KR20080053348A - 아미도-유기보레이트 개시제 시스템 - Google Patents
아미도-유기보레이트 개시제 시스템 Download PDFInfo
- Publication number
- KR20080053348A KR20080053348A KR1020087008150A KR20087008150A KR20080053348A KR 20080053348 A KR20080053348 A KR 20080053348A KR 1020087008150 A KR1020087008150 A KR 1020087008150A KR 20087008150 A KR20087008150 A KR 20087008150A KR 20080053348 A KR20080053348 A KR 20080053348A
- Authority
- KR
- South Korea
- Prior art keywords
- independently
- occurrence
- borate
- amido
- alkyl
- Prior art date
Links
- 239000003999 initiator Substances 0.000 title description 4
- 239000000203 mixture Substances 0.000 claims abstract description 162
- 150000001875 compounds Chemical class 0.000 claims abstract description 111
- 125000005842 heteroatom Chemical group 0.000 claims abstract description 56
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 51
- -1 hydrocarbyl amine Chemical class 0.000 claims abstract description 48
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims abstract description 37
- 229910052796 boron Inorganic materials 0.000 claims abstract description 35
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 35
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract description 24
- 150000003254 radicals Chemical class 0.000 claims abstract description 19
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 14
- 238000010526 radical polymerization reaction Methods 0.000 claims abstract description 13
- 150000002894 organic compounds Chemical class 0.000 claims abstract description 10
- 230000000977 initiatory effect Effects 0.000 claims abstract description 9
- 229920000768 polyamine Polymers 0.000 claims abstract description 9
- 125000002091 cationic group Chemical group 0.000 claims abstract description 8
- 229910021529 ammonia Inorganic materials 0.000 claims abstract description 7
- 125000000129 anionic group Chemical group 0.000 claims abstract description 3
- 239000000758 substrate Substances 0.000 claims description 53
- 125000000217 alkyl group Chemical group 0.000 claims description 47
- 125000003118 aryl group Chemical group 0.000 claims description 35
- 150000001412 amines Chemical class 0.000 claims description 33
- 125000000524 functional group Chemical group 0.000 claims description 31
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 29
- 150000001768 cations Chemical class 0.000 claims description 27
- 229910052760 oxygen Inorganic materials 0.000 claims description 26
- 125000002947 alkylene group Chemical group 0.000 claims description 19
- 238000006116 polymerization reaction Methods 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 17
- 229920000642 polymer Polymers 0.000 claims description 17
- 229910052717 sulfur Inorganic materials 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 15
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 14
- 239000000178 monomer Substances 0.000 claims description 7
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 6
- 125000000732 arylene group Chemical group 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 6
- URSLCTBXQMKCFE-UHFFFAOYSA-N dihydrogenborate Chemical compound OB(O)[O-] URSLCTBXQMKCFE-UHFFFAOYSA-N 0.000 claims description 6
- 229910052698 phosphorus Inorganic materials 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 229910052710 silicon Inorganic materials 0.000 claims description 5
- 125000005628 tolylene group Chemical group 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 4
- 229910001413 alkali metal ion Inorganic materials 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims 4
- 239000008199 coating composition Substances 0.000 claims 2
- 150000002500 ions Chemical class 0.000 abstract description 3
- 239000000853 adhesive Substances 0.000 description 37
- 230000001070 adhesive effect Effects 0.000 description 37
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 32
- 125000000623 heterocyclic group Chemical group 0.000 description 18
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 18
- 239000002904 solvent Substances 0.000 description 15
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 13
- 239000001301 oxygen Substances 0.000 description 13
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 13
- 150000003839 salts Chemical class 0.000 description 13
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 12
- UORVGPXVDQYIDP-UHFFFAOYSA-N borane Chemical compound B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 description 12
- 238000002156 mixing Methods 0.000 description 12
- 238000000576 coating method Methods 0.000 description 11
- 238000007142 ring opening reaction Methods 0.000 description 11
- FAXDZWQIWUSWJH-UHFFFAOYSA-N 3-methoxypropan-1-amine Chemical compound COCCCN FAXDZWQIWUSWJH-UHFFFAOYSA-N 0.000 description 10
- 125000001424 substituent group Chemical group 0.000 description 10
- LALRXNPLTWZJIJ-UHFFFAOYSA-N triethylborane Chemical compound CCB(CC)CC LALRXNPLTWZJIJ-UHFFFAOYSA-N 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 239000002002 slurry Substances 0.000 description 9
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 8
- 239000000654 additive Substances 0.000 description 8
- 239000012043 crude product Substances 0.000 description 8
- 239000011521 glass Substances 0.000 description 8
- 239000011347 resin Substances 0.000 description 8
- 229920005989 resin Polymers 0.000 description 8
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 7
- 239000004698 Polyethylene Substances 0.000 description 7
- 229910000085 borane Inorganic materials 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- 229920003023 plastic Polymers 0.000 description 7
- 239000004033 plastic Substances 0.000 description 7
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 7
- 229920000573 polyethylene Polymers 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 238000000746 purification Methods 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 6
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 6
- 150000001491 aromatic compounds Chemical class 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
- 150000002443 hydroxylamines Chemical class 0.000 description 6
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 6
- 239000004926 polymethyl methacrylate Substances 0.000 description 6
- 159000000000 sodium salts Chemical class 0.000 description 6
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 5
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 5
- DBDNZCBRIPTLJF-UHFFFAOYSA-N boron(1-) monohydride Chemical compound [BH-] DBDNZCBRIPTLJF-UHFFFAOYSA-N 0.000 description 5
- 239000000706 filtrate Substances 0.000 description 5
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- 239000000523 sample Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 4
- 239000002841 Lewis acid Substances 0.000 description 4
- 229920009204 Methacrylate-butadiene-styrene Polymers 0.000 description 4
- 239000004743 Polypropylene Substances 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- 230000000996 additive effect Effects 0.000 description 4
- LKAVYBZHOYOUSX-UHFFFAOYSA-N buta-1,3-diene;2-methylprop-2-enoic acid;styrene Chemical compound C=CC=C.CC(=C)C(O)=O.C=CC1=CC=CC=C1 LKAVYBZHOYOUSX-UHFFFAOYSA-N 0.000 description 4
- 150000007517 lewis acids Chemical class 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical class CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 230000000379 polymerizing effect Effects 0.000 description 4
- 229920001155 polypropylene Polymers 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000004709 Chlorinated polyethylene Substances 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 150000004054 benzoquinones Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000011258 core-shell material Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 125000001033 ether group Chemical group 0.000 description 3
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 3
- 150000003141 primary amines Chemical class 0.000 description 3
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- NHGXDBSUJJNIRV-UHFFFAOYSA-M tetrabutylammonium chloride Chemical group [Cl-].CCCC[N+](CCCC)(CCCC)CCCC NHGXDBSUJJNIRV-UHFFFAOYSA-M 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 2
- 239000004342 Benzoyl peroxide Substances 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 239000004971 Cross linker Substances 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- OKIZCWYLBDKLSU-UHFFFAOYSA-M N,N,N-Trimethylmethanaminium chloride Chemical group [Cl-].C[N+](C)(C)C OKIZCWYLBDKLSU-UHFFFAOYSA-M 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- LCXXNKZQVOXMEH-UHFFFAOYSA-N Tetrahydrofurfuryl methacrylate Chemical class CC(=C)C(=O)OCC1CCCO1 LCXXNKZQVOXMEH-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 2
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 2
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical group 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- 230000000903 blocking effect Effects 0.000 description 2
- 239000000919 ceramic Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 125000004386 diacrylate group Chemical group 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 229910021485 fumed silica Inorganic materials 0.000 description 2
- 229920000578 graft copolymer Polymers 0.000 description 2
- 229920002681 hypalon Polymers 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- 239000011968 lewis acid catalyst Substances 0.000 description 2
- 239000003446 ligand Substances 0.000 description 2
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 239000004810 polytetrafluoroethylene Substances 0.000 description 2
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000004053 quinones Chemical class 0.000 description 2
- 125000004151 quinonyl group Chemical group 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910000104 sodium hydride Inorganic materials 0.000 description 2
- 238000004381 surface treatment Methods 0.000 description 2
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 2
- 125000005497 tetraalkylphosphonium group Chemical group 0.000 description 2
- BJQWBACJIAKDTJ-UHFFFAOYSA-N tetrabutylphosphanium Chemical compound CCCC[P+](CCCC)(CCCC)CCCC BJQWBACJIAKDTJ-UHFFFAOYSA-N 0.000 description 2
- USFPINLPPFWTJW-UHFFFAOYSA-N tetraphenylphosphonium Chemical compound C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 USFPINLPPFWTJW-UHFFFAOYSA-N 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- CMHHITPYCHHOGT-UHFFFAOYSA-N tributylborane Chemical compound CCCCB(CCCC)CCCC CMHHITPYCHHOGT-UHFFFAOYSA-N 0.000 description 2
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 description 1
- YHGJJXWSBKQECN-UHFFFAOYSA-N 2,4-ditert-butylphenol;phosphoric acid Chemical compound OP(O)(O)=O.CC(C)(C)C1=CC=C(O)C(C(C)(C)C)=C1.CC(C)(C)C1=CC=C(O)C(C(C)(C)C)=C1.CC(C)(C)C1=CC=C(O)C(C(C)(C)C)=C1 YHGJJXWSBKQECN-UHFFFAOYSA-N 0.000 description 1
- FCHKTHPTOTXBHC-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethanol;2-methylprop-2-enoylperoxycarbonyl 2-methylprop-2-eneperoxoate Chemical compound OCCOCCO.CC(=C)C(=O)OOC(=O)OOC(=O)C(C)=C FCHKTHPTOTXBHC-UHFFFAOYSA-N 0.000 description 1
- JECYNCQXXKQDJN-UHFFFAOYSA-N 2-(2-methylhexan-2-yloxymethyl)oxirane Chemical compound CCCCC(C)(C)OCC1CO1 JECYNCQXXKQDJN-UHFFFAOYSA-N 0.000 description 1
- XFCMNSHQOZQILR-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical class CC(=C)C(=O)OCCOCCOC(=O)C(C)=C XFCMNSHQOZQILR-UHFFFAOYSA-N 0.000 description 1
- HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 description 1
- LTHJXDSHSVNJKG-UHFFFAOYSA-N 2-[2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOCCOC(=O)C(C)=C LTHJXDSHSVNJKG-UHFFFAOYSA-N 0.000 description 1
- JMWGZSWSTCGVLX-UHFFFAOYSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol;2-methylprop-2-enoic acid Chemical class CC(=C)C(O)=O.CC(=C)C(O)=O.CC(=C)C(O)=O.CCC(CO)(CO)CO JMWGZSWSTCGVLX-UHFFFAOYSA-N 0.000 description 1
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
- ASUDFOJKTJLAIK-UHFFFAOYSA-N 2-methoxyethanamine Chemical compound COCCN ASUDFOJKTJLAIK-UHFFFAOYSA-N 0.000 description 1
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 description 1
- BVLNZSXJDSJRAH-UHFFFAOYSA-N 2-methyl-1h-imidazole;sodium Chemical compound [Na].CC1=NC=CN1 BVLNZSXJDSJRAH-UHFFFAOYSA-N 0.000 description 1
- RLQZIECDMISZHS-UHFFFAOYSA-N 2-phenylcyclohexa-2,5-diene-1,4-dione Chemical class O=C1C=CC(=O)C(C=2C=CC=CC=2)=C1 RLQZIECDMISZHS-UHFFFAOYSA-N 0.000 description 1
- SOYBEXQHNURCGE-UHFFFAOYSA-N 3-ethoxypropan-1-amine Chemical compound CCOCCCN SOYBEXQHNURCGE-UHFFFAOYSA-N 0.000 description 1
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
- PCFMUWBCZZUMRX-UHFFFAOYSA-N 9,10-Dihydroxyanthracene Chemical compound C1=CC=C2C(O)=C(C=CC=C3)C3=C(O)C2=C1 PCFMUWBCZZUMRX-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
- LTSDUKSNIDFYFF-UHFFFAOYSA-N N,N-dimethylmethanamine ethane Chemical compound CC.CN(C)C.CN(C)C LTSDUKSNIDFYFF-UHFFFAOYSA-N 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical group P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical group [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 description 1
- 229920010524 Syndiotactic polystyrene Polymers 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical class C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000003522 acrylic cement Substances 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 238000004026 adhesive bonding Methods 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001334 alicyclic compounds Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 150000001409 amidines Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 125000004069 aziridinyl group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001638 boron Chemical class 0.000 description 1
- 150000001639 boron compounds Chemical class 0.000 description 1
- 150000001642 boronic acid derivatives Chemical group 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 150000001767 cationic compounds Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000003841 chloride salts Chemical class 0.000 description 1
- 239000010960 cold rolled steel Substances 0.000 description 1
- 239000004567 concrete Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000003851 corona treatment Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- UUZLJPRHSPEASP-UHFFFAOYSA-N cyclohexylmethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1CCCCC1 UUZLJPRHSPEASP-UHFFFAOYSA-N 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 239000012933 diacyl peroxide Substances 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 239000013536 elastomeric material Substances 0.000 description 1
- 239000008393 encapsulating agent Substances 0.000 description 1
- 125000006232 ethoxy propyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 229920005570 flexible polymer Polymers 0.000 description 1
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical group FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 229940083124 ganglion-blocking antiadrenergic secondary and tertiary amines Drugs 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical compound COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 150000002466 imines Chemical class 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 229910001411 inorganic cation Inorganic materials 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- YDGSUPBDGKOGQT-UHFFFAOYSA-N lithium;dimethylazanide Chemical compound [Li+].C[N-]C YDGSUPBDGKOGQT-UHFFFAOYSA-N 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- 125000006574 non-aromatic ring group Chemical group 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 150000004010 onium ions Chemical class 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000002892 organic cations Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000000466 oxiranyl group Chemical group 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 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 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 229920000307 polymer substrate Polymers 0.000 description 1
- 239000012462 polypropylene substrate Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000037452 priming Effects 0.000 description 1
- 125000006233 propoxy propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])OC([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 229920000468 styrene butadiene styrene block copolymer Polymers 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical class ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000005207 tetraalkylammonium group Chemical group 0.000 description 1
- RKHXQBLJXBGEKF-UHFFFAOYSA-M tetrabutylphosphanium;bromide Chemical compound [Br-].CCCC[P+](CCCC)(CCCC)CCCC RKHXQBLJXBGEKF-UHFFFAOYSA-M 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical compound FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- BRKFQVAOMSWFDU-UHFFFAOYSA-M tetraphenylphosphanium;bromide Chemical compound [Br-].C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 BRKFQVAOMSWFDU-UHFFFAOYSA-M 0.000 description 1
- 125000000101 thioether group Chemical group 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- ZTKBVWUYLHTIBB-UHFFFAOYSA-N tri(propan-2-yl)borane Chemical compound CC(C)B(C(C)C)C(C)C ZTKBVWUYLHTIBB-UHFFFAOYSA-N 0.000 description 1
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 description 1
- MDCWDBMBZLORER-UHFFFAOYSA-N triphenyl borate Chemical compound C=1C=CC=CC=1OB(OC=1C=CC=CC=1)OC1=CC=CC=C1 MDCWDBMBZLORER-UHFFFAOYSA-N 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 238000004017 vitrification Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/52—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides selected from boron, aluminium, gallium, indium, thallium or rare earths
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
- C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31855—Of addition polymer from unsaturated monomers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31855—Of addition polymer from unsaturated monomers
- Y10T428/31909—Next to second addition polymer from unsaturated monomers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31855—Of addition polymer from unsaturated monomers
- Y10T428/31909—Next to second addition polymer from unsaturated monomers
- Y10T428/31913—Monoolefin polymer
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31855—Of addition polymer from unsaturated monomers
- Y10T428/31909—Next to second addition polymer from unsaturated monomers
- Y10T428/31928—Ester, halide or nitrile of addition polymer
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polymerization Catalysts (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US72494305P | 2005-10-07 | 2005-10-07 | |
US60/724,943 | 2005-10-07 |
Publications (1)
Publication Number | Publication Date |
---|---|
KR20080053348A true KR20080053348A (ko) | 2008-06-12 |
Family
ID=37686098
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1020087008150A KR20080053348A (ko) | 2005-10-07 | 2006-10-06 | 아미도-유기보레이트 개시제 시스템 |
KR1020087008145A KR20080053486A (ko) | 2005-10-07 | 2006-10-06 | 아미도-유기보레이트 개시제 시스템 |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1020087008145A KR20080053486A (ko) | 2005-10-07 | 2006-10-06 | 아미도-유기보레이트 개시제 시스템 |
Country Status (9)
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR20180115557A (ko) * | 2017-04-13 | 2018-10-23 | 주식회사 엘지화학 | 아크릴 접착제 조성물 |
Families Citing this family (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20090090454A1 (en) * | 2003-08-13 | 2009-04-09 | Lutz William G | Method for joining piping systems and piping to equipment, fixtures, devices, structures, and appliances |
CN1898082B (zh) | 2003-12-22 | 2010-09-29 | 陶氏环球技术公司 | 促进的有机硼烷胺络合物引发的可聚合组合物 |
BRPI0617591A2 (pt) * | 2005-10-07 | 2011-08-02 | Dow Global Technologies Inc | sistemas para iniciar polimerização via radical livre, composição polimerizável de duas partes, método de polimerização, método para ligar dois ou mais substratos entre si, método para modificar a superfìcie de um polìmero de baixa energia superficial, método para revestir um substrato, composição de revestimento e laminado |
US20080103274A1 (en) * | 2006-10-12 | 2008-05-01 | Jialanella Gary L | Accelerated organoborane initiated polymerizable compositions |
US7524907B2 (en) * | 2006-10-12 | 2009-04-28 | Dow Global Technologies, Inc. | Accelerated organoborane initiated polymerizable compositions |
US8377852B2 (en) | 2007-10-26 | 2013-02-19 | Dow Corning Corporation | Method of preparing a substrate with a composition including an organoborane initiator |
WO2010014545A1 (en) | 2008-07-28 | 2010-02-04 | Dow Corning Corporation | Composite article |
US8501887B2 (en) * | 2008-07-28 | 2013-08-06 | Dow Corning Corporation | Radical polymerizable composition |
US20110104508A1 (en) * | 2008-08-29 | 2011-05-05 | Dow Global Technologies Inc. | Adhesive for bonding to flexible polymer surfaces |
TW201026513A (en) * | 2009-01-08 | 2010-07-16 | Univ Nat Cheng Kung | Imprinting process of polyimide |
KR20110123763A (ko) | 2009-02-04 | 2011-11-15 | 다우 코닝 코포레이션 | 비-무작위적 공중합체의 제조 방법 |
WO2012085169A1 (en) * | 2010-12-22 | 2012-06-28 | Haag Benjamin | Metallic amidoborates for functionalizing organic compounds |
US9045672B2 (en) | 2011-05-03 | 2015-06-02 | Dow GlobalTechnologies LLC | Dual cure adhesive useful for bonding to glass |
EP2705064A1 (en) | 2011-05-03 | 2014-03-12 | Dow Global Technologies LLC | Accelerated cure composition containing an isocyanate functional prepolymer |
WO2014074140A1 (en) | 2012-11-08 | 2014-05-15 | Dow Global Technologies Llc | Ultrafast dual cure adhesive useful for bonding to glass |
US9382452B2 (en) * | 2013-02-07 | 2016-07-05 | Illinois Tool Works, Inc. | Low surface energy bonding adhesive formulation and process for the use thereof |
WO2016085914A1 (en) | 2014-11-24 | 2016-06-02 | Ppg Industries Ohio, Inc. | Coreactive materials and methods for three-dimensional printing |
JP2016169297A (ja) * | 2015-03-12 | 2016-09-23 | 日東電工株式会社 | 架橋剤および硬化性樹脂組成物、偏光フィルムおよびその製造方法、光学フィルムならびに画像表示装置 |
KR101889714B1 (ko) * | 2016-03-08 | 2018-08-20 | 대우조선해양 주식회사 | 글라스 버블 혼성 구조의 고난연성 코팅제 |
RU2749514C1 (ru) | 2017-06-09 | 2021-06-11 | Прк-Десото Интернэшнл, Инк. | Герметики двойного отверждения |
US10434704B2 (en) | 2017-08-18 | 2019-10-08 | Ppg Industries Ohio, Inc. | Additive manufacturing using polyurea materials |
CN111094383B (zh) * | 2017-09-18 | 2022-09-13 | 阿迪塔亚博拉化学品(泰国)有限公司 | 用于结构复合材料的环氧树脂体系 |
US11015057B2 (en) | 2019-04-03 | 2021-05-25 | Prc-Desoto International, Inc. | Dual-cure compositions |
US11173692B2 (en) | 2019-12-19 | 2021-11-16 | Prc-Desoto International, Inc. | Free radical polymerizable adhesion-promoting interlayer compositions and methods of use |
Family Cites Families (99)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE599646A (US07816562-20101019-C00007.png) * | 1960-02-02 | |||
US3275611A (en) | 1960-12-30 | 1966-09-27 | Monsanto Co | Process for polymerizing unsaturated monomers with a catalyst comprising an organoboron compound, a peroxygen compound and an amine |
US3527737A (en) * | 1967-09-15 | 1970-09-08 | G C Kagaku Kogyo Kk | Adhesive compositions |
GB1367423A (en) | 1971-06-07 | 1974-09-18 | Reichhold Albert Chemie Ag | Hot melt adhesives and their use |
US3890407A (en) | 1972-07-20 | 1975-06-17 | Du Pont | Novel adhesive compositions |
US4112013A (en) | 1975-02-21 | 1978-09-05 | E. I. Du Pont De Nemours And Company | Adhesive composition |
US3971751A (en) * | 1975-06-09 | 1976-07-27 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Vulcanizable silylether terminated polymer |
GB1552046A (en) | 1977-02-02 | 1979-09-05 | Ciba Geigy Ag | Film adhesives |
US4117213A (en) * | 1977-08-24 | 1978-09-26 | Exxon Research & Engineering Co. | Alkali metal salts of complex anions containing heteroatom substituents and electrolyte compositions containing these |
US4104450A (en) * | 1977-08-24 | 1978-08-01 | Exxon Research & Engineering Co. | Alkali metal batteries having electrolytes including alkali metal salts of complex anions containing heteroatom substituents in organic solvent |
CA1105035A (en) * | 1977-08-24 | 1981-07-14 | Thomas A. Whitney | Alkali metal salts of complex anions containing heteroatom substituents and electrolyte compositions containing these |
US4344800A (en) | 1980-06-03 | 1982-08-17 | Dow Corning Corporation | Method for producing hydrophobic reinforcing silica fillers and fillers obtained thereby |
DE3041904C2 (de) * | 1980-11-06 | 1984-11-22 | Henkel KGaA, 4000 Düsseldorf | Borverbindungen enthaltende lagerstabile Reaktionsklebstoffe |
DE3207263A1 (de) * | 1982-03-01 | 1983-09-08 | Henkel KGaA, 4000 Düsseldorf | Organo-borverbindungen enthaltende stoffgemische, verfahren zu ihrer herstellung und ihre verwendung |
US4426243A (en) | 1981-12-01 | 1984-01-17 | Illinois Tool Works Inc. | Room-temperature-curable, quick-setting acrylic/epoxy adhesives and methods of bonding |
DE3207264A1 (de) * | 1982-03-01 | 1983-09-08 | Henkel KGaA, 4000 Düsseldorf | Neue boralkylverbindungen, verfahren zu ihrer herstellung und ihre verwendung |
US4538920A (en) * | 1983-03-03 | 1985-09-03 | Minnesota Mining And Manufacturing Company | Static mixing device |
US4448927A (en) * | 1983-03-14 | 1984-05-15 | Dow Corning Corporation | Method of polymerizing oligomers of polydiorganosiloxane in the presence of filler |
US4536546A (en) * | 1983-09-22 | 1985-08-20 | Illinois Tool Works Inc. | (Meth)acrylate-based compositions |
US4773957A (en) | 1983-09-22 | 1988-09-27 | Illinois Tool Works, Inc. | Bonding method employing novel methacrylate based adhesive compositions |
US5599856A (en) | 1984-03-01 | 1997-02-04 | Amoco Corporation | Epoxy resin systems containing modifiers |
EP0169536B1 (en) | 1984-07-26 | 1994-05-18 | Kanegafuchi Chemical Industry Co., Ltd. | Curable polymer composition |
DE3518965A1 (de) | 1985-05-25 | 1986-11-27 | Henkel KGaA, 40589 Düsseldorf | Schmelzbare und dabei aerob aushaertende kunststoffmassen und verfahren zu ihrer herstellung |
US4705838A (en) | 1986-07-07 | 1987-11-10 | Ashland Oil, Inc. | Acceleration of rate of cure in boron trifluoride amine catalyzed cure of epoxy resins |
KR950003688B1 (ko) | 1986-10-30 | 1995-04-17 | 미쓰이세끼유 가가꾸 고오교오 가부시끼가이샤 | 경화성 조성물 |
US4746725A (en) * | 1987-02-25 | 1988-05-24 | General Electric Company | Cyclic polycarbonate-polyepoxide reaction product and method for their preparation |
JPH075680B2 (ja) | 1987-07-03 | 1995-01-25 | 三井石油化学工業株式会社 | 硬化性組成物 |
US4823927A (en) | 1987-08-24 | 1989-04-25 | Ancra Corporation | Retractable roller system for cargo handling |
US5082147A (en) | 1988-02-29 | 1992-01-21 | Richard Jacobs | Composition dispensing system |
US5079098A (en) * | 1988-03-16 | 1992-01-07 | Loctite Corporation | Primer for bonding low surface energy plastics with cyanoacrylate adhesives and bonding method employing same |
US4985477A (en) * | 1988-05-13 | 1991-01-15 | Dow Corning Corporation | Method of producing treated silica filler for silicone rubber |
US5112691A (en) * | 1988-08-29 | 1992-05-12 | Illinois Tool Works, Inc. | Adhesive for low temperature applications |
US4942201A (en) * | 1988-08-29 | 1990-07-17 | Illinois Tool Works, Inc. | Adhesive for low temperature applications |
US5034464A (en) | 1989-07-19 | 1991-07-23 | E. I. Du Pont De Nemours And Company | Amine-borane adduct curing agents for epoxy/anhydride resins |
US5409995A (en) | 1989-05-29 | 1995-04-25 | Kanegafuchi Chemical Industry Co., Ltd. | Curing agent, preparation thereof and curable composition comprising the same |
US5132377A (en) | 1989-06-05 | 1992-07-21 | Nippon Paint Company, Limited | Heat-latent, cationic polymerization initiator and resin compositions containing the same |
US5126416A (en) | 1990-03-26 | 1992-06-30 | Loctite Corporation | Peroxy cured (meth)acrylic ester compositions employing nitrite, borate, silicate or carbonate salt accelerators |
ZA913801B (en) | 1990-05-21 | 1993-01-27 | Dow Chemical Co | Latent catalysts,cure-inhibited epoxy resin compositions and laminates prepared therefrom |
US5204386A (en) * | 1990-11-13 | 1993-04-20 | The Dow Chemical Company | Acrylic-modified epoxy resin adhesive compositions with improved rheological control |
US5506326A (en) | 1991-03-06 | 1996-04-09 | Loctite (Ireland) Limited | Air-activatable polymerizable compositions containing onium salts |
US5143884A (en) * | 1991-04-29 | 1992-09-01 | National Starch And Chemical Investment Holding Corporation | Acrylic adhesive composition and organoboron initiator system |
US5106928A (en) * | 1991-04-29 | 1992-04-21 | National Starch And Chemical Investment Holding Corporation | Acrylic adhesive composition and organoboron initiator system |
JP2995308B2 (ja) * | 1991-09-09 | 1999-12-27 | 鐘淵化学工業株式会社 | 硬化性組成物 |
US5250228A (en) | 1991-11-06 | 1993-10-05 | Raychem Corporation | Conductive polymer composition |
JPH05132538A (ja) | 1991-11-13 | 1993-05-28 | Nippon Paint Co Ltd | 新規常温硬化性樹脂組成物 |
WO1993015054A1 (en) * | 1992-01-24 | 1993-08-05 | Reilly Industries, Inc. | New curing agents/accelerators for epoxy resins, curable compositions and processes |
US5286821A (en) | 1992-03-17 | 1994-02-15 | National Starch And Chemical Investment Holding Corporation | Acrylic adhesive composition and organoboron initiator system |
US5401805A (en) | 1992-04-06 | 1995-03-28 | The Penn State Research Foundation | Olefin graft copolymers prepared using borane-containing olefin backbone polymers |
US5411998A (en) | 1992-07-24 | 1995-05-02 | Loctite Limited | Curing anaerobic compositions through thick bondlines |
JP3213424B2 (ja) | 1993-02-15 | 2001-10-02 | 理想科学工業株式会社 | 孔版印刷装置の排紙装置 |
KR100214288B1 (ko) | 1993-04-16 | 1999-08-02 | 성재갑 | 안개서림 방지용 내마모성 피복조성물 및 이를 도포한 합성수지 성형품 |
US5998499A (en) * | 1994-03-25 | 1999-12-07 | Dentsply G.M.B.H. | Liquid crystalline (meth)acrylate compounds, composition and method |
US5310835A (en) | 1993-09-30 | 1994-05-10 | National Starch And Chemical Investment Holding Corporation | Transparent two-part acrylic adhesive composition and the method of use thereof |
JP3335359B2 (ja) * | 1993-12-22 | 2002-10-15 | トレムコ、リミテッド | 湿気−硬化性改質アクリル重合体シーラント組成物 |
JP3535167B2 (ja) | 1994-02-22 | 2004-06-07 | ミネソタ マイニング アンド マニュファクチャリング カンパニー | 有機ホウ素アミン錯体に基づく重合開始剤システムを用いて製造される重合性組成物 |
JPH07316525A (ja) | 1994-05-24 | 1995-12-05 | Mitsui Petrochem Ind Ltd | フレキシブルプリント配線板用接着剤組成物 |
JP3384168B2 (ja) * | 1995-02-17 | 2003-03-10 | 東洋インキ製造株式会社 | 光開始剤組成物、光重合性組成物および光重合方法 |
US5690780A (en) | 1995-02-22 | 1997-11-25 | Minnesota Mining And Manufacturing Company | Polymerizable compositions made with polymerization initiator systems based on organoborane amine complexes |
US5616796A (en) | 1995-04-14 | 1997-04-01 | Minnesota Mining And Manufacturing Company | Organoborane polyamine complexes and adhesive composition made therewith |
US5621143A (en) | 1995-04-14 | 1997-04-15 | Minnesota Mining And Manufacturing Company | Organoborane polyoxyalkylenepolyamine complexes and adhesive compositions made therewith |
US5686544A (en) | 1995-08-11 | 1997-11-11 | Minnesota Mining And Manufacturing Company | Organoborane polyamine complex initiator systems and polymerizable compositions made therewith |
AU6177796A (en) | 1995-08-11 | 1997-03-12 | Minnesota Mining And Manufacturing Company | Initiator system and adhesive composition made therewith |
JP3084352B2 (ja) | 1995-08-28 | 2000-09-04 | 太陽インキ製造株式会社 | 銅箔ラミネート方式ビルドアップ用絶縁樹脂組成物とこれを用いた多層プリント配線板の製造方法 |
DE69613387T2 (de) | 1995-11-07 | 2002-02-14 | Minnesota Mining & Mfg | Initiator system und klebstoff zusammensetzung diesen enthaltend |
MY132867A (en) * | 1995-11-24 | 2007-10-31 | Ciba Specialty Chemicals Holding Inc | Acid-stable borates for photopolymerization |
US5952409A (en) * | 1996-01-31 | 1999-09-14 | 3M Innovative Properties Company | Compositions and methods for imparting stain resistance and stain resistant articles |
US5817376A (en) | 1996-03-26 | 1998-10-06 | Minnesota Mining And Manufacturing Company | Free-radically polymerizable compositions capable of being coated by electrostatic assistance |
US5721281A (en) * | 1996-07-01 | 1998-02-24 | Blount; David H. | Flame retardant porous plastics |
US5935711A (en) * | 1996-10-23 | 1999-08-10 | 3M Innovative Properties Company | Organoborane amine complex initiator systems and polymerizable compositions made therewith |
US6090904A (en) * | 1996-12-19 | 2000-07-18 | Ara Werk Kramer Gmbh | Silicone compositions curable in presence of moisture |
US5912433A (en) * | 1997-01-17 | 1999-06-15 | Minnesota Mining And Manufacturing Company | Cable closure injection sealed with low surface energy adhesive |
GB9703552D0 (en) | 1997-02-20 | 1997-04-09 | Dow Corning | Polymerisation of cyclosiloxanes in the presence of fillers |
EP0983277B1 (en) * | 1997-05-23 | 2003-01-22 | Ciba SC Holding AG | Polyborate coinitiators for photopolymerization |
US5807910A (en) * | 1997-06-23 | 1998-09-15 | Industrial Technology Research Institute | Preolymerizing epoxy resin, functionalized rubber with filler to form adhesive |
US5948854A (en) | 1997-09-25 | 1999-09-07 | Dow Corning S.A. | Alkoxy-functional RTV compositions with increased green strength and increased storage stability |
US6008284A (en) | 1997-12-23 | 1999-12-28 | Dow Corning Corporation | Fast curing alkoxy-functional RTV compositions |
JP4286345B2 (ja) | 1998-05-08 | 2009-06-24 | 株式会社リコー | 検索支援システム及びコンピュータ読み取り可能な記録媒体 |
US6225408B1 (en) * | 1998-06-12 | 2001-05-01 | Lord Corporation | Adhesive formulations |
US6727320B2 (en) | 1998-11-02 | 2004-04-27 | Henkel Loctite Corporation | Polymerizable compositions in non-flowable forms |
US6252023B1 (en) * | 1999-03-19 | 2001-06-26 | 3M Innovative Properties Company | Organoborane amine complex inatator systems and polymerizable compositions made therewith |
US6207781B1 (en) | 1999-08-20 | 2001-03-27 | Dow Corning Corporation | Polymerization of an organofunctional cocyclic siloxane |
US6054548A (en) | 1999-08-26 | 2000-04-25 | Dow Corning Limited | Process for producing a silicone polymer |
US6410667B1 (en) | 1999-11-04 | 2002-06-25 | 3M Innovative Properties Company | Initiator/amidine complexes, systems comprising the complexes, and polymerized compositions made therewith |
US6806330B1 (en) * | 1999-12-17 | 2004-10-19 | Dow Global Technologies Inc. | Amine organoborane complex polymerization initiators and polymerizable compositions |
WO2002008303A1 (en) * | 2000-07-20 | 2002-01-31 | The Dow Chemical Company | Expanded anionic compounds comprising hydroxyl or quiescent reactive functionality and catalyst activators therefrom |
EP1201722A1 (en) * | 2000-10-23 | 2002-05-02 | Loctite (R & D) Limited | Polymerisation initiators, polymerisable compositions, and uses thereof |
US6602958B2 (en) * | 2001-07-10 | 2003-08-05 | Ips Corporation | Adhesives for bonding composites |
US6740716B2 (en) | 2001-10-30 | 2004-05-25 | Dow Global Technologies Inc. | Organoborane amine complex polymerization initiators and polymerizable compositions |
US6630555B2 (en) * | 2001-11-06 | 2003-10-07 | Lord Corporation | Internally blocked organoborate initiators and adhesives therefrom |
US6762260B2 (en) | 2002-03-05 | 2004-07-13 | Dow Global Technologies Inc. | Organoborane amine complex polymerization initiators and polymerizable compositions |
AU2003225512A1 (en) | 2002-04-19 | 2003-11-03 | Loctite (R And D) Limited | Polymerisation initiators based on ammonium tetraalkyl boranes, polymerisable compositions, and uses thereof for bonding low surface energy substrates |
US6867271B1 (en) | 2002-06-24 | 2005-03-15 | Henkel Corporation | Non-flammable and non-combustible adhesive bonding systems having adherence to low energy surfaces |
US6777512B1 (en) | 2003-02-28 | 2004-08-17 | Dow Global Technologies Inc. | Amine organoborane complex initiated polymerizable compositions containing siloxane polymerizable components |
US20040242817A1 (en) | 2003-05-29 | 2004-12-02 | Lord Corporation | Internally coordinated organoboranes |
KR20060081656A (ko) * | 2003-06-09 | 2006-07-13 | 다우 글로벌 테크놀로지스 인크. | 안정화된 유기보란 중합 개시제 및 중합성 조성물 |
EP1656414B1 (en) * | 2003-08-13 | 2013-04-10 | Dow Global Technologies LLC | Method for joining piping systems and piping to equipment, fixtures, devices, structures, and appliances |
CN1898082B (zh) * | 2003-12-22 | 2010-09-29 | 陶氏环球技术公司 | 促进的有机硼烷胺络合物引发的可聚合组合物 |
EP1720887B1 (en) * | 2004-02-23 | 2008-04-02 | Dow Gloval Technologies Inc. | Aqueous-based adhesive for bonding low surface energy substrates |
BRPI0617591A2 (pt) * | 2005-10-07 | 2011-08-02 | Dow Global Technologies Inc | sistemas para iniciar polimerização via radical livre, composição polimerizável de duas partes, método de polimerização, método para ligar dois ou mais substratos entre si, método para modificar a superfìcie de um polìmero de baixa energia superficial, método para revestir um substrato, composição de revestimento e laminado |
-
2006
- 2006-10-06 BR BRPI0617591-0A patent/BRPI0617591A2/pt not_active IP Right Cessation
- 2006-10-06 KR KR1020087008150A patent/KR20080053348A/ko active IP Right Grant
- 2006-10-06 US US11/544,521 patent/US7816562B2/en not_active Expired - Fee Related
- 2006-10-06 RU RU2008118139/04A patent/RU2008118139A/ru not_active Application Discontinuation
- 2006-10-06 CN CNA200680036700XA patent/CN101501043A/zh active Pending
- 2006-10-06 CA CA 2625023 patent/CA2625023A1/en not_active Abandoned
- 2006-10-06 KR KR1020087008145A patent/KR20080053486A/ko not_active Application Discontinuation
- 2006-10-06 JP JP2008534776A patent/JP2009511502A/ja active Pending
- 2006-10-06 RU RU2008116620/04A patent/RU2008116620A/ru not_active Application Discontinuation
- 2006-10-06 WO PCT/US2006/039575 patent/WO2007044730A1/en active Search and Examination
- 2006-10-06 US US11/544,502 patent/US7737241B2/en not_active Expired - Fee Related
- 2006-10-06 EP EP20060825699 patent/EP1934296A1/en not_active Withdrawn
- 2006-10-06 CN CNA2006800368820A patent/CN101278023A/zh active Pending
- 2006-10-06 WO PCT/US2006/039584 patent/WO2007044735A2/en active Application Filing
- 2006-10-06 EP EP20060825707 patent/EP1934264A2/en not_active Withdrawn
- 2006-10-06 JP JP2008534773A patent/JP2009531468A/ja active Pending
- 2006-10-06 BR BRPI0617975-4A patent/BRPI0617975A2/pt not_active IP Right Cessation
- 2006-10-06 CA CA 2624322 patent/CA2624322A1/en not_active Abandoned
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR20180115557A (ko) * | 2017-04-13 | 2018-10-23 | 주식회사 엘지화학 | 아크릴 접착제 조성물 |
Also Published As
Publication number | Publication date |
---|---|
WO2007044730A1 (en) | 2007-04-19 |
CA2624322A1 (en) | 2007-04-19 |
BRPI0617975A2 (pt) | 2011-08-09 |
BRPI0617591A2 (pt) | 2011-08-02 |
US7816562B2 (en) | 2010-10-19 |
CA2625023A1 (en) | 2007-04-19 |
JP2009511502A (ja) | 2009-03-19 |
US20070079931A1 (en) | 2007-04-12 |
RU2008116620A (ru) | 2009-11-20 |
EP1934296A1 (en) | 2008-06-25 |
CN101278023A (zh) | 2008-10-01 |
WO2007044735A3 (en) | 2009-04-23 |
JP2009531468A (ja) | 2009-09-03 |
KR20080053486A (ko) | 2008-06-13 |
CN101501043A (zh) | 2009-08-05 |
US20070083051A1 (en) | 2007-04-12 |
RU2008118139A (ru) | 2009-11-20 |
EP1934264A2 (en) | 2008-06-25 |
US7737241B2 (en) | 2010-06-15 |
WO2007044735A2 (en) | 2007-04-19 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR20080053348A (ko) | 아미도-유기보레이트 개시제 시스템 | |
EP0820459B1 (en) | Organoborane polyoxyalkylenepolyamine complexes and adhesive compositions made therewith | |
EP2074187B1 (en) | Accelerated organoborane initiated polymerizable compositions | |
EP1699625B1 (en) | Accelerated organoborane amine complex initiated polymerizable compositions | |
WO2001044311A1 (en) | Amine organoborane complex polymerization initiators and polymerizable compositions | |
WO2003040151A1 (en) | Internally blocked organoborate initiators and adhesive therefrom | |
EP2074152B1 (en) | Accelerated organoborane initiated polymerizable compositions | |
MX2008004512A (en) | Amido-organoborate initiator systems | |
MXPA06007149A (en) | Accelerated organoborane amine complex initiated polymerizable compositions |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A201 | Request for examination | ||
E902 | Notification of reason for refusal | ||
E902 | Notification of reason for refusal | ||
E701 | Decision to grant or registration of patent right | ||
NORF | Unpaid initial registration fee |