TW440564B - Polyoxyalkylene substituted and bridged triazine, benzotriazole and benzophenone derivatives - Google Patents

Info

Publication number

TW440564B

TW440564B TW086110045A TW86110045A TW440564B TW 440564 B TW440564 B TW 440564B TW 086110045 A TW086110045 A TW 086110045A TW 86110045 A TW86110045 A TW 86110045A TW 440564 B TW440564 B TW 440564B

Authority

TW

Taiwan

Prior art keywords

formula

ministry

page

printed

cns

Prior art date

1996-07-18

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• QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 title abstract description 31
• 239000012964 benzotriazole Substances 0.000 title abstract description 31
• JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 title abstract description 28
• 150000008366 benzophenones Chemical class 0.000 title abstract description 14
• 239000000203 mixture Substances 0.000 claims abstract description 67
• -1 hydrogen 1 halogen Chemical class 0.000 claims description 213
• 238000011049 filling Methods 0.000 claims description 164
• 150000001875 compounds Chemical class 0.000 claims description 140
• 230000002079 cooperative effect Effects 0.000 claims description 86
• 229910052739 hydrogen Inorganic materials 0.000 claims description 86
• 239000001257 hydrogen Substances 0.000 claims description 84
• 125000000217 alkyl group Chemical group 0.000 claims description 66
• 238000006243 chemical reaction Methods 0.000 claims description 64
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 61
• 238000000576 coating method Methods 0.000 claims description 54
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 50
• 239000000126 substance Substances 0.000 claims description 47
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 44
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 42
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 35
• 239000002904 solvent Substances 0.000 claims description 34
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 31
• 229910052760 oxygen Inorganic materials 0.000 claims description 31
• 239000001301 oxygen Substances 0.000 claims description 31
• 229920005989 resin Polymers 0.000 claims description 31
• 239000011347 resin Substances 0.000 claims description 31
• 239000000460 chlorine Substances 0.000 claims description 29
• 229910052757 nitrogen Inorganic materials 0.000 claims description 23
• 150000001335 aliphatic alkanes Chemical class 0.000 claims description 22
• 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 21
• 239000004615 ingredient Substances 0.000 claims description 19
• 150000003254 radicals Chemical class 0.000 claims description 18
• 239000003381 stabilizer Substances 0.000 claims description 18
• 239000004925 Acrylic resin Substances 0.000 claims description 17
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 17
• 229910052801 chlorine Inorganic materials 0.000 claims description 17
• 229920000178 Acrylic resin Polymers 0.000 claims description 16
• 239000000853 adhesive Substances 0.000 claims description 16
• 230000001070 adhesive effect Effects 0.000 claims description 16
• 125000002947 alkylene group Chemical group 0.000 claims description 14
• 229910052736 halogen Inorganic materials 0.000 claims description 14
• ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 13
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 13
• 150000002367 halogens Chemical class 0.000 claims description 13
• 229910052740 iodine Inorganic materials 0.000 claims description 12
• 229920000728 polyester Polymers 0.000 claims description 12
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 11
• 229920001169 thermoplastic Polymers 0.000 claims description 11
• 230000006378 damage Effects 0.000 claims description 10
• 150000007857 hydrazones Chemical class 0.000 claims description 10
• 239000004416 thermosoftening plastic Substances 0.000 claims description 10
• 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 9
• 229920000877 Melamine resin Polymers 0.000 claims description 9
• 239000004814 polyurethane Substances 0.000 claims description 9
• 125000003342 alkenyl group Chemical group 0.000 claims description 8
• 239000000049 pigment Substances 0.000 claims description 8
• 229910052717 sulfur Inorganic materials 0.000 claims description 8
• 235000010290 biphenyl Nutrition 0.000 claims description 7
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 7
• 229920000620 organic polymer Polymers 0.000 claims description 7
• 229920002635 polyurethane Polymers 0.000 claims description 7
• 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 6
• ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 5
• 239000004952 Polyamide Substances 0.000 claims description 5
• 239000003963 antioxidant agent Substances 0.000 claims description 5
• 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 5
• 239000004014 plasticizer Substances 0.000 claims description 5
• 229920002647 polyamide Polymers 0.000 claims description 5
• 238000006116 polymerization reaction Methods 0.000 claims description 5
• 101100515517 Arabidopsis thaliana XI-I gene Proteins 0.000 claims description 3
• YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims description 3
• 239000000839 emulsion Substances 0.000 claims description 3
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• 229910052709 silver Inorganic materials 0.000 claims description 3
• 239000004332 silver Substances 0.000 claims description 3
• 239000013008 thixotropic agent Substances 0.000 claims description 3
• 239000002671 adjuvant Substances 0.000 claims description 2
• 125000006038 hexenyl group Chemical group 0.000 claims description 2
• 239000005416 organic matter Substances 0.000 claims description 2
• 230000001590 oxidative effect Effects 0.000 claims description 2
• UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 2
• 150000002431 hydrogen Chemical class 0.000 claims 4
• PCTMTFRHKVHKIS-BMFZQQSSSA-N (1s,3r,4e,6e,8e,10e,12e,14e,16e,18s,19r,20r,21s,25r,27r,30r,31r,33s,35r,37s,38r)-3-[(2r,3s,4s,5s,6r)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-19,25,27,30,31,33,35,37-octahydroxy-18,20,21-trimethyl-23-oxo-22,39-dioxabicyclo[33.3.1]nonatriaconta-4,6,8,10 Chemical compound C1C=C2C[C@@H](OS(O)(=O)=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2.O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 PCTMTFRHKVHKIS-BMFZQQSSSA-N 0.000 claims 3
• HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 claims 2
• QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 claims 2
• 230000002225 anti-radical effect Effects 0.000 claims 2
• VPHBYBUYWBZLEX-UHFFFAOYSA-N 1,2-dipropylbenzene Chemical group CCCC1=CC=CC=C1CCC VPHBYBUYWBZLEX-UHFFFAOYSA-N 0.000 claims 1
• HTTGVORJOBRXRJ-UHFFFAOYSA-N 2-(triazin-4-yl)phenol Chemical compound OC1=CC=CC=C1C1=CC=NN=N1 HTTGVORJOBRXRJ-UHFFFAOYSA-N 0.000 claims 1
• 101100383992 Arabidopsis thaliana CLC-C gene Proteins 0.000 claims 1
• 230000003078 antioxidant effect Effects 0.000 claims 1
• CMKIPUDSZBGVQI-UHFFFAOYSA-N chembl2147998 Chemical compound OC1=CC=CC=C1C1=CNN=N1 CMKIPUDSZBGVQI-UHFFFAOYSA-N 0.000 claims 1
• 125000003636 chemical group Chemical group 0.000 claims 1
• XENVCRGQTABGKY-ZHACJKMWSA-N chlorohydrin Chemical compound CC#CC#CC#CC#C\C=C\C(Cl)CO XENVCRGQTABGKY-ZHACJKMWSA-N 0.000 claims 1
• PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims 1
• 229910052737 gold Inorganic materials 0.000 claims 1
• 239000010931 gold Substances 0.000 claims 1
• 125000001475 halogen functional group Chemical group 0.000 claims 1
• 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 claims 1
• CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 claims 1
• 229940098465 tincture Drugs 0.000 claims 1
• 239000000463 material Substances 0.000 abstract description 35
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• 239000011521 glass Substances 0.000 abstract description 2
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• 230000000475 sunscreen effect Effects 0.000 abstract description 2
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• 239000002966 varnish Substances 0.000 abstract description 2
• 239000003973 paint Substances 0.000 abstract 1
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 58
• 229920000642 polymer Polymers 0.000 description 47
• 229920001223 polyethylene glycol Polymers 0.000 description 46
• 239000011248 coating agent Substances 0.000 description 45
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• LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 34
• 150000001412 amines Chemical class 0.000 description 30
• OKKJLVBELUTLKV-UHFFFAOYSA-N methyl alcohol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 30
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 30
• 125000004432 carbon atom Chemical group C* 0.000 description 28
• GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 28
• PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 27
• 150000002148 esters Chemical class 0.000 description 27
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 27
• YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 26
• 239000003795 chemical substances by application Substances 0.000 description 26
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 25
• 238000004458 analytical method Methods 0.000 description 24
• 239000008199 coating composition Substances 0.000 description 23
• MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 23
• NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 23
• 125000003354 benzotriazolyl group Chemical class N1N=NC2=C1C=CC=C2* 0.000 description 22
• 239000003054 catalyst Substances 0.000 description 22
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• 238000001228 spectrum Methods 0.000 description 22
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• ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 20
• 150000003918 triazines Chemical class 0.000 description 20
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• 238000005481 NMR spectroscopy Methods 0.000 description 13
• FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 description 12
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