CCCCCCCC\C=C/CCCCCCCC([O-])=O.CCCCCCCC\C=C/CCCCCCCC([O-])=O LHEFLUZWISWYSQ-CVBJKYQLSA-L 0.000 claims 5
- QAEKNCDIHIGLFI-UHFFFAOYSA-L cobalt(2+);2-ethylhexanoate Chemical compound [Co+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O QAEKNCDIHIGLFI-UHFFFAOYSA-L 0.000 claims 5
- KDMCQAXHWIEEDE-UHFFFAOYSA-L cobalt(2+);7,7-dimethyloctanoate Chemical compound [Co+2].CC(C)(C)CCCCCC([O-])=O.CC(C)(C)CCCCCC([O-])=O KDMCQAXHWIEEDE-UHFFFAOYSA-L 0.000 claims 5
- AMFIJXSMYBKJQV-UHFFFAOYSA-L cobalt(2+);octadecanoate Chemical compound [Co+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O AMFIJXSMYBKJQV-UHFFFAOYSA-L 0.000 claims 5
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 claims 5
- 229920001038 ethylene copolymer Polymers 0.000 claims 5
- 150000004820 halides Chemical class 0.000 claims 5
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 5
- 239000000178 monomer Substances 0.000 claims 5
- 238000004806 packaging method and process Methods 0.000 claims 5
- 229920000573 polyethylene Polymers 0.000 claims 5
- 230000002633 protecting Effects 0.000 claims 5
- 229920002554 vinyl polymer Polymers 0.000 claims 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 4
- 229920001519 homopolymer Polymers 0.000 claims 4
- 230000000977 initiatory Effects 0.000 claims 4
- 229920001155 polypropylene Polymers 0.000 claims 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 4
- 230000035943 smell Effects 0.000 claims 4
- SZZWLAZADBEDQP-UHFFFAOYSA-N 1,2-dimethylcyclopentene Chemical compound CC1=C(C)CCC1 SZZWLAZADBEDQP-UHFFFAOYSA-N 0.000 claims 3
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 claims 3
- UHMARZNHEMRXQH-UHFFFAOYSA-N 3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1=CCCC2C(=O)OC(=O)C21 UHMARZNHEMRXQH-UHFFFAOYSA-N 0.000 claims 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N [N-]=C=O Chemical compound [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims 3
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 3
- 125000002877 alkyl aryl group Chemical group 0.000 claims 3
- 125000003118 aryl group Chemical group 0.000 claims 3
- 235000013361 beverage Nutrition 0.000 claims 3
- 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 claims 3
- NQUSVAQGTYCOGL-UHFFFAOYSA-N cyclohexen-1-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1=CCCCC1 NQUSVAQGTYCOGL-UHFFFAOYSA-N 0.000 claims 3
- 238000010438 heat treatment Methods 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 230000001590 oxidative Effects 0.000 claims 3
- 239000000088 plastic resin Substances 0.000 claims 3
- 238000002360 preparation method Methods 0.000 claims 3
- UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical compound OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 claims 3
- 229920001897 terpolymer Polymers 0.000 claims 3
- 150000003512 tertiary amines Chemical class 0.000 claims 3
- 229920001169 thermoplastic Polymers 0.000 claims 3
- LCJRHAPPMIUHLH-UHFFFAOYSA-N 1-$l^{1}-azanylhexan-1-one Chemical compound [CH]CCCCC([N])=O LCJRHAPPMIUHLH-UHFFFAOYSA-N 0.000 claims 2
- FEIQOMCWGDNMHM-UHFFFAOYSA-M 5-phenylpenta-2,4-dienoate Chemical compound [O-]C(=O)C=CC=CC1=CC=CC=C1 FEIQOMCWGDNMHM-UHFFFAOYSA-M 0.000 claims 2
- FEIQOMCWGDNMHM-UHFFFAOYSA-N 5-phenylpenta-2,4-dienoic acid Chemical compound OC(=O)C=CC=CC1=CC=CC=C1 FEIQOMCWGDNMHM-UHFFFAOYSA-N 0.000 claims 2
- IISBACLAFKSPIT-UHFFFAOYSA-N Bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate dianion Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N Cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims 2
- 229920000219 Ethylene vinyl alcohol Polymers 0.000 claims 2
- LOCYSVHOSYQGOV-UHFFFAOYSA-N N-hexyl-6-$l^{1}-azanyl-6-oxohexanamide Chemical compound [CH]CCCCCNC(=O)CCCCC([N])=O LOCYSVHOSYQGOV-UHFFFAOYSA-N 0.000 claims 2
- 239000004677 Nylon Substances 0.000 claims 2
- 229920002292 Nylon 6 Polymers 0.000 claims 2
- 229920000305 Nylon 6,10 Polymers 0.000 claims 2
- 229920002302 Nylon 6,6 Polymers 0.000 claims 2
- 239000004698 Polyethylene (PE) Substances 0.000 claims 2
- 229920002396 Polyurea Polymers 0.000 claims 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 2
- ATMLPEJAVWINOF-UHFFFAOYSA-N acrylic acid acrylic acid Chemical compound OC(=O)C=C.OC(=O)C=C ATMLPEJAVWINOF-UHFFFAOYSA-N 0.000 claims 2
- 230000002862 amidating Effects 0.000 claims 2
- 230000000111 anti-oxidant Effects 0.000 claims 2
- 239000003963 antioxidant agent Substances 0.000 claims 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims 2
- 239000006227 byproduct Substances 0.000 claims 2
- 125000004432 carbon atoms Chemical group C* 0.000 claims 2
- 239000000969 carrier Substances 0.000 claims 2
- 238000009833 condensation Methods 0.000 claims 2
- 230000005494 condensation Effects 0.000 claims 2
- YVWBQGFBSVLPIK-UHFFFAOYSA-N cyclohex-2-ene-1-carboxylic acid Chemical compound OC(=O)C1CCCC=C1 YVWBQGFBSVLPIK-UHFFFAOYSA-N 0.000 claims 2
- 239000003085 diluting agent Substances 0.000 claims 2
- 150000002009 diols Chemical class 0.000 claims 2
- 230000002708 enhancing Effects 0.000 claims 2
- 125000004185 ester group Chemical group 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- QHZOMAXECYYXGP-UHFFFAOYSA-N ethene;prop-2-enoic acid Chemical compound C=C.OC(=O)C=C QHZOMAXECYYXGP-UHFFFAOYSA-N 0.000 claims 2
- 239000004715 ethylene vinyl alcohol Substances 0.000 claims 2
- 239000011888 foil Substances 0.000 claims 2
- 125000000524 functional group Chemical group 0.000 claims 2
- 125000005842 heteroatoms Chemical group 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 150000002440 hydroxy compounds Chemical class 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000000155 melt Substances 0.000 claims 2
- 150000002736 metal compounds Chemical class 0.000 claims 2
- 238000002156 mixing Methods 0.000 claims 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims 2
- 229920001778 nylon Polymers 0.000 claims 2
- 229920000515 polycarbonate Polymers 0.000 claims 2
- 239000004417 polycarbonate Substances 0.000 claims 2
- 229920002635 polyurethane Polymers 0.000 claims 2
- 239000004814 polyurethane Substances 0.000 claims 2
- 239000000377 silicon dioxide Substances 0.000 claims 2
- 239000004416 thermosoftening plastic Substances 0.000 claims 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims 2
- 239000004711 α-olefin Substances 0.000 claims 2
- YKRUGSKSKNMOCZ-UHFFFAOYSA-N (2,3,4,5-tetramethylcyclopent-3-en-1-yl)methanamine Chemical compound CC1C(CN)C(C)C(C)=C1C YKRUGSKSKNMOCZ-UHFFFAOYSA-N 0.000 claims 1
- MZTAHMSXNAFNHR-UHFFFAOYSA-N (2,3,4,5-tetramethylcyclopent-3-en-1-yl)methanol Chemical compound CC1C(CO)C(C)C(C)=C1C MZTAHMSXNAFNHR-UHFFFAOYSA-N 0.000 claims 1
- CAQREEBXXPXUDY-UHFFFAOYSA-N (2,3,4-trimethylcyclopent-3-en-1-yl)methanamine Chemical compound CC1C(CN)CC(C)=C1C CAQREEBXXPXUDY-UHFFFAOYSA-N 0.000 claims 1
- LBAIZNUONALLBD-UHFFFAOYSA-N (2,3,4-trimethylcyclopent-3-en-1-yl)methanol Chemical compound CC1C(CO)CC(C)=C1C LBAIZNUONALLBD-UHFFFAOYSA-N 0.000 claims 1
- TVWJFZRRTOMKOM-UHFFFAOYSA-N (2,3-dimethylcyclopent-3-en-1-yl)methanamine Chemical compound CC1C(CN)CC=C1C TVWJFZRRTOMKOM-UHFFFAOYSA-N 0.000 claims 1
- HIKLSNJEXODMOJ-UHFFFAOYSA-N (2,3-dimethylcyclopent-3-en-1-yl)methanol Chemical compound CC1C(CO)CC=C1C HIKLSNJEXODMOJ-UHFFFAOYSA-N 0.000 claims 1
- RPVDIOVYAHJYPR-UHFFFAOYSA-N (2,4-dimethylcyclopent-3-en-1-yl)methanamine Chemical compound CC1C=C(C)CC1CN RPVDIOVYAHJYPR-UHFFFAOYSA-N 0.000 claims 1
- ZTLQVFALLHPNMZ-UHFFFAOYSA-N (2,4-dimethylcyclopent-3-en-1-yl)methanol Chemical compound CC1C=C(C)CC1CO ZTLQVFALLHPNMZ-UHFFFAOYSA-N 0.000 claims 1
- PPKLLFGTKATYMH-UHFFFAOYSA-N (2,5-dimethylcyclopent-3-en-1-yl)methanamine Chemical compound CC1C=CC(C)C1CN PPKLLFGTKATYMH-UHFFFAOYSA-N 0.000 claims 1
- QDNRHCRRWZFKLM-UHFFFAOYSA-N (2,5-dimethylcyclopent-3-en-1-yl)methanol Chemical compound CC1C=CC(C)C1CO QDNRHCRRWZFKLM-UHFFFAOYSA-N 0.000 claims 1
- RJFLIIHBDVCSEG-UHFFFAOYSA-N (2-methylcyclopent-3-en-1-yl)methanamine Chemical compound CC1C=CCC1CN RJFLIIHBDVCSEG-UHFFFAOYSA-N 0.000 claims 1
- QDKRWCBAVBSLGN-UHFFFAOYSA-N (2-methylcyclopent-3-en-1-yl)methanol Chemical compound CC1C=CCC1CO QDKRWCBAVBSLGN-UHFFFAOYSA-N 0.000 claims 1
- BLGRWADHZOETMJ-UHFFFAOYSA-N (3,4,6-trimethylcyclohex-3-en-1-yl)methanamine Chemical compound CC1CC(C)=C(C)CC1CN BLGRWADHZOETMJ-UHFFFAOYSA-N 0.000 claims 1
- XGKIZFNEBIGFPO-UHFFFAOYSA-N (3,4,6-trimethylcyclohex-3-en-1-yl)methanol Chemical compound CC1CC(C)=C(C)CC1CO XGKIZFNEBIGFPO-UHFFFAOYSA-N 0.000 claims 1
- KHVJCNZAZKWDEF-UHFFFAOYSA-N (3,4-dimethylcyclohex-3-en-1-yl)methanamine Chemical compound CC1=C(C)CC(CN)CC1 KHVJCNZAZKWDEF-UHFFFAOYSA-N 0.000 claims 1
- STYNQPWPNFPCLE-UHFFFAOYSA-N (3,4-dimethylcyclohex-3-en-1-yl)methanol Chemical compound CC1=C(C)CC(CO)CC1 STYNQPWPNFPCLE-UHFFFAOYSA-N 0.000 claims 1
- FLMXBSRCLMXUFK-UHFFFAOYSA-N (3,4-dimethylcyclopent-3-en-1-yl)methanamine Chemical compound CC1=C(C)CC(CN)C1 FLMXBSRCLMXUFK-UHFFFAOYSA-N 0.000 claims 1
- HWMDVXNCWAAVOP-UHFFFAOYSA-N (3,4-dimethylcyclopent-3-en-1-yl)methanol Chemical compound CC1=C(C)CC(CO)C1 HWMDVXNCWAAVOP-UHFFFAOYSA-N 0.000 claims 1
- XHCOMGRXCRULFI-UHFFFAOYSA-N (3,6-dimethylcyclohex-3-en-1-yl)methanamine Chemical compound CC1CC=C(C)CC1CN XHCOMGRXCRULFI-UHFFFAOYSA-N 0.000 claims 1
- BOBULVKIHUPYGG-UHFFFAOYSA-N (3,6-dimethylcyclohex-3-en-1-yl)methanol Chemical compound CC1CC=C(C)CC1CO BOBULVKIHUPYGG-UHFFFAOYSA-N 0.000 claims 1
- BPEZYERVRQUOCO-UHFFFAOYSA-N (3-methylcyclohex-3-en-1-yl)methanamine Chemical compound CC1=CCCC(CN)C1 BPEZYERVRQUOCO-UHFFFAOYSA-N 0.000 claims 1
- NPYBERWOEMVZCJ-UHFFFAOYSA-N (3-methylcyclohex-3-en-1-yl)methanol Chemical compound CC1=CCCC(CO)C1 NPYBERWOEMVZCJ-UHFFFAOYSA-N 0.000 claims 1
- WWRKZDGZBWEUDI-UHFFFAOYSA-N (3-methylcyclopent-3-en-1-yl)methanamine Chemical compound CC1=CCC(CN)C1 WWRKZDGZBWEUDI-UHFFFAOYSA-N 0.000 claims 1
- JDLGFUQUOIIUDC-UHFFFAOYSA-N (3-methylcyclopent-3-en-1-yl)methanol Chemical compound CC1=CCC(CO)C1 JDLGFUQUOIIUDC-UHFFFAOYSA-N 0.000 claims 1
- NPRFWTMKHYOPBZ-UHFFFAOYSA-N (4,6-dimethylcyclohex-3-en-1-yl)methanamine Chemical compound CC1CC(C)=CCC1CN NPRFWTMKHYOPBZ-UHFFFAOYSA-N 0.000 claims 1
- VZWLLIHMPDESOD-UHFFFAOYSA-N (4,6-dimethylcyclohex-3-en-1-yl)methanol Chemical compound CC1CC(C)=CCC1CO VZWLLIHMPDESOD-UHFFFAOYSA-N 0.000 claims 1
- TXBCFLDVMGKXEO-UHFFFAOYSA-N (4-methylcyclohex-3-en-1-yl)methanol Chemical compound CC1=CCC(CO)CC1 TXBCFLDVMGKXEO-UHFFFAOYSA-N 0.000 claims 1
- DQEVKVCVZYPCTA-UHFFFAOYSA-N (6-methylcyclohex-3-en-1-yl)methanamine Chemical compound CC1CC=CCC1CN DQEVKVCVZYPCTA-UHFFFAOYSA-N 0.000 claims 1
- FNCRYRFSEYFWQZ-UHFFFAOYSA-N (6-methylcyclohex-3-en-1-yl)methanol Chemical compound CC1CC=CCC1CO FNCRYRFSEYFWQZ-UHFFFAOYSA-N 0.000 claims 1
- YNEQKUWRFVQFPF-UHFFFAOYSA-N 1,2,3-trimethylcyclopentene Chemical compound CC1CCC(C)=C1C YNEQKUWRFVQFPF-UHFFFAOYSA-N 0.000 claims 1
- RIICRLQIUAAOOE-UHFFFAOYSA-N 1,5-dimethylcyclopentene Chemical compound CC1CCC=C1C RIICRLQIUAAOOE-UHFFFAOYSA-N 0.000 claims 1
- OHDZZMYNQRGIHT-UHFFFAOYSA-N 2-(2,3,4,5-tetramethylcyclopent-3-en-1-yl)ethanamine Chemical compound CC1C(CCN)C(C)C(C)=C1C OHDZZMYNQRGIHT-UHFFFAOYSA-N 0.000 claims 1
- DVULKTOCOMYIKK-UHFFFAOYSA-N 2-(2,3,4,5-tetramethylcyclopent-3-en-1-yl)ethanol Chemical compound CC1C(CCO)C(C)C(C)=C1C DVULKTOCOMYIKK-UHFFFAOYSA-N 0.000 claims 1
- KVVSJFONSVFOSM-UHFFFAOYSA-N 2-(2,3,4-trimethylcyclopent-3-en-1-yl)ethanamine Chemical compound CC1C(CCN)CC(C)=C1C KVVSJFONSVFOSM-UHFFFAOYSA-N 0.000 claims 1
- IOXIOHWUUCQPQL-UHFFFAOYSA-N 2-(2,3,4-trimethylcyclopent-3-en-1-yl)ethanol Chemical compound CC1C(CCO)CC(C)=C1C IOXIOHWUUCQPQL-UHFFFAOYSA-N 0.000 claims 1
- KBABIKKSBWLVMK-UHFFFAOYSA-N 2-(2,3-dimethylcyclopent-3-en-1-yl)ethanol Chemical compound CC1C(CCO)CC=C1C KBABIKKSBWLVMK-UHFFFAOYSA-N 0.000 claims 1
- LPEYQQARGWRFAK-UHFFFAOYSA-N 2-(2,4-dimethylcyclopent-3-en-1-yl)ethanamine Chemical compound CC1C=C(C)CC1CCN LPEYQQARGWRFAK-UHFFFAOYSA-N 0.000 claims 1
- UBBRGBHMHQADQT-UHFFFAOYSA-N 2-(2,4-dimethylcyclopent-3-en-1-yl)ethanol Chemical compound CC1C=C(C)CC1CCO UBBRGBHMHQADQT-UHFFFAOYSA-N 0.000 claims 1
- NOBXJQBVNBHZAU-UHFFFAOYSA-N 2-(2,5-dimethylcyclopent-3-en-1-yl)ethanamine Chemical compound CC1C=CC(C)C1CCN NOBXJQBVNBHZAU-UHFFFAOYSA-N 0.000 claims 1
- SKMRWAYXYQLTQT-UHFFFAOYSA-N 2-(2,5-dimethylcyclopent-3-en-1-yl)ethanol Chemical compound CC1C=CC(C)C1CCO SKMRWAYXYQLTQT-UHFFFAOYSA-N 0.000 claims 1
- AXNHAXRBYDWWCD-UHFFFAOYSA-N 2-(2-methylcyclopent-3-en-1-yl)ethanamine Chemical compound CC1C=CCC1CCN AXNHAXRBYDWWCD-UHFFFAOYSA-N 0.000 claims 1
- NAESGBWTPHFJTG-UHFFFAOYSA-N 2-(2-methylcyclopent-3-en-1-yl)ethanol Chemical compound CC1C=CCC1CCO NAESGBWTPHFJTG-UHFFFAOYSA-N 0.000 claims 1
- VPOROJCNIKDPAU-UHFFFAOYSA-N 2-(3,4,6-trimethylcyclohex-3-en-1-yl)ethanamine Chemical compound CC1CC(C)=C(C)CC1CCN VPOROJCNIKDPAU-UHFFFAOYSA-N 0.000 claims 1
- OZALXQIEGTWVDY-UHFFFAOYSA-N 2-(3,4-dimethylcyclohex-3-en-1-yl)ethanamine Chemical compound CC1=C(C)CC(CCN)CC1 OZALXQIEGTWVDY-UHFFFAOYSA-N 0.000 claims 1
- HJGGSTUKWOWTRK-UHFFFAOYSA-N 2-(3,4-dimethylcyclohex-3-en-1-yl)ethanol Chemical compound CC1=C(C)CC(CCO)CC1 HJGGSTUKWOWTRK-UHFFFAOYSA-N 0.000 claims 1
- HMUKUKOJCVNFBK-UHFFFAOYSA-N 2-(3,4-dimethylcyclopent-3-en-1-yl)ethanamine Chemical compound CC1=C(C)CC(CCN)C1 HMUKUKOJCVNFBK-UHFFFAOYSA-N 0.000 claims 1
- NHZZMOYUQLHZCH-UHFFFAOYSA-N 2-(3,6-dimethylcyclohex-3-en-1-yl)ethanamine Chemical compound CC1CC=C(C)CC1CCN NHZZMOYUQLHZCH-UHFFFAOYSA-N 0.000 claims 1
- YKXGXUGIVYCKHL-UHFFFAOYSA-N 2-(3,6-dimethylcyclohex-3-en-1-yl)ethanol Chemical compound CC1CC=C(C)CC1CCO YKXGXUGIVYCKHL-UHFFFAOYSA-N 0.000 claims 1
- MXMQSDPOHMJUPE-UHFFFAOYSA-N 2-(3-methylcyclohex-3-en-1-yl)ethanamine Chemical compound CC1=CCCC(CCN)C1 MXMQSDPOHMJUPE-UHFFFAOYSA-N 0.000 claims 1
- GHZVGCMTTMSODP-UHFFFAOYSA-N 2-(3-methylcyclohex-3-en-1-yl)ethanol Chemical compound CC1=CCCC(CCO)C1 GHZVGCMTTMSODP-UHFFFAOYSA-N 0.000 claims 1
- KJPTZHARPKTLPZ-UHFFFAOYSA-N 2-(3-methylcyclopent-3-en-1-yl)ethanol Chemical compound CC1=CCC(CCO)C1 KJPTZHARPKTLPZ-UHFFFAOYSA-N 0.000 claims 1
- QBAWFYJXWMMSLN-UHFFFAOYSA-N 2-(4,6-dimethylcyclohex-3-en-1-yl)ethanamine Chemical compound CC1CC(C)=CCC1CCN QBAWFYJXWMMSLN-UHFFFAOYSA-N 0.000 claims 1
- LFCBHCCNKDQVLV-UHFFFAOYSA-N 2-(4,6-dimethylcyclohex-3-en-1-yl)ethanol Chemical compound CC1CC(C)=CCC1CCO LFCBHCCNKDQVLV-UHFFFAOYSA-N 0.000 claims 1
- WNULNSNOROPVLE-UHFFFAOYSA-N 2-(4-methylcyclohex-3-en-1-yl)ethanamine Chemical compound CC1=CCC(CCN)CC1 WNULNSNOROPVLE-UHFFFAOYSA-N 0.000 claims 1
- VUFLLLREHZOOQF-UHFFFAOYSA-N 2-(4-methylcyclohex-3-en-1-yl)ethanol Chemical compound CC1=CCC(CCO)CC1 VUFLLLREHZOOQF-UHFFFAOYSA-N 0.000 claims 1
- AOPPMFHKDPEGCY-UHFFFAOYSA-N 2-(6-methylcyclohex-3-en-1-yl)ethanamine Chemical compound CC1CC=CCC1CCN AOPPMFHKDPEGCY-UHFFFAOYSA-N 0.000 claims 1
- GAXFWNPSHIDXRH-UHFFFAOYSA-N 2-(6-methylcyclohex-3-en-1-yl)ethanol Chemical compound CC1CC=CCC1CCO GAXFWNPSHIDXRH-UHFFFAOYSA-N 0.000 claims 1
- CMPQPEBYXODWON-UHFFFAOYSA-N 2-cyclohex-3-en-1-ylethanamine Chemical compound NCCC1CCC=CC1 CMPQPEBYXODWON-UHFFFAOYSA-N 0.000 claims 1
- FELLSOCIMJMONP-UHFFFAOYSA-N 2-cyclohex-3-en-1-ylethanol Chemical compound OCCC1CCC=CC1 FELLSOCIMJMONP-UHFFFAOYSA-N 0.000 claims 1
- KECVNUNEGBLHFH-UHFFFAOYSA-N 2-cyclopent-3-en-1-ylethanamine Chemical compound NCCC1CC=CC1 KECVNUNEGBLHFH-UHFFFAOYSA-N 0.000 claims 1
- KQCOVWFRRKDYPU-UHFFFAOYSA-N 2-cyclopent-3-en-1-ylethanol Chemical compound OCCC1CC=CC1 KQCOVWFRRKDYPU-UHFFFAOYSA-N 0.000 claims 1
- PUPAPFTXLYVYPX-UHFFFAOYSA-N 3,5-dimethylcyclopentene Chemical compound CC1CC(C)C=C1 PUPAPFTXLYVYPX-UHFFFAOYSA-N 0.000 claims 1
- VARNHWOBVQZYGQ-UHFFFAOYSA-N 3-(2,3,4,5-tetramethylcyclopent-3-en-1-yl)propan-1-amine Chemical compound CC1C(CCCN)C(C)C(C)=C1C VARNHWOBVQZYGQ-UHFFFAOYSA-N 0.000 claims 1
- ICVKXKHFHXSWPU-UHFFFAOYSA-N 3-(2,3,4,5-tetramethylcyclopent-3-en-1-yl)propan-1-ol Chemical compound CC1C(CCCO)C(C)C(C)=C1C ICVKXKHFHXSWPU-UHFFFAOYSA-N 0.000 claims 1
- DFXRPHAXCZYWJG-UHFFFAOYSA-N 3-(2,3,4-trimethylcyclopent-3-en-1-yl)propan-1-ol Chemical compound CC1C(CCCO)CC(C)=C1C DFXRPHAXCZYWJG-UHFFFAOYSA-N 0.000 claims 1
- YCGZMPPMYCGKEE-UHFFFAOYSA-N 3-(2,3-dimethylcyclopent-3-en-1-yl)propan-1-amine Chemical compound CC1C(CCCN)CC=C1C YCGZMPPMYCGKEE-UHFFFAOYSA-N 0.000 claims 1
- ICXYVQSXNRBGKQ-UHFFFAOYSA-N 3-(2,3-dimethylcyclopent-3-en-1-yl)propan-1-ol Chemical compound CC1C(CCCO)CC=C1C ICXYVQSXNRBGKQ-UHFFFAOYSA-N 0.000 claims 1
- FGVMADHNTMOYBT-UHFFFAOYSA-N 3-(2,4-dimethylcyclopent-3-en-1-yl)propan-1-amine Chemical compound CC1C=C(C)CC1CCCN FGVMADHNTMOYBT-UHFFFAOYSA-N 0.000 claims 1
- SGTQGWJBJFMITN-UHFFFAOYSA-N 3-(2,4-dimethylcyclopent-3-en-1-yl)propan-1-ol Chemical compound CC1C=C(C)CC1CCCO SGTQGWJBJFMITN-UHFFFAOYSA-N 0.000 claims 1
- HBQFEULWFFEELI-UHFFFAOYSA-N 3-(2,5-dimethylcyclopent-3-en-1-yl)propan-1-amine Chemical compound CC1C=CC(C)C1CCCN HBQFEULWFFEELI-UHFFFAOYSA-N 0.000 claims 1
- QQFMXWKYXUHLOT-UHFFFAOYSA-N 3-(2-methylcyclopent-3-en-1-yl)propan-1-amine Chemical compound CC1C=CCC1CCCN QQFMXWKYXUHLOT-UHFFFAOYSA-N 0.000 claims 1
- VHINPOQSDXXNLW-UHFFFAOYSA-N 3-(2-methylcyclopent-3-en-1-yl)propan-1-ol Chemical compound CC1C=CCC1CCCO VHINPOQSDXXNLW-UHFFFAOYSA-N 0.000 claims 1
- SENAXLWJQZXGTE-UHFFFAOYSA-N 3-(3,4,6-trimethylcyclohex-3-en-1-yl)propan-1-amine Chemical compound CC1CC(C)=C(C)CC1CCCN SENAXLWJQZXGTE-UHFFFAOYSA-N 0.000 claims 1
- WYBRFWGIOGZURC-UHFFFAOYSA-N 3-(3,4,6-trimethylcyclohex-3-en-1-yl)propan-1-ol Chemical compound CC1CC(C)=C(C)CC1CCCO WYBRFWGIOGZURC-UHFFFAOYSA-N 0.000 claims 1
- VPIVHAGYMWRECZ-UHFFFAOYSA-N 3-(3,4-dimethylcyclohex-3-en-1-yl)propan-1-amine Chemical compound CC1=C(C)CC(CCCN)CC1 VPIVHAGYMWRECZ-UHFFFAOYSA-N 0.000 claims 1
- YJWCXUHDSVTEIP-UHFFFAOYSA-N 3-(3,4-dimethylcyclohex-3-en-1-yl)propan-1-ol Chemical compound CC1=C(C)CC(CCCO)CC1 YJWCXUHDSVTEIP-UHFFFAOYSA-N 0.000 claims 1
- NLQWQYFYYZNVLG-UHFFFAOYSA-N 3-(3,4-dimethylcyclopent-3-en-1-yl)propan-1-amine Chemical compound CC1=C(C)CC(CCCN)C1 NLQWQYFYYZNVLG-UHFFFAOYSA-N 0.000 claims 1
- FTHDOUPAVKXTJA-UHFFFAOYSA-N 3-(3,4-dimethylcyclopent-3-en-1-yl)propan-1-ol Chemical compound CC1=C(C)CC(CCCO)C1 FTHDOUPAVKXTJA-UHFFFAOYSA-N 0.000 claims 1
- MTOBBBQGXQXOIE-UHFFFAOYSA-N 3-(3,6-dimethylcyclohex-3-en-1-yl)propan-1-amine Chemical compound CC1CC=C(C)CC1CCCN MTOBBBQGXQXOIE-UHFFFAOYSA-N 0.000 claims 1
- HKBYXKNKSMTQTR-UHFFFAOYSA-N 3-(3,6-dimethylcyclohex-3-en-1-yl)propan-1-ol Chemical compound CC1CC=C(C)CC1CCCO HKBYXKNKSMTQTR-UHFFFAOYSA-N 0.000 claims 1
- KYNNUNKXPYTGHA-UHFFFAOYSA-N 3-(3-methylcyclohex-3-en-1-yl)propan-1-ol Chemical compound CC1=CCCC(CCCO)C1 KYNNUNKXPYTGHA-UHFFFAOYSA-N 0.000 claims 1
- XJDPMNTZMIUXKM-UHFFFAOYSA-N 3-(3-methylcyclopent-3-en-1-yl)propan-1-amine Chemical compound CC1=CCC(CCCN)C1 XJDPMNTZMIUXKM-UHFFFAOYSA-N 0.000 claims 1
- CMZZVQBQZRMWCG-UHFFFAOYSA-N 3-(3-methylcyclopent-3-en-1-yl)propan-1-ol Chemical compound CC1=CCC(CCCO)C1 CMZZVQBQZRMWCG-UHFFFAOYSA-N 0.000 claims 1
- DXZZQYSSMJSDML-UHFFFAOYSA-N 3-(4,6-dimethylcyclohex-3-en-1-yl)propan-1-amine Chemical compound CC1CC(C)=CCC1CCCN DXZZQYSSMJSDML-UHFFFAOYSA-N 0.000 claims 1
- NGUNBLAGKNRLKX-UHFFFAOYSA-N 3-(4,6-dimethylcyclohex-3-en-1-yl)propan-1-ol Chemical compound CC1CC(C)=CCC1CCCO NGUNBLAGKNRLKX-UHFFFAOYSA-N 0.000 claims 1
- ISPWKUDSCYZYHT-UHFFFAOYSA-N 3-(4-methylcyclohex-3-en-1-yl)propan-1-amine Chemical compound CC1=CCC(CCCN)CC1 ISPWKUDSCYZYHT-UHFFFAOYSA-N 0.000 claims 1
- YQXQITJPECVBHD-UHFFFAOYSA-N 3-(4-methylcyclohex-3-en-1-yl)propan-1-ol Chemical compound CC1=CCC(CCCO)CC1 YQXQITJPECVBHD-UHFFFAOYSA-N 0.000 claims 1
- DGRUWFFCTWOYEH-UHFFFAOYSA-N 3-(6-methylcyclohex-3-en-1-yl)propan-1-amine Chemical compound CC1CC=CCC1CCCN DGRUWFFCTWOYEH-UHFFFAOYSA-N 0.000 claims 1
- XXARAKSNKGVWND-UHFFFAOYSA-N 3-cyclohex-3-en-1-ylpropan-1-amine Chemical compound NCCCC1CCC=CC1 XXARAKSNKGVWND-UHFFFAOYSA-N 0.000 claims 1
- JMIMEXIWKQRUEQ-UHFFFAOYSA-N 3-cyclohex-3-en-1-ylpropan-1-ol Chemical compound OCCCC1CCC=CC1 JMIMEXIWKQRUEQ-UHFFFAOYSA-N 0.000 claims 1
- KXQXDLATULNPCV-UHFFFAOYSA-N 3-cyclopent-3-en-1-ylpropan-1-amine Chemical compound NCCCC1CC=CC1 KXQXDLATULNPCV-UHFFFAOYSA-N 0.000 claims 1
- XCHXDYRXPJHSTG-UHFFFAOYSA-N 3-cyclopent-3-en-1-ylpropan-1-ol Chemical compound OCCCC1CC=CC1 XCHXDYRXPJHSTG-UHFFFAOYSA-N 0.000 claims 1
- KMOUUZVZFBCRAM-UHFFFAOYSA-N 3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical group C1C=CCC2C(=O)OC(=O)C21 KMOUUZVZFBCRAM-UHFFFAOYSA-N 0.000 claims 1
- MJZPYKIXLPHXBR-UHFFFAOYSA-M 4-cyclohexyl-2-methylbut-2-enoate Chemical compound [O-]C(=O)C(C)=CCC1CCCCC1 MJZPYKIXLPHXBR-UHFFFAOYSA-M 0.000 claims 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N Benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims 1
- 229920000298 Cellophane Polymers 0.000 claims 1
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N Cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 claims 1
- 238000005698 Diels-Alder reaction Methods 0.000 claims 1
- 229920001225 Polyester resin Polymers 0.000 claims 1
- 239000004743 Polypropylene Substances 0.000 claims 1
- 229920001328 Polyvinylidene chloride Polymers 0.000 claims 1
- 239000005092 Ruthenium Substances 0.000 claims 1
- QBRPPCVQOLMIJM-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohex-2-en-1-yl]methanol Chemical compound OCC1(CO)CCCC=C1 QBRPPCVQOLMIJM-UHFFFAOYSA-N 0.000 claims 1
- 125000004036 acetal group Chemical group 0.000 claims 1
- 238000007259 addition reaction Methods 0.000 claims 1
- 125000002009 alkene group Chemical group 0.000 claims 1
- 125000000746 allylic group Chemical group 0.000 claims 1
- 125000003368 amide group Chemical group 0.000 claims 1
- 235000013405 beer Nutrition 0.000 claims 1
- 150000008366 benzophenones Chemical class 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 238000003776 cleavage reaction Methods 0.000 claims 1
- 229910052802 copper Inorganic materials 0.000 claims 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims 1
- 239000010949 copper Substances 0.000 claims 1
- 230000000875 corresponding Effects 0.000 claims 1
- 239000002537 cosmetic Substances 0.000 claims 1
- DNTZUCRLOISRPR-UHFFFAOYSA-N cyclohex-3-en-1-ylmethanamine Chemical compound NCC1CCC=CC1 DNTZUCRLOISRPR-UHFFFAOYSA-N 0.000 claims 1
- VEIYJWQZNGASMA-UHFFFAOYSA-N cyclohex-3-en-1-ylmethanol Chemical compound OCC1CCC=CC1 VEIYJWQZNGASMA-UHFFFAOYSA-N 0.000 claims 1
- DCFDVJPDXYGCOK-UHFFFAOYSA-N cyclohex-3-ene-1-carbaldehyde Chemical compound O=CC1CCC=CC1 DCFDVJPDXYGCOK-UHFFFAOYSA-N 0.000 claims 1
- RGYZUNFLDWZKML-UHFFFAOYSA-N cyclohexen-1-ylmethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CCCCC1 RGYZUNFLDWZKML-UHFFFAOYSA-N 0.000 claims 1
- 150000001935 cyclohexenes Chemical group 0.000 claims 1
- FIMUXQLLGBMSAI-UHFFFAOYSA-N cyclohexylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CCCCC1 FIMUXQLLGBMSAI-UHFFFAOYSA-N 0.000 claims 1
- MKLFRAVVYRKTRH-UHFFFAOYSA-N cyclopent-3-en-1-ylmethanamine Chemical compound NCC1CC=CC1 MKLFRAVVYRKTRH-UHFFFAOYSA-N 0.000 claims 1
- 230000005670 electromagnetic radiation Effects 0.000 claims 1
- 238000003379 elimination reaction Methods 0.000 claims 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 claims 1
- 239000010408 film Substances 0.000 claims 1
- 125000005462 imide group Chemical group 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- 239000002346 layers by function Substances 0.000 claims 1
- PWHULOQIROXLJO-UHFFFAOYSA-N manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims 1
- 229910052748 manganese Inorganic materials 0.000 claims 1
- 239000011572 manganese Substances 0.000 claims 1
- 150000002739 metals Chemical class 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 1
- 229910052759 nickel Inorganic materials 0.000 claims 1
- 150000002894 organic compounds Chemical class 0.000 claims 1
- 239000005026 oriented polypropylene Substances 0.000 claims 1
- 239000000575 pesticide Substances 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 229920002492 poly(sulfones) Polymers 0.000 claims 1
- 229920002239 polyacrylonitrile Polymers 0.000 claims 1
- 239000011528 polyamide (building material) Substances 0.000 claims 1
- 239000004645 polyester resin Substances 0.000 claims 1
- 239000003505 polymerization initiator Substances 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- 230000000379 polymerizing Effects 0.000 claims 1
- 229920000915 polyvinyl chloride Polymers 0.000 claims 1
- 239000004800 polyvinyl chloride Substances 0.000 claims 1
- 238000000746 purification Methods 0.000 claims 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims 1
- 229910052703 rhodium Inorganic materials 0.000 claims 1
- 239000010948 rhodium Substances 0.000 claims 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims 1
- 229910052707 ruthenium Inorganic materials 0.000 claims 1
- 230000002000 scavenging Effects 0.000 claims 1
- 238000007789 sealing Methods 0.000 claims 1
- 235000012239 silicon dioxide Nutrition 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 239000000758 substrate Substances 0.000 claims 1
- 229920001187 thermosetting polymer Polymers 0.000 claims 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims 1
Claims (155)
(а) полимерного или алигомерного материала, содержащего замещенные циклогексеновые функциональные группы, соответствующие следующей структуре (I):
где А может означать водород или метил, а одна или две группы В представляют гетероатом, содержащий связь, которая прикрепляет циклогексеновое кольцо к указанному материалу, а остальные группы В представляют водород или метил;
(b) катализатора на основе переходного металла.1. A composition suitable for oxygen absorption and containing a mixture of:
(a) a polymeric or aligomeric material containing substituted cyclohexene functional groups corresponding to the following structure (I):
where A can mean hydrogen or methyl, and one or two groups B represent a heteroatom containing a bond that attaches a cyclohexene ring to the specified material, and the remaining groups B represent hydrogen or methyl;
(b) a transition metal catalyst.
где q1, q2, q3, q4 и r выбирают из группы, состоящей из -Н, -СН3 и -С2Н5; m представляет -(СН2)n-, n представляет целое число от 0 до 4; и где, если r представляет -Н, то по крайней мере, один из q1, q2, q3 и q4 представляет -Н.33. The composition according to p. 31, where the specified cyclic olefinic side groups have the structure (II):
where q 1 , q 2 , q 3 , q 4 and r are selected from the group consisting of —H, —CH 3 and —C 2 H 5 ; m represents - (CH 2 ) n -, n represents an integer from 0 to 4; and where, if r is -H, then at least one of q 1 , q 2 , q 3 and q 4 is -H.
где P+T+Q составляет 100 моль % от всей композиции; Р превышает 0 моль % от всей композиции; Z выбирают из группы, состоящей из арильной группы, -(С= O)OR1, -O(C= O)R1 и алкиларильной группы структуры (IV)
где R4 выбирают из группы, состоящей из -СН3, -С2Н5 и -Н; R1 выбирают из группы, состоящей из -Н, -СН3, -С2Н5, -С3Н7-; и -С4Н9; R2 и R3 выбирают из группы, состоящей из -Н и -СН3; Х выбирают из группы, состоящей из -О-, -NH-, -(C= O)O-, -(C= O)NH, -(C= O)S-, -O(C= O)- и (CHR)l-; l представляет целое число от 1 до 6; Y представляет -(CHR)n-, где n равно целому числу от 0 до 12; R выбирают из группы, состоящей из -Н, -СН3, -C2H5; и где q1, q2, q3, q4, и r выбирают из группы, состоящей из -Н, -СН3 и -C2H5; n представляет -(CH2)n-, n представляет целое число от 0 до 4; и где, если r представляет -Н, то по крайней мере, один из q1, q2, q3 и q4 представляет -Н.39. The composition according to claim 31, where the main polymer chain, linker groups and cyclic olefinic side groups contain repeating units, each link having the following structure (III):
where P + T + Q is 100 mol% of the whole composition; P exceeds 0 mol% of the total composition; Z is selected from the group consisting of an aryl group, - (C = O) OR 1 , —O (C = O) R 1 and an alkylaryl group of structure (IV)
where R 4 is selected from the group consisting of -CH 3 , -C 2 H 5 and -H; R 1 is selected from the group consisting of -H, -CH 3 , -C 2 H 5 , -C 3 H 7 -; and -C 4 H 9 ; R 2 and R 3 are selected from the group consisting of —H and —CH 3 ; X is selected from the group consisting of -O-, -NH-, - (C = O) O-, - (C = O) NH, - (C = O) S-, -O (C = O) - and (CHR) l -; l represents an integer from 1 to 6; Y is - (CHR) n -, where n is an integer from 0 to 12; R is selected from the group consisting of —H, —CH 3 , —C 2 H 5 ; and where q 1 , q 2 , q 3 , q 4 , and r are selected from the group consisting of —H, —CH 3 and —C 2 H 5 ; n represents - (CH 2 ) n -, n represents an integer from 0 to 4; and where, if r is -H, then at least one of q 1 , q 2 , q 3 and q 4 is -H.
где q1, q2, q3 q4 и r выбирают из группы, состоящей из -Н, -СН3 и -C2H5; m представляет -(СН2)n, n представляет целое число от 0 до 4; и где, если r представляет -Н, то по крайней мере, один из q1, q2, q3 и q4 представляет -Н.44. The composition according to p. 42, where the specified cyclic olefinic side groups have the structure (II):
where q 1 , q 2 , q 3 q 4 and r are selected from the group consisting of —H, —CH 3 and —C 2 H 5 ; m represents - (CH 2 ) n , n represents an integer from 0 to 4; and where, if r is -H, then at least one of q 1 , q 2 , q 3 and q 4 is -H.
где P+T+Q составляет 100 моль % от всей композиции; Р превышает 0 моль. % от всей композиции; Z выбирают из группы, состоящей из арильной группы, -(C= O)OR1, -O(C= O)R1 и алкиларильной группы структуры (IV)
где R4 выбирают из группы, состоящей из -СН3, -С2Н5 и -Н; R1 выбирают из группы, состоящей из -Н, -СН3, -С2Н5, -С3Н7 и -С4Н9; R2 и R3 выбирают из группы, состоящей из -Н и -СН3; Х выбирают из группы, состоящей из -О-, -NH-, -(C= O)O-, -(C= O)NH-, -(C= O)S-, -O(С= O)- и -(CHR)l-; l представляет целое число от 1 до 6; Y представляет (CHR)n- где n равно целому числу от 0 до 12; R выбирают из группы, состоящей из -Н, -СН3, -С2Н5; и где q1, q2, q3, q4 и r выбирают из группы, состоящей из -Н, -СН3 и -C2H5; m представляет -(CH2)n-, n представляет целое число от 0 до 4; и где, если r представляет -Н, то по крайней мере, один из q1, q2, q3 и q4 представляет -Н.50. The composition according to claim 42, where the main polymer chain, linker groups and cyclic olefinic side groups contain repeating units, each link having the following structure (III):
where P + T + Q is 100 mol% of the whole composition; P exceeds 0 mol. % of the entire composition; Z is selected from the group consisting of an aryl group, - (C = O) OR 1 , —O (C = O) R 1 and an alkylaryl group of structure (IV)
where R 4 is selected from the group consisting of -CH 3 , -C 2 H 5 and -H; R 1 is selected from the group consisting of —H, —CH 3 , —C 2 H 5 , —C 3 H 7, and —C 4 H 9 ; R 2 and R 3 are selected from the group consisting of —H and —CH 3 ; X is selected from the group consisting of -O-, -NH-, - (C = O) O-, - (C = O) NH-, - (C = O) S-, -O (C = O) - and - (CHR) l -; l represents an integer from 1 to 6; Y is (CHR) n - where n is an integer from 0 to 12; R is selected from the group consisting of —H, —CH 3 , —C 2 H 5 ; and where q 1 , q 2 , q 3 , q 4 and r are selected from the group consisting of -H, -CH 3 and -C 2 H 5 ; m represents - (CH 2 ) n -, n represents an integer from 0 to 4; and where, if r is -H, then at least one of q 1 , q 2 , q 3 and q 4 is -H.
(а) выбор полимеров из группы, состоящей из стирола/малеинового ангидрида, этилена/малеинового ангидрида, этилена/ акриловой кислоты, этилена/метакриловой кислоты, акриловой кислоты, метакриловой кислоты, стирола/метакриловой кислоты, этилена/метилакрилата, этилена/этилакрилата, этилена/бутилакрилата, метилметакрилата, метилакрилата и стирол/метилметакрилата, с получением смеси и объединением этих полимеров с этерифицирующим/переэтерифицирующим соединением, выбранным из группы, состоящей из циклогексен-4-метанола, 1-метилциклогексен-4-метанола, 2-метилциклогексен-4-метанола, 5-метилциклогексен-4-метанола, 1,2-диметилциклогексен-4-метанола, 1,5-диметилциклогексен-4-метанола, 2,5-диметилциклогексен-4-метанола, 1,2,5-триметилциклогексен-4-метанола, циклогексен-4-этанола, 1-метилциклогексен-4-этанола, 2-метилциклогексен-4-этанола, 5-метилциклогексен-4-этанола, 1,2-диметилциклогексен-4-этанола, 1,5-диметилциклогексен-4-этанола, 2,5-диметилциклогексен-4-этанола, 1/2,5-триметилциклогексен-4-этанола, циклогексен-4-пропанола, 1-метилциклогексен-4-пропанола, 2-метилциклогексен-4-пропанола, 5-метилциклогексен-4-пропанола, 1,2-диметилциклогексен-4-пропанола, 1,5-диметилциклогексен-4-пропанола, 2,5-диметилциклогексен-4-пропанола, 1,2,5-триметилциклогексен-4-пропанола, циклопентен-4-метанола, 1-метилциклопентен-4-метанола, 3-метилциклопентен-4-метанола, 1,2-диметилциклопентен-4-метанола, 3,5-диметилциклопентен-4-метанола, 1,3-диметилциклопентен-4-метанола, 2,3-диметилциклопентен-4-метанола, 1,2,3-триметилциклопентен-4-метанола, 1,2,3,5-тетраметилциклопентен-4-метанола, циклопентен-4-этанола, 1-метилциклопентен-4-этанола, 3-метилциклопентен-4-этанола, 1,2-диметилциклопентен-4-этанола, 3,5-диметилциклопентен-4-этанола, 1,3-диметилциклопентен-4-этанола, 2,3-диметилциклопентен-4-этанола, 1,2,3-триметилциклопентен-4-этанола, 1,2,3,5-тетраметилциклопентен-4-этанола, циклопентен-4-пропанола, 1-метилциклопентен-4-пропанола, 3-метилциклопентен-4-пропанола, 1,2-диметилциклопентен-4-пропанола, 3,5-диметилциклопентен-4-пропанола, 1,3-диметилциклопентен-4-пропанола, 2,3-диметилциклопентен-4-пропанола, 1,2,3-триметилциклопентен-4-пропанола и 1,2,3,5-тетраметилциклопентен-4-пропанола.92. The method of claim 91, wherein the preparation of the polymeric material comprises the following steps:
(a) selection of polymers from the group consisting of styrene / maleic anhydride, ethylene / maleic anhydride, ethylene / acrylic acid, ethylene / methacrylic acid, acrylic acid, methacrylic acid, styrene / methacrylic acid, ethylene / methyl acrylate, ethylene / ethyl acrylate, ethylene / butyl acrylate, methyl methacrylate, methyl acrylate and styrene / methyl methacrylate, to form a mixture and combine these polymers with an esterifying / transesterifying compound selected from the group consisting of cyclohexene-4-methanol, 1-methylcyclohexene-4 -methanol, 2-methylcyclohexene-4-methanol, 5-methylcyclohexene-4-methanol, 1,2-dimethylcyclohexene-4-methanol, 1,5-dimethylcyclohexene-4-methanol, 2,5-dimethylcyclohexene-4-methanol, 1 , 2,5-trimethylcyclohexene-4-methanol, cyclohexene-4-ethanol, 1-methylcyclohexene-4-ethanol, 2-methylcyclohexene-4-ethanol, 5-methylcyclohexene-4-ethanol, 1,2-dimethylcyclohexene-4-ethanol , 1,5-dimethylcyclohexene-4-ethanol, 2,5-dimethylcyclohexene-4-ethanol, 1 / 2,5-trimethylcyclohexene-4-ethanol, cyclohexene-4-propanol, 1-methylcyclohexene-4-propanol, 2-methylcyclohexene -4-propanol, 5-methylcyclog exene-4-propanol, 1,2-dimethylcyclohexene-4-propanol, 1,5-dimethylcyclohexene-4-propanol, 2,5-dimethylcyclohexene-4-propanol, 1,2,5-trimethylcyclohexene-4-propanol, cyclopentene 4-methanol, 1-methylcyclopentene-4-methanol, 3-methylcyclopentene-4-methanol, 1,2-dimethylcyclopentene-4-methanol, 3,5-dimethylcyclopentene-4-methanol, 1,3-dimethylcyclopentene-4-methanol, 2,3-dimethylcyclopentene-4-methanol, 1,2,3-trimethylcyclopentene-4-methanol, 1,2,3,5-tetramethylcyclopentene-4-methanol, cyclopentene-4-ethanol, 1-methylcyclopentene-4-ethanol, 3-methylcyclopentene-4-ethanol, 1,2-dimethylcyclopte nten-4-ethanol, 3,5-dimethylcyclopentene-4-ethanol, 1,3-dimethylcyclopentene-4-ethanol, 2,3-dimethylcyclopentene-4-ethanol, 1,2,3-trimethylcyclopentene-4-ethanol, 1, 2,3,5-tetramethylcyclopentene-4-ethanol, cyclopentene-4-propanol, 1-methylcyclopentene-4-propanol, 3-methylcyclopentene-4-propanol, 1,2-dimethylcyclopentene-4-propanol, 3,5-dimethylcyclopentene 4-propanol, 1,3-dimethylcyclopentene-4-propanol, 2,3-dimethylcyclopentene-4-propanol, 1,2,3-trimethylcyclopentene-4-propanol and 1,2,3,5-tetramethylcyclopentene-4-propanol.
(c) переработку указанного расплава в экструдере в условиях этерификации/переэтерификации в присутствии катализаторов этерификации/переэтерификации и антиоксидантов, защищающих этот расплав от окисления в процессе экструзии, так, чтобы указанный полимерный расплав подвергался этерификации полимерных ангидридов с циклическими олефиновыми боковыми группами, этерификации полимерных кислот с циклическими олефиновыми боковыми группами, либо алкильные группы сложных полиэфиров заменялись циклическими олефиновыми боковыми группами; и
(d) удаление летучих органических продуктов и побочных продуктов из расплава.(b) heating said polymers and etherifying / transesterifying compounds selected in step (a) to form a polymer melt;
(c) processing the specified melt in an extruder under esterification / transesterification conditions in the presence of esterification / transesterification catalysts and antioxidants protecting this melt from oxidation during extrusion, so that said polymer melt is subjected to esterification of polymeric anhydrides with cyclic olefinic side groups, esterification of polymeric acids with cyclic olefinic side groups, or the alkyl groups of polyesters are replaced with cyclic olefinic side groups; and
(d) removing volatile organic products and melt by-products.
(а) выбор полимеров из группы, состоящей из стирола/малеинового ангидрида, этилена/малеинового ангидрида, этилена/ акриловой кислоты, этилена/метакриловой кислоты, акриловой кислоты, метакриловой кислоты, стирола/метакриловой кислоты, этилена/метилакрилата, этилена/этилакрилата, этилена/бутилакрилата, метилметакрилата, метилакрилата и стирол/метилметакрилата, с получением смеси и объединением этих полимеров с амидирующим/переамидирующим соединением, выбранным из группы, состоящей из циклогексен-4-метиламина, 1-метилциклогексен-4-метиламина, 2-метилциклогексен-4-метиламина, 5-метилциклогексен-4-метиламина, 1,2-диметилциклогексен-4-метиламина, 1,5-диметилциклогексен-4-метиламина, 2,5-диметилциклогексен-4-метиламина, 1,2,5-триметилциклогексен-4-метиламина, циклогексен-4-этиламина, 1-метилциклогексен-4-этиламина, 2-метилциклогексен-4-этиламина, 5-метилциклогексен-4-этиламина, 1,2-диметилциклогексен-4-этиламина, 1,5-диметилциклогексен-4-этиламина, 2,5-диметилциклогексен-4-этиламина, 1,2,5-триметилциклогексен-4-этиламина, циклогексен-4-пропиламина, 1-метилциклогексен-4-пропиламина, 2-метилциклогексен-4-пропиламина, 5-метилциклогексен-4-пропиламина, 1,2-диметилциклогексен-4-пропиламина, 1,5-диметилциклогексен-4-пропиламина, 2,5-диметилциклогексен-4-пропиламина, 1,2,5-триметилциклогексен-4-пропиламина, циклопентен-4-метиламина, 1-метилциклопентен-4-метиламина, 3-метилциклопентен-4-метиламина, 1,2-диметилциклопентен-4-метиламина, 3,5-диметилциклопентен-4-метиламина, 1,3-диметилциклопентен-4-метиламина, 2,3-диметилциклопентен-4-метиламина, 1,2,3-триметилциклопентен-4-метиламина, 1,2,3,5-тетраметилциклопентен-4-метиламина, циклопентен-4-этиламина, 1-метилциклопентен-4-этиламина, 3-метилциклопентен-4-этиламина, 1,2-диметилциклопентен-4-этиламина, 3,5-диметилциклопентен-4-этиламина, 1,3-диметилциклопентен-4-этиламина, 2,3-диметилциклопентен-4-этиламина, 1,2,3-триметилциклопентен-4-этиламина, 1,2,3,5-тетраметилциклопентен-4-этиламина, циклопентен-4-пропиламина, 1-метилциклопентен-4-пропиламина, 3-метилциклопентен-4-пропиламина, 1,2-диметилциклопентен-4-пропиламина, 3,5-диметилциклопентен-4-пропиламина, 1,3-диметилциклопентен-4-пропиламина, 2,3-диметилциклопентен-4-пропиламина, 1,2,3-триметилциклопентен-4-пропиламина и 1,2,3,5-тетраметилциклопентен-4-пропиламина;
(b) нагревание указанных полимеров и амидирующих/переамидирующих соединений, выбранных на стадии (а), с образованием полимерного расплава;
(c) переработку указанного расплава в экструдере в условиях амидирования/переамидирования в присутствии катализаторов амидирования/переамидирования и антиоксидантов, защищающих этот расплав от окисления в процессе экструзии, так, чтобы указанный полимерный расплав подвергался амидированию полимерных ангидридов с циклическими олефиновыми боковыми группами, амидированию полимерных кислот с циклическими олефиновыми боковыми группами, либо алкильные группы сложных полиэфиров заменялись циклическими олефиновыми боковыми группами; и
(d) удаление летучих органических продуктов и побочных продуктов из расплава.93. The method of claim 91, wherein the preparation of the polymeric material comprises the following steps:
(a) selection of polymers from the group consisting of styrene / maleic anhydride, ethylene / maleic anhydride, ethylene / acrylic acid, ethylene / methacrylic acid, acrylic acid, methacrylic acid, styrene / methacrylic acid, ethylene / methyl acrylate, ethylene / ethyl acrylate, ethylene / butyl acrylate, methyl methacrylate, methyl acrylate and styrene / methyl methacrylate, to form a mixture and combine these polymers with an amidating / reamidating compound selected from the group consisting of cyclohexene-4-methylamine, 1-methylcyclohexene-4-methyl mine, 2-methylcyclohexene-4-methylamine, 5-methylcyclohexene-4-methylamine, 1,2-dimethylcyclohexene-4-methylamine, 1,5-dimethylcyclohexene-4-methylamine, 2,5-dimethylcyclohexene-4-methylamine, 1, 2,5-trimethylcyclohexene-4-methylamine, cyclohexene-4-ethylamine, 1-methylcyclohexene-4-ethylamine, 2-methylcyclohexene-4-ethylamine, 5-methylcyclohexene-4-ethylamine, 1,2-dimethylcyclohexene-4-ethylamine, 1,5-dimethylcyclohexene-4-ethylamine, 2,5-dimethylcyclohexen-4-ethylamine, 1,2,5-trimethylcyclohexene-4-ethylamine, cyclohexene-4-propylamine, 1-methylcyclohexene-4-propylamine, 2-methylcyclohex Xen-4-propylamine, 5-methylcyclohexene-4-propylamine, 1,2-dimethylcyclohexene-4-propylamine, 1,5-dimethylcyclohexene-4-propylamine, 2,5-dimethylcyclohexene-4-propylamine, 1,2,5- trimethylcyclohexen-4-propylamine, cyclopentene-4-methylamine, 1-methylcyclopentene-4-methylamine, 3-methylcyclopentene-4-methylamine, 1,2-dimethylcyclopentene-4-methylamine, 3,5-dimethylcyclopentene-4-methylamine, 1, 3-dimethylcyclopentene-4-methylamine, 2,3-dimethylcyclopentene-4-methylamine, 1,2,3-trimethylcyclopentene-4-methylamine, 1,2,3,5-tetramethylcyclopentene-4-methylamine, cyclopentene-4-ethylamine, 1-methylcy lopenten-4-ethylamine, 3-methylcyclopentene-4-ethylamine, 1,2-dimethylcyclopentene-4-ethylamine, 3,5-dimethylcyclopentene-4-ethylamine, 1,3-dimethylcyclopentene-4-ethylamine, 2,3-dimethylcyclopentene 4-ethylamine, 1,2,3-trimethylcyclopenten-4-ethylamine, 1,2,3,5-tetramethylcyclopentene-4-ethylamine, cyclopentene-4-propylamine, 1-methylcyclopentene-4-propylamine, 3-methylcyclopenten-4- propylamine, 1,2-dimethylcyclopentene-4-propylamine, 3,5-dimethylcyclopentene-4-propylamine, 1,3-dimethylcyclopentene-4-propylamine, 2,3-dimethylcyclopentene-4-propylamine, 1,2,3-trimethylcyclopentene 4-propylamine and 1,2,3,5-tetramethylcyclopentene-4-propylamine;
(b) heating said polymers and amidating / reamidating compounds selected in step (a) to form a polymer melt;
(c) processing said melt in an extruder under amidation / reamidation conditions in the presence of amidation / reamidation catalysts and antioxidants protecting this melt from oxidation during extrusion, so that said polymer melt undergoes amidation of polymeric anhydrides with cyclic olefinic side groups, amidation of polymeric acids with cyclic olefinic side groups, or the alkyl groups of polyesters are replaced with cyclic olefinic side groups; and
(d) removing volatile organic products and melt by-products.
(а) внесение в автоклав этиленового и винилового мономера, содержащего боковую циклогексеновую группу;
(b) перемешивание этиленового и винилового мономера в автоклаве для получения смеси;
(c) добавление инициатора полимеризации до, во время или после стадии перемешивания;
(d) полимеризацию смеси с получением полимера и
(е) выделение и очистку полимера.94. The method of claim 91, wherein the preparation of the polymeric material comprises the following steps:
(a) introducing into the autoclave an ethylene and vinyl monomer containing a cyclohexene side group;
(b) mixing the ethylene and vinyl monomer in an autoclave to obtain a mixture;
(c) adding a polymerization initiator before, during or after the mixing step;
(d) polymerizing the mixture to form a polymer; and
(e) isolation and purification of the polymer.
-O-(CHR)n-; -(C= O)-O-(CHR)n-; -NH-(CHR)n-;
-O-(С= O)-(CHR)n-; -(C= O)-NH-(CHR)n- и
-(С= O)-O-СНОН-СН2-O-;
где R представляет водород или алкильную группу, выбранную из группы, состоящей из метильной, этильной, пропильной и бутильной групп, и где n представляет целое число от 1 до 12.96. The method of claim 92, wherein the main polymer chain is ethylene and the linker groups are selected from the group consisting of
-O- (CHR) n -; - (C = O) -O- (CHR) n -; -NH- (CHR) n -;
-O- (C = O) - (CHR) n -; - (C = O) -NH- (CHR) n - and
- (C = O) -O-CHOH-CH 2 -O-;
where R represents hydrogen or an alkyl group selected from the group consisting of methyl, ethyl, propyl and butyl groups, and where n is an integer from 1 to 12.
-(C= O)-NH-(CHR)n-
где R представляет водород или алкильную группу, выбранную из группы, состоящей из метильной, этильной, пропильной и бутильной групп, а n представляет целое число от 1 до 12.97. The method according to p. 93, where the main polymer chain is ethylene, and the linker group is a group
- (C = O) -NH- (CHR) n -
where R represents hydrogen or an alkyl group selected from the group consisting of methyl, ethyl, propyl and butyl groups, and n is an integer from 1 to 12.
где q1, q2, q3 q4 и r выбирают из группы, состоящей из -Н, -СН3 и -С2Н5; m представляет -(СН2)n-, n представляет целое число от 0 до 4; и где, если r представляет -Н, то по крайней мере, один из q1, q2, q3 и q4 представляет -Н.104. The method of claim 91, wherein said cyclic olefinic side groups have the structure (II):
where q 1 , q 2 , q 3 q 4 and r are selected from the group consisting of —H, —CH 3 and —C 2 H 5 ; m represents - (CH 2 ) n-, n represents an integer from 0 to 4; and where, if r is -H, then at least one of q 1 , q 2 , q 3 and q 4 is -H.
где P+T+Q составляет 100 моль % от всей композиции; Р превышает 0; Z выбирают из группы, состоящей из арильной группы, -(C= O)OR1, -O(C= O)R1 и алкиларильной группы структуры (IV)
где R4 выбирают из группы, состоящей из -Н, -СН3 и -C2H5; R1 выбирают из группы, состоящей из -Н, -СН3, -С2Н5, -С3Н5 и -С4Н7; R2 и R3 выбирают из группы, состоящей из -Н и -СН3; Х выбирают из группы, состоящей из -О-, -NH-, -(С= O)O-, -(C= O)NH, -(С= O)S-, -O(С= O)- и -(CHR)l-; l представляет целое число, выбранное из группы, состоящей из 1, 2, 3, 4, 5 и 6; Y представляет (CHR)n-, где n равно целому числу от 0 до 12; R выбирают из группы, состоящей из -Н, -СН3, -C2H5; и где q1, q2, q3, q4, и r выбирают из группы, состоящей из -Н, -СН3 и -С2Н5; m представляет -(СН2)n-, n представляет целое число от 0 до 4; и где, если г представляет -Н, то по крайней мере, один из q1, q2, q3 и q4 представляет -Н.109. The method of claim 91, wherein the main polymer chain, linker groups, and cyclic olefinic side groups contain repeating units, each link having the following structure (III):
where P + T + Q is 100 mol% of the whole composition; P exceeds 0; Z is selected from the group consisting of an aryl group, - (C = O) OR 1 , —O (C = O) R 1 and an alkylaryl group of structure (IV)
where R 4 is selected from the group consisting of —H, —CH 3 and —C 2 H 5 ; R 1 is selected from the group consisting of —H, —CH 3 , —C 2 H 5 , —C 3 H 5, and —C 4 H 7 ; R 2 and R 3 are selected from the group consisting of —H and —CH 3 ; X is selected from the group consisting of -O-, -NH-, - (C = O) O-, - (C = O) NH, - (C = O) S-, -O (C = O) - and - (CHR) l -; l represents an integer selected from the group consisting of 1, 2, 3, 4, 5 and 6; Y is (CHR) n -, where n is an integer from 0 to 12; R is selected from the group consisting of —H, —CH 3 , —C 2 H 5 ; and where q 1 , q 2 , q 3 , q 4 , and r are selected from the group consisting of —H, —CH 3 and —C 2 H 5 ; m represents - (CH 2 ) n -, n represents an integer from 0 to 4; and where, if r is -H, then at least one of q 1 , q 2 , q 3 and q 4 is -H.
где К, L, T1, T2, Т3 и Т4 выбирают из группы, состоящей из -CqH2q+1, где q представляет целое число от 0 до 12, и где, если К или L представляют -Н, то, по крайней мере, один из T1, Т2, Т3 и Т4 представляет -Н; Х и Y выбирают из группы, состоящей из -(CH2)n-OH-, -(CH2)n-NH2, -(CH2)nNC= O и - (СН2)m- (С= O)-А, где n представляет целое число от 1 до 12, a m представляет целое число от 0 до 12; А выбирают из группы, состоящей из -ОН, -ОСН3, -ОС2Н5, -ОС3Н7 и галогенидов; Q выбирают из группы, состоящей из -(СtН2t-2), где t представляет целое число от 1 до 4; a G выбирают из - (С= O) - и -(CnH2n+1)-, где n представляет целое число от 0 до 12.114. The composition according to p. 112, where the cyclic allyl monomers are selected from the group consisting of structure (V), structure (VI) and structure (VII):
where K, L, T 1 , T 2 , T 3 and T 4 are selected from the group consisting of —C q H 2q + 1 , where q is an integer from 0 to 12, and where, if K or L represent —H then at least one of T 1 , T 2 , T 3 and T 4 is —H; X and Y are selected from the group consisting of - (CH 2 ) n -OH-, - (CH 2 ) n -NH 2 , - (CH 2 ) n NC = O and - (CH 2 ) m - (C = O ) -A, where n represents an integer from 1 to 12, am represents an integer from 0 to 12; A is selected from the group consisting of —OH, —OCH 3 , —OC 2 H 5 , —OC 3 H 7 and halides; Q is selected from the group consisting of - (C t H 2t-2 ), where t represents an integer from 1 to 4; a G is chosen from - (C = O) - and - (C n H 2n + 1 ) -, where n represents an integer from 0 to 12.
где Х и Y выбирают из группы, состоящей из -(СН2)n-ОН, -(CH2)n-NH2 и -(CH2)m-(C= O)-R1, где n представляет целое число от 1 до 12, a m представляет целое число от 0 до 12, а R1 выбирают из группы, состоящей из -ОН, -ОСН3, -OC2H5, -ОС3Н7 и галогенидов;
T1, Т2, Т3 и Т4 выбирают из группы, состоящей из -CqH2q+1, где q представляет целое число от 0 до 12, а, по крайней мере, один из T1, T2, Т3 и Т4 представляет -Н; и Х и Y выбирают из группы, состоящей из -(СН2)n-ОН, -(CH2)n-NH2, -(CH2)nNC= O и - (CH2)m-(C= O)-А, где n представляет целое число от 1 до 12, a m представляет целое число от 0 до 12; А выбирают из группы, состоящей из -ОН, -ОСН3, -OC2H5, -ОC3Н7 и галогенидов; Z выбирают из группы, состоящей из -(СtH2t-2)-, -О-, -NR2-, -S-, где t представляет целое число от 1 до 4; а R2 выбирают из группы, состоящей из -ОН, -ОСН3, -ОС2Н5, -ОС3Н7 и галогенидов; и
G выбирают из -(С= O)- и -(CnH2n+1), где n представляет целое число от 0 до 12.115. The composition according to claim 112, wherein said cyclic benzyl monomers are selected from the group consisting of structure (VIII), structure (IX), structure (X), structure (XI), structure (XII) and structure (XIII):
where X and Y are selected from the group consisting of - (CH 2 ) n -OH, - (CH 2 ) n -NH 2 and - (CH 2 ) m - (C = O) -R 1 , where n represents an integer from 1 to 12, am represents an integer from 0 to 12, and R 1 is selected from the group consisting of —OH, —OCH 3 , —OC 2 H 5 , —OC 3 H 7, and halides;
T 1 , T 2 , T 3 and T 4 are selected from the group consisting of —C q H 2q + 1 , where q is an integer from 0 to 12, and at least one of T 1 , T 2 , T 3 and T 4 is —H; and X and Y are selected from the group consisting of - (CH 2 ) n -OH, - (CH 2 ) n -NH 2 , - (CH 2 ) n NC = O and - (CH 2 ) m - (C = O ) -A, where n represents an integer from 1 to 12, am represents an integer from 0 to 12; A is selected from the group consisting of —OH, —OCH 3 , —OC 2 H 5 , —OC 3 H 7, and halides; Z is selected from the group consisting of - (C t H 2t-2 ) -, -O-, -NR 2 -, -S-, where t is an integer from 1 to 4; and R 2 is selected from the group consisting of —OH, —OCH 3 , —OC 2 H 5 , —OC 3 H 7 and halides; and
G is chosen from - (C = O) - and - (C n H 2n + 1 ), where n represents an integer from 0 to 12.
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RU2516268C2 (en) * | 2007-12-21 | 2014-05-20 | Басф Се | Oxygen-accepting mixtures |
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