JP2016532755A - コーティング組成物 - Google Patents
コーティング組成物 Download PDFInfo
- Publication number
- JP2016532755A JP2016532755A JP2016535391A JP2016535391A JP2016532755A JP 2016532755 A JP2016532755 A JP 2016532755A JP 2016535391 A JP2016535391 A JP 2016535391A JP 2016535391 A JP2016535391 A JP 2016535391A JP 2016532755 A JP2016532755 A JP 2016532755A
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- JP
- Japan
- Prior art keywords
- coating composition
- weight
- alkoxy
- mol
- polysiloxane
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 239000008199 coating composition Substances 0.000 title claims abstract description 37
- -1 polysiloxane Polymers 0.000 claims abstract description 40
- 239000003054 catalyst Substances 0.000 claims abstract description 37
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 31
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 31
- 239000000203 mixture Substances 0.000 claims abstract description 30
- 125000003118 aryl group Chemical group 0.000 claims abstract description 19
- 238000004132 cross linking Methods 0.000 claims abstract description 17
- 239000000654 additive Substances 0.000 claims abstract description 14
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 8
- 229920005989 resin Polymers 0.000 claims description 46
- 239000011347 resin Substances 0.000 claims description 46
- 238000000576 coating method Methods 0.000 claims description 27
- 239000011248 coating agent Substances 0.000 claims description 24
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 10
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 8
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims description 6
- 239000003973 paint Substances 0.000 claims description 6
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 3
- 230000000996 additive effect Effects 0.000 claims description 3
- 150000001409 amidines Chemical class 0.000 claims description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 3
- 239000002966 varnish Substances 0.000 claims description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 239000000976 ink Substances 0.000 claims description 2
- 229910000077 silane Inorganic materials 0.000 claims 1
- 239000012752 auxiliary agent Substances 0.000 abstract description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 63
- 229920002050 silicone resin Polymers 0.000 description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 15
- 238000000034 method Methods 0.000 description 15
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 13
- 238000001035 drying Methods 0.000 description 12
- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 description 11
- 239000005054 phenyltrichlorosilane Substances 0.000 description 11
- ORVMIVQULIKXCP-UHFFFAOYSA-N trichloro(phenyl)silane Chemical compound Cl[Si](Cl)(Cl)C1=CC=CC=C1 ORVMIVQULIKXCP-UHFFFAOYSA-N 0.000 description 11
- KYVBNYUBXIEUFW-UHFFFAOYSA-N 1,1,3,3-tetramethylguanidine Chemical compound CN(C)C(=N)N(C)C KYVBNYUBXIEUFW-UHFFFAOYSA-N 0.000 description 9
- 238000005481 NMR spectroscopy Methods 0.000 description 9
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 8
- 239000011230 binding agent Substances 0.000 description 8
- 239000000049 pigment Substances 0.000 description 8
- 238000005292 vacuum distillation Methods 0.000 description 8
- 238000009833 condensation Methods 0.000 description 7
- 230000005494 condensation Effects 0.000 description 7
- 230000007062 hydrolysis Effects 0.000 description 7
- 238000006460 hydrolysis reaction Methods 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- LAQFLZHBVPULPL-UHFFFAOYSA-N methyl(phenyl)silicon Chemical compound C[Si]C1=CC=CC=C1 LAQFLZHBVPULPL-UHFFFAOYSA-N 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 230000003197 catalytic effect Effects 0.000 description 5
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 5
- 239000000945 filler Substances 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- 239000008096 xylene Substances 0.000 description 5
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- LINDOXZENKYESA-UHFFFAOYSA-N TMG Natural products CNC(N)=NC LINDOXZENKYESA-UHFFFAOYSA-N 0.000 description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- CCTFMNIEFHGTDU-UHFFFAOYSA-N 3-methoxypropyl acetate Chemical compound COCCCOC(C)=O CCTFMNIEFHGTDU-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- CCDWGDHTPAJHOA-UHFFFAOYSA-N benzylsilicon Chemical compound [Si]CC1=CC=CC=C1 CCDWGDHTPAJHOA-UHFFFAOYSA-N 0.000 description 3
- 238000010382 chemical cross-linking Methods 0.000 description 3
- 238000004040 coloring Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- SHZIWNPUGXLXDT-UHFFFAOYSA-N ethyl hexanoate Chemical compound CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 description 3
- 230000002779 inactivation Effects 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 229920001921 poly-methyl-phenyl-siloxane Polymers 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
- 239000010936 titanium Substances 0.000 description 3
- 229910052719 titanium Inorganic materials 0.000 description 3
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 229910018540 Si C Inorganic materials 0.000 description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- PNZVFASWDSMJER-UHFFFAOYSA-N acetic acid;lead Chemical compound [Pb].CC(O)=O PNZVFASWDSMJER-UHFFFAOYSA-N 0.000 description 2
- 125000005595 acetylacetonate group Chemical group 0.000 description 2
- 125000005370 alkoxysilyl group Chemical group 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- CVQVSVBUMVSJES-UHFFFAOYSA-N dimethoxy-methyl-phenylsilane Chemical compound CO[Si](C)(OC)C1=CC=CC=C1 CVQVSVBUMVSJES-UHFFFAOYSA-N 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- GUVUOGQBMYCBQP-UHFFFAOYSA-N dmpu Chemical compound CN1CCCN(C)C1=O GUVUOGQBMYCBQP-UHFFFAOYSA-N 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N methyl cyanide Natural products CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 2
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 description 2
- 239000010445 mica Substances 0.000 description 2
- 229910052618 mica group Inorganic materials 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 239000011342 resin composition Substances 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 229910010271 silicon carbide Inorganic materials 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- VDZOOKBUILJEDG-UHFFFAOYSA-M tetrabutylammonium hydroxide Chemical compound [OH-].CCCC[N+](CCCC)(CCCC)CCCC VDZOOKBUILJEDG-UHFFFAOYSA-M 0.000 description 2
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 description 2
- 239000013008 thixotropic agent Substances 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 2
- 150000003672 ureas Chemical group 0.000 description 2
- MIOPJNTWMNEORI-GMSGAONNSA-N (S)-camphorsulfonic acid Chemical compound C1C[C@@]2(CS(O)(=O)=O)C(=O)C[C@@H]1C2(C)C MIOPJNTWMNEORI-GMSGAONNSA-N 0.000 description 1
- ZMTWFOKZRDNMEJ-SUKNRPLKSA-L (z)-4-oxopent-2-en-2-olate;oxotitanium(2+) Chemical compound [Ti+2]=O.C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O ZMTWFOKZRDNMEJ-SUKNRPLKSA-L 0.000 description 1
- AVQQQNCBBIEMEU-UHFFFAOYSA-N 1,1,3,3-tetramethylurea Chemical compound CN(C)C(=O)N(C)C AVQQQNCBBIEMEU-UHFFFAOYSA-N 0.000 description 1
- SCZNXLWKYFICFV-UHFFFAOYSA-N 1,2,3,4,5,7,8,9-octahydropyrido[1,2-b]diazepine Chemical compound C1CCCNN2CCCC=C21 SCZNXLWKYFICFV-UHFFFAOYSA-N 0.000 description 1
- SGUVLZREKBPKCE-UHFFFAOYSA-N 1,5-diazabicyclo[4.3.0]-non-5-ene Chemical compound C1CCN=C2CCCN21 SGUVLZREKBPKCE-UHFFFAOYSA-N 0.000 description 1
- ZFPGARUNNKGOBB-UHFFFAOYSA-N 1-Ethyl-2-pyrrolidinone Chemical compound CCN1CCCC1=O ZFPGARUNNKGOBB-UHFFFAOYSA-N 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical compound CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
- KTXWGMUMDPYXNN-UHFFFAOYSA-N 2-ethylhexan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCCC(CC)C[O-].CCCCC(CC)C[O-].CCCCC(CC)C[O-].CCCCC(CC)C[O-] KTXWGMUMDPYXNN-UHFFFAOYSA-N 0.000 description 1
- XUZNXNABRSCKOA-UHFFFAOYSA-M 2-ethylhexanoate;2-hydroxyethyl(trimethyl)azanium Chemical compound C[N+](C)(C)CCO.CCCCC(CC)C([O-])=O XUZNXNABRSCKOA-UHFFFAOYSA-M 0.000 description 1
- SHAMRMCOVNDTCS-UHFFFAOYSA-M 2-hydroxypropyl(trimethyl)azanium;hydroxide Chemical compound [OH-].CC(O)C[N+](C)(C)C SHAMRMCOVNDTCS-UHFFFAOYSA-M 0.000 description 1
- JPKKMFOXWKNEEN-UHFFFAOYSA-N 2-methylcholine Chemical compound CC(O)C[N+](C)(C)C JPKKMFOXWKNEEN-UHFFFAOYSA-N 0.000 description 1
- XBIUWALDKXACEA-UHFFFAOYSA-N 3-[bis(2,4-dioxopentan-3-yl)alumanyl]pentane-2,4-dione Chemical compound CC(=O)C(C(C)=O)[Al](C(C(C)=O)C(C)=O)C(C(C)=O)C(C)=O XBIUWALDKXACEA-UHFFFAOYSA-N 0.000 description 1
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 1
- HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
- 239000007848 Bronsted acid Substances 0.000 description 1
- 239000003341 Bronsted base Substances 0.000 description 1
- 229910000906 Bronze Inorganic materials 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- YBWKLEUXRVVMMD-UHFFFAOYSA-N CC(C([Zr](C(C(C)=C)=O)(C(C(C)=C)=O)C(C(C)=C)=O)=O)=C.Cl.Cl Chemical compound CC(C([Zr](C(C(C)=C)=O)(C(C(C)=C)=O)C(C(C)=C)=O)=O)=C.Cl.Cl YBWKLEUXRVVMMD-UHFFFAOYSA-N 0.000 description 1
- NDHFYDKYYXSPFR-UHFFFAOYSA-N CC(C)CO[Ti] Chemical compound CC(C)CO[Ti] NDHFYDKYYXSPFR-UHFFFAOYSA-N 0.000 description 1
- UXFGNPITOAAVPP-UHFFFAOYSA-N CCCCC(CC)C([Zr](C(C(CC)CCCC)=O)(C(C(CC)CCCC)=O)C(C(CC)CCCC)=O)=O.Cl.Cl Chemical compound CCCCC(CC)C([Zr](C(C(CC)CCCC)=O)(C(C(CC)CCCC)=O)C(C(CC)CCCC)=O)=O.Cl.Cl UXFGNPITOAAVPP-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229910001208 Crucible steel Inorganic materials 0.000 description 1
- JYFHYPJRHGVZDY-UHFFFAOYSA-N Dibutyl phosphate Chemical compound CCCCOP(O)(=O)OCCCC JYFHYPJRHGVZDY-UHFFFAOYSA-N 0.000 description 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical class [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 description 1
- 229910001335 Galvanized steel Inorganic materials 0.000 description 1
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 1
- SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229910008051 Si-OH Inorganic materials 0.000 description 1
- 229910006358 Si—OH Inorganic materials 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
- SYYFMZNSYNRGGX-UHFFFAOYSA-N [O-2].[Ti+4].C(C)(C)OC(CCCCCCCO)O.[O-2] Chemical compound [O-2].[Ti+4].C(C)(C)OC(CCCCCCCO)O.[O-2] SYYFMZNSYNRGGX-UHFFFAOYSA-N 0.000 description 1
- VXPYSZQGFPMWQU-UHFFFAOYSA-L [acetyloxy(diphenyl)stannyl] acetate Chemical compound CC([O-])=O.CC([O-])=O.C=1C=CC=CC=1[Sn+2]C1=CC=CC=C1 VXPYSZQGFPMWQU-UHFFFAOYSA-L 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- NBJODVYWAQLZOC-UHFFFAOYSA-L [dibutyl(octanoyloxy)stannyl] octanoate Chemical compound CCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCC NBJODVYWAQLZOC-UHFFFAOYSA-L 0.000 description 1
- LVILMLNOLVAYLR-UHFFFAOYSA-N [dibutyl(triethoxysilyloxy)stannyl] triethyl silicate Chemical compound CCO[Si](OCC)(OCC)O[Sn](CCCC)(CCCC)O[Si](OCC)(OCC)OCC LVILMLNOLVAYLR-UHFFFAOYSA-N 0.000 description 1
- AWFFJJAOMMAGFE-BGSQTJHASA-L [dibutyl-[(z)-octadec-9-enoyl]oxystannyl] (z)-octadec-9-enoate Chemical compound CCCC[Sn+2]CCCC.CCCCCCCC\C=C/CCCCCCCC([O-])=O.CCCCCCCC\C=C/CCCCCCCC([O-])=O AWFFJJAOMMAGFE-BGSQTJHASA-L 0.000 description 1
- INNSZZHSFSFSGS-UHFFFAOYSA-N acetic acid;titanium Chemical compound [Ti].CC(O)=O.CC(O)=O.CC(O)=O.CC(O)=O INNSZZHSFSFSGS-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000002318 adhesion promoter Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 231100001243 air pollutant Toxicity 0.000 description 1
- 239000000809 air pollutant Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 150000007824 aliphatic compounds Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000001345 alkine derivatives Chemical class 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000007798 antifreeze agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 1
- YOMAMBOZYONBQO-UHFFFAOYSA-N benzyl(diethoxy)silane Chemical compound CCO[SiH](OCC)CC1=CC=CC=C1 YOMAMBOZYONBQO-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
- 239000010974 bronze Substances 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 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 description 1
- 229940043430 calcium compound Drugs 0.000 description 1
- 150000001674 calcium compounds Chemical class 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- QGJOPFRUJISHPQ-NJFSPNSNSA-N carbon disulfide-14c Chemical compound S=[14C]=S QGJOPFRUJISHPQ-NJFSPNSNSA-N 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 150000004292 cyclic ethers Chemical class 0.000 description 1
- ATGKAFZFOALBOF-UHFFFAOYSA-N cyclohexyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C1CCCCC1 ATGKAFZFOALBOF-UHFFFAOYSA-N 0.000 description 1
- MEWFSXFFGFDHGV-UHFFFAOYSA-N cyclohexyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C1CCCCC1 MEWFSXFFGFDHGV-UHFFFAOYSA-N 0.000 description 1
- SJJCABYOVIHNPZ-UHFFFAOYSA-N cyclohexyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)C1CCCCC1 SJJCABYOVIHNPZ-UHFFFAOYSA-N 0.000 description 1
- RTYZQVDVGVAXSW-UHFFFAOYSA-N cyclohexylmethyl(diethoxy)silane Chemical compound CCO[SiH](OCC)CC1CCCCC1 RTYZQVDVGVAXSW-UHFFFAOYSA-N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- PNOXNTGLSKTMQO-UHFFFAOYSA-L diacetyloxytin Chemical compound CC(=O)O[Sn]OC(C)=O PNOXNTGLSKTMQO-UHFFFAOYSA-L 0.000 description 1
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- ZXDVQYBUEVYUCG-UHFFFAOYSA-N dibutyltin(2+);methanolate Chemical compound CCCC[Sn](OC)(OC)CCCC ZXDVQYBUEVYUCG-UHFFFAOYSA-N 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- IDXKSDJIIYUSQP-UHFFFAOYSA-J dimagnesium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Mg+2].[Mg+2].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O IDXKSDJIIYUSQP-UHFFFAOYSA-J 0.000 description 1
- JJQZDUKDJDQPMQ-UHFFFAOYSA-N dimethoxy(dimethyl)silane Chemical compound CO[Si](C)(C)OC JJQZDUKDJDQPMQ-UHFFFAOYSA-N 0.000 description 1
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 1
- YYLGKUPAFFKGRQ-UHFFFAOYSA-N dimethyldiethoxysilane Chemical compound CCO[Si](C)(C)OCC YYLGKUPAFFKGRQ-UHFFFAOYSA-N 0.000 description 1
- PWEVMPIIOJUPRI-UHFFFAOYSA-N dimethyltin Chemical compound C[Sn]C PWEVMPIIOJUPRI-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- XGZNHFPFJRZBBT-UHFFFAOYSA-N ethanol;titanium Chemical compound [Ti].CCO.CCO.CCO.CCO XGZNHFPFJRZBBT-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000008397 galvanized steel Substances 0.000 description 1
- 229940083124 ganglion-blocking antiadrenergic secondary and tertiary amines Drugs 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 231100001244 hazardous air pollutant Toxicity 0.000 description 1
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- AQBLLJNPHDIAPN-LNTINUHCSA-K iron(3+);(z)-4-oxopent-2-en-2-olate Chemical compound [Fe+3].C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O AQBLLJNPHDIAPN-LNTINUHCSA-K 0.000 description 1
- LNOZJRCUHSPCDZ-UHFFFAOYSA-L iron(ii) acetate Chemical compound [Fe+2].CC([O-])=O.CC([O-])=O LNOZJRCUHSPCDZ-UHFFFAOYSA-L 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- QUIOHQITLKCGNW-ODZAUARKSA-L magnesium;(z)-but-2-enedioate Chemical compound [Mg+2].[O-]C(=O)\C=C/C([O-])=O QUIOHQITLKCGNW-ODZAUARKSA-L 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 239000005055 methyl trichlorosilane Substances 0.000 description 1
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 238000000643 oven drying Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- YNKIIBQOKMXIGH-UHFFFAOYSA-N propan-2-yl 3-oxohexaneperoxoate;titanium Chemical compound [Ti].CCCC(=O)CC(=O)OOC(C)C.CCCC(=O)CC(=O)OOC(C)C YNKIIBQOKMXIGH-UHFFFAOYSA-N 0.000 description 1
- MHZDONKZSXBOGL-UHFFFAOYSA-N propyl dihydrogen phosphate Chemical compound CCCOP(O)(O)=O MHZDONKZSXBOGL-UHFFFAOYSA-N 0.000 description 1
- 239000003586 protic polar solvent Substances 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 238000005488 sandblasting Methods 0.000 description 1
- 150000003334 secondary amides Chemical class 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 229910052596 spinel Inorganic materials 0.000 description 1
- 239000011029 spinel Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 229940094938 stannous 2-ethylhexanoate Drugs 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000005207 tetraalkylammonium group Chemical group 0.000 description 1
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- YJGJRYWNNHUESM-UHFFFAOYSA-J triacetyloxystannyl acetate Chemical compound [Sn+4].CC([O-])=O.CC([O-])=O.CC([O-])=O.CC([O-])=O YJGJRYWNNHUESM-UHFFFAOYSA-J 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 description 1
- NBXZNTLFQLUFES-UHFFFAOYSA-N triethoxy(propyl)silane Chemical compound CCC[Si](OCC)(OCC)OCC NBXZNTLFQLUFES-UHFFFAOYSA-N 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 description 1
- 238000012795 verification Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- DJWUNCQRNNEAKC-UHFFFAOYSA-L zinc acetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O DJWUNCQRNNEAKC-UHFFFAOYSA-L 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
- 235000013904 zinc acetate Nutrition 0.000 description 1
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 1
- 229910000165 zinc phosphate Inorganic materials 0.000 description 1
- IFNXAMCERSVZCV-UHFFFAOYSA-L zinc;2-ethylhexanoate Chemical compound [Zn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O IFNXAMCERSVZCV-UHFFFAOYSA-L 0.000 description 1
- PIMBTRGLTHJJRV-UHFFFAOYSA-L zinc;2-methylprop-2-enoate Chemical compound [Zn+2].CC(=C)C([O-])=O.CC(=C)C([O-])=O PIMBTRGLTHJJRV-UHFFFAOYSA-L 0.000 description 1
- LFOXXKXKYHIANI-UHFFFAOYSA-L zinc;7,7-dimethyloctanoate Chemical compound [Zn+2].CC(C)(C)CCCCCC([O-])=O.CC(C)(C)CCCCCC([O-])=O LFOXXKXKYHIANI-UHFFFAOYSA-L 0.000 description 1
- NHXVNEDMKGDNPR-UHFFFAOYSA-N zinc;pentane-2,4-dione Chemical compound [Zn+2].CC(=O)[CH-]C(C)=O.CC(=O)[CH-]C(C)=O NHXVNEDMKGDNPR-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
- C09D183/06—Polysiloxanes containing silicon bound to oxygen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/18—Polysiloxanes containing silicon bound to oxygen-containing groups to alkoxy or aryloxy groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/80—Siloxanes having aromatic substituents, e.g. phenyl side groups
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
Description
Rは、炭素原子数が6〜20の芳香族部位及び炭素原子数が6〜20の芳香族部位と炭素原子数が1〜8のアルキル基の混合物から選択され、
R’は、炭素原子数が1〜8のアルキル基である。)
Rは、炭素原子数が1〜8のアルキル基、炭素原子数が3〜8のシクロアルキル基又は炭素原子数が6〜20の芳香族部位であり、R’は、炭素原子数が1〜8のアルキル基である。)
バインダー中の触媒の触媒活性を評価するための適当な手段は、Drying Recorderを使用して乾燥時間を測定することである。このような試験方法は、ASTM D5895に記載されている。ASTM D5895に記載された試験方法と同様にして、BK3 Drying Recorder(Mickle Laboratory Engineering社(Goose Green,Gomshall,Guildford,Surrey GU5 9LJ,UK)製)を使用して乾燥時間を測定した。4方向バーアプリケーター(Erichsen Model 360)を使用して標準ガラスストリップ(30×2.5cm×2mm)にバインダーを塗布して薄膜を形成した。標準ガラスストリップに付着した埃及びグリースをアセトン及びエタノール/DI水混合物を順次使用して予め除去した。リバースにしたレバーを使用し、スライドを左に移動させて開始位置とした。そして、スコアリングスクライバー(scoring scribe)をサンプルガラス板に対して折り曲げた。試験時間は6、12又は24時間に設定し、測定を開始した。試験時間の最後に、スコアリングスクライバーを上に折り曲げ、評価のためにガラス板を取り出した。初期乾燥時間及び体積乾燥(volume drying)時間を時間スケールを使用して読み取った。
重量平均分子量Mw、数平均分子量Mn及び多分散性Mw/Mnを測定するためのGPC測定は、以下の条件(カラムの組み合わせ:SDV1000/10,000Å(長さ:65cm)、温度:30℃、移動相:THF、流量:1ml/分、サンプル濃度:10g/L、RI検出器、ポリスチレン標準(162〜2,570,000 g/mol)に対してアルコキシ官能性ポリシロキサンを評価)で行った。
欧州特許出願公開第0157318号に記載された方法を使用し、メタノール/水混合物(373.1g(11.64mol) MeOH/67.2g(3.71mol) H2O)による559.7g(3.74mol)のトリクロロメチルシランの加水分解及び縮合によってメトキシ官能性メチルシリコーン樹脂を調製した。メタノール/水混合物の添加後、反応混合物を16ミリバールの圧力下で蒸留した。1H NMR分析で測定したメトキシ官能性は35重量%であり、モル質量は、Mw=746g/mol、Mn=531g/mol、Mw/Mn=1.4だった。
欧州特許出願公開第1142929号に記載された方法を使用し、メトキシ官能性メチルフェニルシリコーン樹脂を調製した。具体的には、562.5g(2.66mol)のフェニルトリクロロシラン(PTS)を167.4g(5.21mol)のメタノールとゆっくり混合した。次に、122.5g(0.27mol)のデカメチルシクロペンタシロキサン(D5)を添加し、50℃で48.0g(2.60mol)の水を滴下した。その後、60℃で真空蒸留(圧力:100ミリバール未満)を行った。窒素による不活性化を行い、100.0g(3.12mol)のメタノールを添加した後、撹拌を30分間継続し、真空蒸留を行った。1H NMR分析で測定したメトキシ官能性は15重量%であり、モル質量は、Mw=1,656g/mol、Mn=966g/mol、Mw/Mn=1.7だった。
欧州特許出願公開第1142929号に記載された方法を使用し、メトキシ官能性メチルフェニルシリコーン樹脂を調製した。具体的には、419.4g(2.81mol)のメチルトリクロロシランを12.4g(4.03mol)のメタノールとゆっくり混合した。次に、反応混合物を35℃に加熱しながら、228.2g(1.08mol)のフェニルトリクロロシラン(PTS)を滴下した。PTSの添加後、249.9gのメタノール/水混合物(186.4g(5.82mol) MeOH/63.5g(3.52mol) H2O)を添加し、2時間撹拌した後、真空蒸留(圧力:16ミリバール)を行った。1H NMR分析で測定したメトキシ官能性は25重量%であり、モル質量は、Mw=3,050g/mol、Mn=1,050g/mol、Mw/Mn=2.7だった。
欧州特許出願公開第1142929号に記載された方法を使用し、メトキシ官能性メチルフェニルシリコーン樹脂を調製した。具体的には、576.5g(2.73mol)のフェニルトリクロロシラン(PTS)を172.4g(5.38mol)のメタノールとゆっくり混合した。次に、101.1g(0.27mol)のデカメチルシクロペンタシロキサン(D5)を添加し、50℃で49.2g(2.73mol)の水を滴下した。その後、60℃で真空蒸留(圧力:100ミリバール未満)を行った。窒素による不活性化を行い、100.8g(3.1mol)のメタノールを添加した後、撹拌を30分間継続し、真空蒸留を行った。1H NMR分析で測定したメトキシ官能性は17重量%であり、モル質量は、Mw=1,220g/mol、Mn=780g/mol、Mw/Mn=1.6だった。
欧州特許出願公開第1142929号に記載された方法を使用し、メトキシ官能性メチルフェニルシリコーン樹脂を調製した。具体的には、606.3g(2.86mol)のフェニルトリクロロシランに対して、メタノール/水混合物(59.4g(1.80mol) メタノール/18.07g(1.00mol) 水)を滴下した。70.59g(0.19mol)のデカメチルシクロペンタシロキサン(D5)及び24.3g(0.15mol)のヘキサメチルジシロキサンを反応混合物に添加した後、50℃未満の温度で、メタノール/水混合物(69.9g(2.12mol) メタノール/50.8g(2.82mol) 水)を滴下した。50℃で真空蒸留(圧力:100ミリバール未満)を行った後、反応混合物を減圧下で1時間保持した。16.9g(0.51mol)のメタノールを添加した後、120℃で蒸留(圧力:100ミリバール未満)を行った。1H NMR分析で測定したメトキシ官能性は6重量%であり、モル質量は、Mw=4,440g/mol、Mn=1,769g/mol、Mw/Mn=2.5だった。83.6gのキシレンを使用して樹脂含有量を85重量%に調節した。
欧州特許第0157318 B1号に記載された方法を使用し、メトキシ官能性メチルフェニルシリコーン樹脂を調製した。858.5gの樹脂5に、9.4g(0.15mol)のエチレングリコール、14.3gのキシレン及び41.0g(0.31mol)のトリメチロールプロパンを添加した後、0.1gのブチルチタネートを添加し、混合物を加熱還流した。粘度が上昇する前に、純粋な樹脂が得られるまで蒸留を行った。120℃まで冷却した後、40.76gのイソブタノールを添加し、105℃まで冷却した後に40.76gのイソブタノールを添加した。最後に、60℃で1時間撹拌を行った。キシレンを使用してバインダー含有量を80重量%に調節した。1H NMR分析で測定したメトキシ官能性は2重量%であり、モル質量は、Mw=40,000〜90,000g/mol、Mn=3,260〜3,763g/mol、Mw/Mn=12〜24だった。
欧州特許出願公開第1142929号に記載された方法を使用し、エトキシ官能性メチルフェニルシリコーン樹脂を調製した。具体的には、571.0g(2.70mol)のフェニルトリクロロシランを247.7g(5.38mol)のメタノールとゆっくり混合した。次に、79.9g(0.22mol)のデカメチルシクロペンタシロキサン(D5)を添加し、50℃で60.5g(3.36mol)の水を滴下した。その後、60℃で真空蒸留(圧力:100ミリバール未満)を行った。窒素による不活性化を行い、40.8g(0.88mol)のエタノールを添加した後、撹拌を30分間継続し、真空蒸留を行った。1H NMR分析で測定したエトキシ官能性は14重量%であり、モル質量は、Mw=1,790g/mol、Mn=1,160g/mol、Mw/Mn=1.5だった。38.6mlの酢酸メトキシプロピルを使用してシリコーン樹脂含有量を91重量%に調節した。
欧州特許出願公開第1142929号に記載された方法を使用し、エタノール/水混合物(296.3g(6.43mol) EtOH/57.5g(3.19mol) H2O)による646.1g(3.05mol)のフェニルトリクロロシランの加水分解及び縮合によってエトキシ官能性フェニルシリコーン樹脂を調製した。エタノール/水混合物の添加後、反応混合物を16ミリバールの圧力下で蒸留した。1H NMR分析で測定したエトキシ官能性は25重量%であり、モル質量は、Mw=940g/mol、Mn=740g/mol、Mw/Mn=1.3だった。
欧州特許出願公開第1142929号に記載された方法を使用し、メタノール/水混合物(184.3g(5.76mol) MeOH/70.1g(3.89mol) H2O)による745.6g(3.53mol)のフェニルトリクロロシランの加水分解及び縮合によってメトキシ官能性フェニルシリコーン樹脂を調製した。メタノール/水混合物の添加後、反応混合物を16ミリバールの圧力下で蒸留した。1H NMR分析で測定したメトキシ官能性は17重量%であり、モル質量は、Mw=1,400g/mol、Mn=860g/mol、Mw/Mn=1.6だった。
a)で調製した樹脂、架橋触媒及び任意成分であるアルコキシシランを混合してコーティング組成物を調製した。組成を表1に示す。
Drying Recorder(Type BK3)を使用した乾燥実験により、表1に示すコーティング組成物を検証した。結果を表2に示す。
Claims (14)
- A)アルコキシ官能性アリールポリシロキサン及び/又はアルコキシ官能性アリールアルキルポリシロキサンと、B)少なくとも1種の架橋触媒と、を含み、C)少なくとも1種のアルコキシシラン及び/又はD)その他の助剤及び添加剤を必要に応じて含むコーティング組成物であって、アルコキシ基の割合が、前記成分A)及びC)の合計に対して少なくとも10重量%であることを特徴とするコーティング組成物。
- 前記アルコキシ官能性アリールポリシロキサン及び/又は前記アルコキシ官能性アリールアルキルポリシロキサンが下記式(I)で表されることを特徴とする、請求項1に記載のコーティング組成物。
RaSi(OR’)bO(4−a−b)/2 (I)
(式中、0<a<2、0<b<2、a+b<4であり、
Rは、炭素原子数が6〜20の芳香族部位及び炭素原子数が6〜20の芳香族部位と炭素原子数が1〜8のアルキル基の混合物から選択され、
R’は、炭素原子数が1〜8のアルキル基である。) - 前記成分A)がアルコキシ官能性フェニルポリシロキサンを含むことを特徴とする、請求項1又は2に記載のコーティング組成物。
- 前記成分A)がアルコキシ官能性フェニルメチルポリシロキサンを含むことを特徴とする、請求項1又は2に記載のコーティング組成物。
- フェニル:メチル比が1:0.1〜0.1:1であることを特徴とする、請求項4に記載のコーティング組成物。
- 前記アルコキシ官能性アリールポリシロキサン及び/又は前記アルコキシ官能性アリールアルキルポリシロキサンが、無溶媒系の100%樹脂又は樹脂溶液として含まれることを特徴とする、請求項1〜5のいずれか1項に記載のコーティング組成物。
- 前記アルコキシシランC)が下記式(II)で表される化合物であることを特徴とする、請求項1〜6のいずれか1項に記載のコーティング組成物。
RaSi(OR’)b (II)
(式中、0≦a≦2、0≦b≦4、a+b=4であり、
Rは、炭素原子数が1〜8のアルキル基、炭素原子数が3〜8のシクロアルキル基又は炭素原子数が6〜20の芳香族部位であり、R’は、炭素原子数が1〜8のアルキル基である。) - 前記架橋触媒B)がケイ素原子を含まないことを特徴とする、請求項1〜7のいずれか1項に記載のコーティング組成物。
- 前記架橋触媒B)が、チタネート及び含窒素化合物からなる群、好ましくは、グアニジン及びアミジンからなる群から選択されることを特徴とする、請求項1〜8のいずれか1項に記載のコーティング組成物。
- 前記コーティング組成物中の前記成分B)の割合が、前記成分A)に対して、0.1〜15.0重量%であることを特徴とする、請求項1〜9のいずれか1項に記載のコーティング組成物。
- 前記成分D)として助剤及び添加剤を含むことを特徴とする、請求項1〜10のいずれか1項に記載のコーティング組成物。
- 前記コーティング組成物中の前記成分A)の割合が10〜70重量%であり、前記コーティング組成物中の前記成分B)の割合が0.001〜15重量%であり、前記コーティング組成物中の前記成分C)の割合が10〜80重量%である(前記成分A)、B)及びC)の割合の合計は100重量%である)ことを特徴とする、請求項1〜11のいずれか1項に記載のコーティング組成物。
- 請求項1〜12のいずれか1項に記載のコーティング組成物を含むことを特徴とするコーティング系。
- 塗料、インク又はワニスであることを特徴とする、請求項13に記載のコーティング系。
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DE102006005100A1 (de) | 2006-02-04 | 2007-08-09 | Goldschmidt Gmbh | Verfahren zur Herstellung organomodifizierter Siloxane |
DE102006008387A1 (de) | 2006-02-21 | 2007-08-30 | Goldschmidt Gmbh | Verfahren zur Herstellung von siloxanhaltigen Trennbeschichtungen |
DE102006027339A1 (de) | 2006-06-13 | 2007-12-20 | Goldschmidt Gmbh | Kationisch strahlenhärtende Controlled Release Beschichtungsmassen |
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DE102008000287A1 (de) | 2008-02-13 | 2009-08-20 | Evonik Goldschmidt Gmbh | Reaktives, flüssiges Keramikbindemittel |
DE102008001786A1 (de) | 2008-05-15 | 2009-11-26 | Evonik Goldschmidt Gmbh | Verwendung organomodifizierter Siloxanblockcopolymere als Pflegewirkstoff zur Pflege von menschlichen oder tierischen Körperteilen |
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DE102008040986A1 (de) | 2008-08-05 | 2010-02-11 | Evonik Goldschmidt Gmbh | Hydrophobierung von Bauelementen aus Mineralfasern |
DE102008041020A1 (de) | 2008-08-06 | 2010-02-11 | Evonik Goldschmidt Gmbh | Verwendung von Polysiloxanen mit quaternären Ammoniumgruppen zum Schutz von tierischen oder menschlichen Haaren vor Hitzeschädigung |
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DE102008041754A1 (de) | 2008-09-02 | 2010-03-04 | Evonik Goldschmidt Gmbh | Enzympräparate |
DE102008042381A1 (de) | 2008-09-26 | 2010-04-01 | Evonik Goldschmidt Gmbh | Emulgator-Systeme für kosmetische und pharmazeutische Öl-in-Wasser-Emulsionen |
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DE102009015211A1 (de) | 2009-03-31 | 2010-10-14 | Evonik Goldschmidt Gmbh | Selbstvernetzende Polysiloxane in Beschichtungen von Enzymimmobilisaten |
DE102009002415A1 (de) | 2009-04-16 | 2010-10-21 | Evonik Goldschmidt Gmbh | Emulgator enthaltend glycerinmodifizierte Organopolysiloxane |
DE102009002417A1 (de) | 2009-04-16 | 2010-10-21 | Evonik Goldschmidt Gmbh | Verwendung organomodifizierter, im Siliconteil verzweigter Siloxane zur Herstellung kosmetischer oder pharmazeutischer Zusammensetzungen |
DE102009028640A1 (de) | 2009-08-19 | 2011-02-24 | Evonik Goldschmidt Gmbh | Härtbare Masse enthaltend Urethangruppen aufweisende silylierte Polymere und deren Verwendung in Dicht- und Klebstoffen, Binde- und/oder Oberflächenmodifizierungsmitteln |
DE102009028636A1 (de) | 2009-08-19 | 2011-02-24 | Evonik Goldschmidt Gmbh | Neuartige Urethangruppen enthaltende silylierte Präpolymere und Verfahren zu deren Herstellung |
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DE102009047351A1 (de) | 2009-12-01 | 2011-06-09 | Evonik Goldschmidt Gmbh | Komposit-Siliconmembranen mit hoher Trennwirkung |
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DE102010001350A1 (de) | 2010-01-29 | 2011-08-04 | Evonik Goldschmidt GmbH, 45127 | Neuartige lineare Polydimethylsiloxan-Polyether-Copolymere mit Amino- und/oder quaternären Ammoniumgruppen und deren Verwendung |
DE102010002178A1 (de) | 2010-02-22 | 2011-08-25 | Evonik Goldschmidt GmbH, 45127 | Verfahren zur Herstellung von Amin-Amid-funktionellen Siloxanen |
DE102010002180A1 (de) | 2010-02-22 | 2011-08-25 | Evonik Goldschmidt GmbH, 45127 | Stickstoffhaltige silizium-organische Pfropfmischpolymere |
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DE102010038774A1 (de) | 2010-08-02 | 2012-02-02 | Evonik Goldschmidt Gmbh | Modifizierte Alkoxylierungsprodukte, die zumindest eine nicht-terminale Alkoxysilylgruppe aufweisen, mit erhöhter Lagerstabilität und erhöhter Dehnbarkeit der unter deren Verwendung hergestellten Polymere |
DE102010062156A1 (de) | 2010-10-25 | 2012-04-26 | Evonik Goldschmidt Gmbh | Polysiloxane mit stickstoffhaltigen Gruppen |
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DE102010062676A1 (de) | 2010-12-09 | 2012-06-14 | Evonik Goldschmidt Gmbh | Zubereitungen enthaltend Polysiloxane mit stickstoffhaltigen Gruppen |
DE102011110921A1 (de) | 2011-02-23 | 2012-08-23 | Evonik Goldschmidt Gmbh | Neuartige Polysiloxane mit Betaingruppen, deren Herstellung und Verwendung |
DE102011109547A1 (de) | 2011-08-03 | 2013-02-07 | Evonik Goldschmidt Gmbh | Polysiloxanpolyether-Copolymere mit Carbonatgruppenhaltigen (Polyether-)Resten und deren Verwendung als Stabilisatorne zur Herstellung von Polyurethanschäumen |
DE102011109540A1 (de) | 2011-08-03 | 2013-02-07 | Evonik Goldschmidt Gmbh | Alkylcarbonat endverschlossene Polyethersilioxane und Verfahren zu deren Herstellung |
DE102012202527A1 (de) | 2012-02-20 | 2013-08-22 | Evonik Goldschmidt Gmbh | Zusammensetzungen enthaltend Polymere und Metallatome oder -ionen und deren Verwendung |
DE102012202521A1 (de) | 2012-02-20 | 2013-08-22 | Evonik Goldschmidt Gmbh | Verzweigte Polysiloxane und deren Verwendung |
DE102012202523A1 (de) | 2012-02-20 | 2013-08-22 | Evonik Industries Ag | Verwendung von selbstvernetzten Siloxanen zum Entschäumen von flüssigen Kohlenwasserstoffen |
DE102012203737A1 (de) | 2012-03-09 | 2013-09-12 | Evonik Goldschmidt Gmbh | Modifizierte Alkoxylierungsprodukte, die zumindest eine nicht-terminale Alkoxysilylgruppe aufweisen und mehrere Urethangruppen enthalten und deren Verwendung |
DE102012210553A1 (de) | 2012-06-22 | 2013-12-24 | Evonik Industries Ag | Siliconpolyether und Verfahren zu deren Herstellung aus Methylidengruppen tragenden Polyethern |
DE102013206175A1 (de) | 2013-04-09 | 2014-10-09 | Evonik Industries Ag | Polysiloxan-Polyether-Copolymere mit Amino- und/oder quaternären Ammoniumgruppen im Polyetherteil und Verfahren zu deren Herstellung |
DE102013214081A1 (de) | 2013-07-18 | 2015-01-22 | Evonik Industries Ag | Neue aminosäuremodifizierte Siloxane, Verfahren zu ihrer Herstellung und Anwendung |
DE102013216787A1 (de) | 2013-08-23 | 2015-02-26 | Evonik Degussa Gmbh | Guanidingruppen aufweisende semi-organische Siliciumgruppen enthaltende Verbindungen |
DE102013216751A1 (de) | 2013-08-23 | 2015-02-26 | Evonik Industries Ag | Modifizierte Alkoxylierungsprodukte, die Alkoxysilylgruppen aufweisen und Urethangruppen enthalten und deren Verwendung |
-
2013
- 2013-08-23 DE DE102013216781.4A patent/DE102013216781A1/de not_active Withdrawn
-
2014
- 2014-07-30 ES ES14744854T patent/ES2957795T3/es active Active
- 2014-07-30 EP EP14744854.2A patent/EP3036296B1/de active Active
- 2014-07-30 KR KR1020167004175A patent/KR20160045695A/ko not_active Application Discontinuation
- 2014-07-30 CN CN201480046637.2A patent/CN105473673A/zh active Pending
- 2014-07-30 US US14/906,365 patent/US10287454B2/en active Active
- 2014-07-30 DK DK14744854.2T patent/DK3036296T3/da active
- 2014-07-30 WO PCT/EP2014/066374 patent/WO2015024748A1/de active Application Filing
- 2014-07-30 JP JP2016535391A patent/JP6343345B2/ja active Active
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2022501235A (ja) * | 2018-11-23 | 2022-01-06 | エルジー・ケム・リミテッド | ガラス類似フィルム |
JP7176819B2 (ja) | 2018-11-23 | 2022-11-22 | エルジー・ケム・リミテッド | ガラス類似フィルム |
Also Published As
Publication number | Publication date |
---|---|
CN105473673A (zh) | 2016-04-06 |
DE102013216781A1 (de) | 2015-02-26 |
US10287454B2 (en) | 2019-05-14 |
EP3036296A1 (de) | 2016-06-29 |
KR20160045695A (ko) | 2016-04-27 |
JP6343345B2 (ja) | 2018-06-13 |
ES2957795T3 (es) | 2024-01-25 |
EP3036296B1 (de) | 2023-07-12 |
WO2015024748A1 (de) | 2015-02-26 |
DK3036296T3 (da) | 2023-10-02 |
US20160160081A1 (en) | 2016-06-09 |
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