JPH0138793B2 - - Google Patents
Info
- Publication number
- JPH0138793B2 JPH0138793B2 JP9956982A JP9956982A JPH0138793B2 JP H0138793 B2 JPH0138793 B2 JP H0138793B2 JP 9956982 A JP9956982 A JP 9956982A JP 9956982 A JP9956982 A JP 9956982A JP H0138793 B2 JPH0138793 B2 JP H0138793B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- nco
- silicate
- molecule
- groups
- 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.)
- Expired
Links
- 239000000203 mixture Substances 0.000 claims description 28
- -1 silicate compound Chemical class 0.000 claims description 16
- 150000001875 compounds Chemical class 0.000 claims description 14
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims description 13
- 125000000962 organic group Chemical group 0.000 claims description 10
- BUZRAOJSFRKWPD-UHFFFAOYSA-N isocyanatosilane Chemical class [SiH3]N=C=O BUZRAOJSFRKWPD-UHFFFAOYSA-N 0.000 claims description 7
- 229920006395 saturated elastomer Polymers 0.000 claims description 7
- 229920005989 resin Polymers 0.000 claims description 6
- 239000011347 resin Substances 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 4
- 239000002184 metal Substances 0.000 claims description 4
- 150000004703 alkoxides Chemical class 0.000 claims description 3
- 150000004760 silicates Chemical class 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- ODIGIKRIUKFKHP-UHFFFAOYSA-N (n-propan-2-yloxycarbonylanilino) acetate Chemical compound CC(C)OC(=O)N(OC(C)=O)C1=CC=CC=C1 ODIGIKRIUKFKHP-UHFFFAOYSA-N 0.000 claims description 2
- 239000013522 chelant Substances 0.000 claims description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims 1
- 229910000077 silane Inorganic materials 0.000 claims 1
- 229910003849 O-Si Inorganic materials 0.000 description 15
- 229910003872 O—Si Inorganic materials 0.000 description 15
- 238000006243 chemical reaction Methods 0.000 description 9
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 8
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 6
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical compound [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 230000009257 reactivity Effects 0.000 description 6
- 238000001723 curing Methods 0.000 description 5
- 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
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- OWIKHYCFFJSOEH-UHFFFAOYSA-N Isocyanic acid Chemical class N=C=O OWIKHYCFFJSOEH-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 229910008045 Si-Si Inorganic materials 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 229910006411 Si—Si Inorganic materials 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- XLJMAIOERFSOGZ-UHFFFAOYSA-N anhydrous cyanic acid Natural products OC#N XLJMAIOERFSOGZ-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000011147 inorganic material Substances 0.000 description 2
- KVIKMJYUMZPZFU-UHFFFAOYSA-N propan-2-ol;titanium Chemical compound [Ti].CC(C)O.CC(C)O KVIKMJYUMZPZFU-UHFFFAOYSA-N 0.000 description 2
- 150000003377 silicon compounds Chemical class 0.000 description 2
- 238000001308 synthesis method Methods 0.000 description 2
- 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 2
- 229910052726 zirconium Inorganic materials 0.000 description 2
- MFWFDRBPQDXFRC-LNTINUHCSA-N (z)-4-hydroxypent-3-en-2-one;vanadium Chemical compound [V].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O MFWFDRBPQDXFRC-LNTINUHCSA-N 0.000 description 1
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 1
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- MMEDJBFVJUFIDD-UHFFFAOYSA-N 2-[2-(carboxymethyl)phenyl]acetic acid Chemical compound OC(=O)CC1=CC=CC=C1CC(O)=O MMEDJBFVJUFIDD-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 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
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 229930182556 Polyacetal Natural products 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical class NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- NOKSMMGULAYSTD-UHFFFAOYSA-N [SiH4].N=C=O Chemical class [SiH4].N=C=O NOKSMMGULAYSTD-UHFFFAOYSA-N 0.000 description 1
- RGJSWMPPIHQBPC-UHFFFAOYSA-N [V+5].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] Chemical compound [V+5].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] RGJSWMPPIHQBPC-UHFFFAOYSA-N 0.000 description 1
- YFBCIWLMUBBGBE-UHFFFAOYSA-J [Zr+4].[O-]C(=O)c1cccc2ccccc12.[O-]C(=O)c1cccc2ccccc12.[O-]C(=O)c1cccc2ccccc12.[O-]C(=O)c1cccc2ccccc12 Chemical compound [Zr+4].[O-]C(=O)c1cccc2ccccc12.[O-]C(=O)c1cccc2ccccc12.[O-]C(=O)c1cccc2ccccc12.[O-]C(=O)c1cccc2ccccc12 YFBCIWLMUBBGBE-UHFFFAOYSA-J 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- SMZOGRDCAXLAAR-UHFFFAOYSA-N aluminium isopropoxide Chemical compound [Al+3].CC(C)[O-].CC(C)[O-].CC(C)[O-] SMZOGRDCAXLAAR-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000007664 blowing Methods 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
- NIOLTQNBOYMEQK-UHFFFAOYSA-N butan-1-olate;zirconium(2+) Chemical compound [Zr+2].CCCC[O-].CCCC[O-] NIOLTQNBOYMEQK-UHFFFAOYSA-N 0.000 description 1
- BSDOQSMQCZQLDV-UHFFFAOYSA-N butan-1-olate;zirconium(4+) Chemical compound [Zr+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] BSDOQSMQCZQLDV-UHFFFAOYSA-N 0.000 description 1
- QHIWVLPBUQWDMQ-UHFFFAOYSA-N butyl prop-2-enoate;methyl 2-methylprop-2-enoate;prop-2-enoic acid Chemical compound OC(=O)C=C.COC(=O)C(C)=C.CCCCOC(=O)C=C QHIWVLPBUQWDMQ-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000004202 carbamide Chemical class 0.000 description 1
- 239000003575 carbonaceous material Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- FJDJVBXSSLDNJB-LNTINUHCSA-N cobalt;(z)-4-hydroxypent-3-en-2-one Chemical compound [Co].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O FJDJVBXSSLDNJB-LNTINUHCSA-N 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- ZKXWKVVCCTZOLD-UHFFFAOYSA-N copper;4-hydroxypent-3-en-2-one Chemical compound [Cu].CC(O)=CC(C)=O.CC(O)=CC(C)=O ZKXWKVVCCTZOLD-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000010292 electrical insulation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- SXHIHQWBQIQESC-UHFFFAOYSA-N ethyl N-silylcarbamate Chemical compound CCOC(=O)N[SiH3] SXHIHQWBQIQESC-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 238000013008 moisture curing Methods 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 150000004762 orthosilicates Chemical class 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- OGHBATFHNDZKSO-UHFFFAOYSA-N propan-2-olate Chemical compound CC(C)[O-] OGHBATFHNDZKSO-UHFFFAOYSA-N 0.000 description 1
- JTQPTNQXCUMDRK-UHFFFAOYSA-N propan-2-olate;titanium(2+) Chemical compound CC(C)O[Ti]OC(C)C JTQPTNQXCUMDRK-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- IYMSIPPWHNIMGE-UHFFFAOYSA-N silylurea Chemical compound NC(=O)N[SiH3] IYMSIPPWHNIMGE-UHFFFAOYSA-N 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000012756 surface treatment agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- UVVUGWBBCDFNSD-UHFFFAOYSA-N tetraisocyanatosilane Chemical compound O=C=N[Si](N=C=O)(N=C=O)N=C=O UVVUGWBBCDFNSD-UHFFFAOYSA-N 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Description
本発明は硬化性シリケート組成物、特にイソシ
アネート基を含むシリコン化合物とシリケート基
を含む化合物を加えた湿気硬化性を有するシリケ
ート組成物に係るものである。
オルソケイ酸エステル又はその縮合物に相当す
る化合物や他の
The present invention relates to a curable silicate composition, particularly a moisture-curable silicate composition containing a silicon compound containing an isocyanate group and a compound containing a silicate group. Compounds corresponding to orthosilicate esters or condensates thereof and other
【式】基を有するシリコン
化合物は加水分解してシロキサン結合又はポリシ
ロキサン骨格の化合物を与える性質があり、生成
物は各種塗料、ワニス、表面処理剤、接着剤、樹
脂等として利用出来る事は周知の通りである。It is well known that silicon compounds having a [formula] group have the property of hydrolyzing to give compounds with siloxane bonds or polysiloxane skeletons, and the products can be used as various paints, varnishes, surface treatment agents, adhesives, resins, etc. It is as follows.
【式】基は加水分解性ではあるが[Formula] Although the group is hydrolyzable,
【式】基や[Formula] Group
【式】基と違い中性付近
での加水分解性は小さく湿気硬化反応の組成物に
する事は困難であつた。公知の技術では
Unlike the [Formula] group, it has low hydrolyzability near neutrality, and it has been difficult to make it into a composition that undergoes a moisture curing reaction. With known technology
【式】基を加水分解させる場合には酸性又
は塩基性の雰囲気下で必要に応じて加温をして反
応を遂行している。この際の材料としては塩酸、
硫酸、クロロスルホン酸、リン酸、酸性リン酸エ
ステル、アルキル（アリール）スルホン酸、アン
モニヤ、カセイソーダ、カセイカリ、炭酸ソー
ダ、メチルアミン等の有機又は無機の酸、塩基を
水や可溶性溶剤の水溶液に溶剤して用いられる事
が多い。
現在実用的に供されているシリケート組成物は
酸又は塩基触媒を用いる方法で製造されているが
耐熱性、絶縁性、表面硬化性、防湿性等に優れた
性能を有しているので利用性は大きい。しかしこ
の組成物にはポツトライフ、作業性、加熱を必要
とする事による工程不適格性、等の欠点があつ
た。シリケート組成物の持つこれらの欠点が改良
出来れば工業的に更に大きな利用性が生れ経済的
価値が拡大出来るので湿気室温硬化性シリケート
組成物の開発研究を鋭意実施した。この結果シリ
ケート化合物とケイ素官能性イソシアネートシラ
ン化合物を基本成分とする新規な組成物が室温湿
気硬化性を有する事を見出して本発明明に至つ
た。
シリルイソシアネート化合物はイソシアネート
基の結合形式により炭素官能型（[Formula] When a group is to be hydrolyzed, the reaction is carried out in an acidic or basic atmosphere, with heating as necessary. The materials used in this case are hydrochloric acid,
Add organic or inorganic acids and bases such as sulfuric acid, chlorosulfonic acid, phosphoric acid, acidic phosphate esters, alkyl (aryl) sulfonic acids, ammonia, caustic soda, caustic potash, soda carbonate, and methylamine to water or an aqueous solution of a soluble solvent. It is often used as The silicate compositions currently in practical use are manufactured by a method using acid or base catalysts, but they have excellent properties such as heat resistance, insulation, surface hardening, and moisture resistance, making them easy to use. is big. However, this composition had drawbacks such as pot life, workability, and process unsuitability due to the need for heating. If these drawbacks of silicate compositions can be improved, industrial applicability will be greater, and economic value will be expanded. Therefore, we have carried out research and development to develop humid room temperature curable silicate compositions. As a result, the inventors discovered that a new composition containing a silicate compound and a silicon-functional isocyanate silane compound as basic components has room temperature moisture curability, leading to the invention of the present invention. Silyl isocyanate compounds are carbon functional type (
【式】結 合型）化合物とケイ素官能型（【Formula】Conclusion compound) and silicon functional type (
【式】結
合型）化合物に分けられている。両者の反応性は
著しく異つている。前者は通常の有機系イソシア
ネート化合物と類似した反応性を示すが後者は更
にSi−Ｎ結合の解裂を伴う特異な反応性を示す事
が知られている。
このSi−NCO結合型シリルイソシアネートは
対応する[Formula] Bond type) compounds. The reactivity of the two is markedly different. It is known that the former exhibits reactivity similar to that of ordinary organic isocyanate compounds, but the latter exhibits unique reactivity that is accompanied by further cleavage of Si--N bonds. This Si-NCO bonded silyl isocyanate corresponds to
【式】（Ｘ；ハロゲン）とイソシア
ン酸の重金属塩やアルカリ金属塩、イソシアン
酸、尿素等の反応やシリルアミン、アミドとホス
ゲンの反応や熱分解反応等種々の方法で合成され
る事が知られている。しかし、先行の技術による
合成では副生成物や副反応物の混在が多く純度品
質に問題が多く工業的には利用し難たかつた。そ
こで本発明者等は先に合成法について研究を行い
高純度、高品質のケイ素官能型シリルイソシアネ
ートの合成法を開発し特許を出願した。又これら
の化合物を用いて優れた性質を持つ湿気硬化ゴム
組成物も開発し特許を出願した。
これらの研究の過程でSi−NCO結合の反応性
を詳細に検討した結果選ばれた構造のケイ素官能
型シリルイソシアネートはSi−OR基と特異な加
水分解反応を示しシロキサン結合を与える事を見
出した。の反応は複雑であり又何種かの反応ルー
トがあるのでその全ては提示出来ないが主な反応
の１つは下式の通りである。
分子中に２個又はそれ以上のSi−NCO結合を
持つ化合物は上記の反応やシリルアミン、シリル
アミド、シリルウレア、シリルウレタン等の種々
の反応を経由してポリマーを形成する性質があり
本発明に利用出来る。これらを示せばSi（NCO）4
やその縮合物、RnSi（NCO）4-o、（RO）nSi
（NCO）4-o（ｎは１又は２）やその縮合物や他の
It is known that it can be synthesized by various methods such as the reaction of [formula] (X; halogen) with heavy metal salts of isocyanic acid, alkali metal salts, isocyanic acid, urea, etc., the reaction of silylamine, amide with phosgene, and thermal decomposition reactions. ing. However, in the synthesis using the prior art, there were many by-products and by-reactants, and there were problems with purity and quality, making it difficult to use industrially. Therefore, the present inventors first conducted research on the synthesis method, developed a synthesis method for high-purity and high-quality silicon-functional silyl isocyanate, and filed a patent application. Using these compounds, he also developed a moisture-curable rubber composition with excellent properties and applied for a patent. In the course of these studies, we examined the reactivity of the Si-NCO bond in detail and found that the silicon-functional silyl isocyanate with the selected structure exhibits a unique hydrolysis reaction with the Si-OR group to form a siloxane bond. . The reaction is complex and there are several reaction routes, so it is not possible to present all of them, but one of the main reactions is as shown in the formula below. Compounds having two or more Si-NCO bonds in the molecule have the property of forming polymers through the above reaction and various reactions such as silylamine, silylamide, silylurea, silylurethane, etc., and can be used in the present invention. . If these are shown, Si(NCO) 4
and its condensates, RnSi(NCO) 4-o , (RO)nSi
(NCO) 4-o (n is 1 or 2), its condensates and other
【式】【formula】
【式】骨格と分子中に２個又はそれ
以上のSi−NCO基を持つ化合物が挙げられる。
（Ｙは有機基）。化合物の例として、
Si（NCO）4、Si（NCO）3−Ｏ−Si（NCO）3、CH3Si
（NCO）3、C2H5Si（NCO）3、C6H5Si（NCO）3、
CH2＝CH−Si（NCO）3、ClCH2Si（NCO）3、
C2F5Si（NCO）3、C18H37Si（NCO）3、（CH3）2Si
（NCO）2、CH2＝CHSi（CH3）（NCO）2、C6H5Si
（CH3）（NCO）2、CH3Si（NCO）2−Ｏ−SiCH3
（NCO）2、CH3Si（NCO）2−Ｏ−Si（CH＝CH2）
（NCO）2、（CH3O）Si（NCO）3、（C4H7O）Si
（NCO）3、C18H37OSi（NCO）3、C6H5OSi
（NCO）3、C6H5CH2OSi（NCO）3、C2F5OSi
（NCO）3、CH2＝CHSi（OCH3）（NCO）2、
（CH3O）Si（NCO）2−Ｏ−Si（NCO）2（CH3O）、
（CH3O）Si（NCO）2−Ｏ−SiC6H5（NCO）2、
（OCN）3Si〔−Ｏ−Si（CH3）2〕−2O−Si（NCO）3、
（OCN）3Si〔−Ｏ−Si（OCH3）2〕−2OSi（NCO）3、
（OCN）2Si（CH3）〔−Ｏ−Si（CH3）2〕−3O−Si
（CH3）（NCO）2、（OCN）Si（OCH3）2−〔Ｏ−Si
（OCH3）2〕−2O−Si（OCH3）2（NCO）、（OCN）Si
（OCH3）2−〔Ｏ−Si（OCH3）（NCO）〕−3O−Si
（OCH3）2（NCO）、（OCN）2Si（CH3）−Si（CH3）
（NCO）2、（OCN）3Si−Si（NCO）3、（OCN）3Si−
CH2−Si（NCO）3、
[Formula] Examples include compounds having two or more Si-NCO groups in the skeleton and molecule.
(Y is an organic group). Examples of compounds include Si(NCO) 4 , Si(NCO) 3 -O-Si(NCO) 3 , CH3Si
(NCO) 3 , C 2 H 5 Si (NCO) 3 , C 6 H 5 Si (NCO) 3 ,
CH2 =CH−Si(NCO) 3 , ClCH2Si (NCO) 3 ,
C2F5Si ( NCO ) 3 , C18H37Si ( NCO) 3 , ( CH3 ) 2Si
(NCO) 2 , CH 2 =CHSi(CH 3 ) (NCO) 2 , C 6 H 5 Si
( CH3 )(NCO) 2 , CH3Si (NCO) 2 -O- SiCH3
(NCO) 2 , CH 3 Si (NCO) 2 -O-Si (CH=CH 2 )
(NCO) 2 , (CH 3 O)Si (NCO) 3 , (C 4 H 7 O)Si
(NCO) 3 , C 18 H 37 OSi (NCO) 3 , C 6 H 5 OSi
(NCO) 3 , C 6 H 5 CH 2 OSi (NCO) 3 , C 2 F 5 OSi
(NCO) 3 , CH 2 =CHSi(OCH 3 ) (NCO) 2 ,
( CH3O )Si(NCO) 2 -O-Si(NCO) 2 ( CH3O ),
( CH3O )Si( NCO ) 2 -O- SiC6H5 (NCO) 2 ,
(OCN) 3 Si [-O-Si(CH 3 ) 2 ]- 2 O-Si(NCO) 3 ,
(OCN) 3 Si [-O-Si(OCH 3 ) 2 ]- 2 OSi(NCO) 3 ,
(OCN) 2 Si (CH 3 ) [-O-Si (CH 3 ) 2 ]- 3 O-Si
( CH3 )(NCO) 2 , (OCN)Si( OCH3 ) 2- [O-Si
(OCH 3 ) 2 ] − 2 O−Si (OCH 3 ) 2 (NCO), (OCN)Si
(OCH 3 ) 2 - [O-Si (OCH 3 ) (NCO)] - 3 O-Si
(OCH 3 ) 2 (NCO), (OCN) 2 Si(CH 3 )−Si(CH 3 )
(NCO) 2 , (OCN) 3 Si−Si(NCO) 3 , (OCN) 3 Si−
CH2 −Si(NCO) 3 ,
【式】（OCN）3Si
−C3F6−Si（NCO）3を挙げる事が出来るがこれに
限定されるものではない。
これらのイソシアネートシランと共に用いられ
るシリケート化合物としてはSi（OR）4、Si（OR1）
（OR2）（OR3）（OR4）（R1、R2、R3、R4は飽和
又は不飽和の有機基）、R5mSi（OR1）4-n（R5はＨ
又は飽和又は不飽和の有機基、ｍは１又は２）
（R1O）mSi（OR2）4-nや[Formula] (OCN) 3 Si −C 3 F 6 −Si(NCO) 3 can be mentioned, but it is not limited thereto. Silicate compounds used with these isocyanate silanes include Si(OR) 4 and Si(OR 1 ).
(OR 2 ) (OR 3 ) (OR 4 ) (R 1 , R 2 , R 3 , and R 4 are saturated or unsaturated organic groups), R 5 mSi (OR 1 ) 4-n (R 5 is H
or a saturated or unsaturated organic group, m is 1 or 2)
(R 1 O) mSi (OR 2 ) 4-n or
【式】【formula】
【式】骨格を持ち分子中 に２個又はそれ以上の[Formula] Has a skeleton and is in the molecule 2 or more in
【式】基を持つ化合
物である。（Ｙは有機基）。化合物の例としてはSi
（OCH）3、Si（OC2H5）4、（CH3O）3SiOSi
（OCH3）3、CH3Si（OCH3）3、（CH3O）3〔−Ｏ−Si
（OCH3）2〕−3O−Si（OCH3）3、C2F5Si（OCH3）3、
（CH3O）2Si（CH3）−Ｏ−Si（CH3）（OCH3）2、
（C2H5O）2Si〔−Ｏ−Si（CH3）2〕−2O−Si（OC2H5）3
、
（C2H5O）3Si−Si（OC2H5）3、（CH3O）3Si−CH2−
Si（OCH3）3、（CH3O）3Si−CF2−Si（OCH3）3を挙
げる事が出来るがこれに限定されるものではな
い。
シリケート化合物とシリルイソシアネート化合
物の比率は期待する皮膜物性と硬化性に応じて選
ぶ事が出来るので限定されるべきものではない
が、Si−ORに対するSiNCOモル当量が0.01以下
では反応性が遅く又４当量以上では組成物の感湿
性が大きくなり取扱いに支障の出る事があるので
0.01〜４当量特に0.05〜３当量の範囲で用いる事
が望ましい。
組成物には用途に応じて酸化チタン、酸化亜
鉛、無水ケイ酸、酸化アルミニウム、カーボン、
雲母、セリサイド、ベントナイト、テフロン粉
末、ナイロン粉末、ポリカーボネート粉末、ポリ
アセタール粉末等の無機及び有機材料粉末や金、
銀、銅、ニツケル等の金属粉末、繊維等を加えて
機械、電気物性の改良を計る事も出来る。又組成
物の反応性や安定性を阻害する事がない染料や有
機顔料、レーキ類を加えて着色する事も出来る。
本組成物には耐熱性、基材に対する密着性等を
改良する為やその他硬化促進等の目的で金属のキ
レート、アルコキシド、アシレート化合物を一種
又は数種添加して使用することができる。キレー
トとしては例えばビスアセチルアセトネートチタ
ンジイソプロポキシド、ビスメチルアセチルアセ
トネートチタンジイソプロポキシド、ビスアセチ
ルアセトネートジルコニウムジブトキシド、ジル
コニウムテトラキスアセチルアセトネート、アル
ミニウムアセチルアセトネート、銅アセチルアセ
トネート、ニツケルアセチルアセトネート、コバ
ルトアセチルアセトネート、クロムアセチルアセ
チルアセトネート、バナジウムアセチルアセトネ
ート等を挙げることができる。
アルコキシドとしては例えば、テトライソプロ
ピルチタネート、テトラブチルチタネート、ジル
コニウムブトキシド、アルミニウムトリイソプロ
ポキシド、バナジウムブトキシド等、アシレート
としては例えばジアセトキシチタンイソプロポキ
シド、アジペートチタンブトキシド、オキザレー
トジルコニウムブトキシド、ジルコニウムオクト
エート、コバルトオクトエート、ニツケルナフテ
ート等を列挙することができる。
組成物は通常液状であるので滴下、スプレー、
ハケ塗り、ロール塗り等の手段で塗布出来るが必
要があれば非反応性溶剤例えば、トルエン、キシ
レン、酢酸エチル、酢酸ブチル、ジオキサン、フ
レオン等で稀釈して使用する事も出来る。
更に皮膜特性上必要があれば皮膜形成性を改善
する様な樹脂、例えばポリエステル樹脂、アルキ
ツド樹脂、ケトン樹脂、ポリエーテル樹脂、アク
リル樹脂、フエノール樹脂、メラミン樹脂、ウレ
タン樹脂等を併用する事も有効である。
この様な本発明の組成物は例えばテトラエチル
シリケート100部に200部のテトライソシアナート
シランを加えた組成物は１ポイズ以下の低粘度無
溶剤組成物でありガラス無機素材金属、樹脂木材
等の表面に薄く塗布出来る。
この塗布膜は60％RH程度の通常の湿度で室温
以下15、20分で硬化し主として酸化ケイ素より成
る透明皮膜を与える。この皮膜は電気絶縁膜、防
湿膜、表面硬化膜、帯電防止膜等として利用出来
工業的に有用である。
以下に本発明の実施例を示す。
実施例 １−７
撹拌器、ガス吹込み管、温度計を付設した反応
機を乾燥し、これに表１のようにシリケートとシ
リルイソシアネートを仕込み除湿したN2ガスを
通じつつ室温又は加温下で撹拌して各例を得た。
生成物をガラス容器に採り貯蔵安定性及び各種性
能試験に供した。これらの結果は（表−２）の通
りである。[Formula] A compound having a group. (Y is an organic group). An example of a compound is Si
(OCH) 3 , Si(OC 2 H 5 ) 4 , (CH 3 O) 3 SiOSi
( OCH3 ) 3 , CH3Si ( OCH3 ) 3 , ( CH3O ) 3 [-O-Si
(OCH 3 ) 2 ] − 3 O−Si (OCH 3 ) 3 , C 2 F 5 Si (OCH 3 ) 3 ,
( CH3O ) 2Si ( CH3 )-O-Si( CH3 )( OCH3 ) 2 ,
( C2H5O ) 2Si [-O - Si ( CH3 ) 2 ] -2O -Si( OC2H5 ) 3
,
(C 2 H 5 O) 3 Si−Si(OC 2 H 5 ) 3 , (CH 3 O) 3 Si−CH 2 −
Examples include, but are not limited to, Si( OCH3 ) 3 and ( CH3O ) 3Si - CF2 -Si( OCH3 ) 3 . The ratio of the silicate compound to the silyl isocyanate compound can be selected depending on the expected physical properties and curing properties of the film, so it should not be limited, but if the molar equivalent of SiNCO to Si-OR is less than 0.01, the reactivity is slow and If the amount exceeds the equivalent amount, the moisture sensitivity of the composition may increase and handling may be difficult.
It is desirable to use it in the range of 0.01 to 4 equivalents, particularly 0.05 to 3 equivalents. The composition includes titanium oxide, zinc oxide, silicic anhydride, aluminum oxide, carbon,
Inorganic and organic material powders such as mica, cericide, bentonite, Teflon powder, nylon powder, polycarbonate powder, polyacetal powder, gold,
It is also possible to improve mechanical and electrical properties by adding metal powders such as silver, copper, nickel, etc., fibers, etc. It is also possible to color the composition by adding dyes, organic pigments, and lakes that do not impede the reactivity or stability of the composition. One or more metal chelate, alkoxide, or acylate compounds may be added to this composition for the purpose of improving heat resistance, adhesion to a substrate, etc., and for other purposes such as accelerating curing. Examples of chelates include bisacetylacetonate titanium diisopropoxide, bismethylacetylacetonate titanium diisopropoxide, bisacetylacetonate zirconium dibutoxide, zirconium tetrakisacetylacetonate, aluminum acetylacetonate, copper acetylacetonate, and nickel. Examples include acetylacetonate, cobalt acetylacetonate, chromium acetylacetylacetonate, vanadium acetylacetonate, and the like. Examples of alkoxides include tetraisopropyl titanate, tetrabutyl titanate, zirconium butoxide, aluminum triisopropoxide, vanadium butoxide, etc.; examples of acylates include diacetoxytitanium isopropoxide, adipate titanium butoxide, oxalate zirconium butoxide, and zirconium octoate. , cobalt octoate, nickel naphtate, and the like. The composition is usually in liquid form, so it can be dripped, sprayed,
It can be applied by brush coating, roll coating, etc., but if necessary, it can also be diluted with a non-reactive solvent such as toluene, xylene, ethyl acetate, butyl acetate, dioxane, freon, etc. Furthermore, if necessary for film properties, it is also effective to use resins that improve film forming properties, such as polyester resins, alkyd resins, ketone resins, polyether resins, acrylic resins, phenolic resins, melamine resins, urethane resins, etc. It is. Such a composition of the present invention, for example, a composition prepared by adding 200 parts of tetraisocyanatosilane to 100 parts of tetraethyl silicate is a low viscosity solvent-free composition of 1 poise or less, and is suitable for the surfaces of glass, inorganic materials, metals, resin wood, etc. Can be applied thinly. This coating film cures in 15 to 20 minutes below room temperature at a normal humidity of about 60% RH, giving a transparent film mainly composed of silicon oxide. This film can be used as an electrical insulation film, a moisture-proof film, a surface hardening film, an antistatic film, etc., and is industrially useful. Examples of the present invention are shown below. Example 1-7 A reactor equipped with a stirrer, a gas blowing pipe, and a thermometer was dried, and silicate and silyl isocyanate were charged as shown in Table 1, and the reactor was heated at room temperature or under heating while passing dehumidified N 2 gas through it. Each example was obtained by stirring.
The product was placed in a glass container and subjected to storage stability and various performance tests. These results are shown in (Table 2).
【表】【table】
【表】
実施例 ８
（実施例４）の組成物20部にジイソプロポキシ
チタンビスアセチルアセトネート0.5部を加えて
均一に溶解させて淡黄色透明溶液を得た。
得られた組成物の貯蔵性は良好であり硬化時間
15分で硬化皮膜は透明であり、アルミ板に対する
皮膜の密着性は良好であつた。
実施例 ９
（実施例７）の組成物20部に１部の錫ビスアセ
チルアセトナートを加えて均一に溶解させ淡黄色
透明溶液を得た。
得られた組成物の貯蔵性は良好であり硬化時間
は15分、硬化皮膜は透明でステンレス（18−８）
板に対する密着性は良好であつた。
実施例 10
H3CO〔−Si（OCH3）2〕−8OCH310部とSi
（OC2H5）410部にC6H5Si（NCO）36部とジルコニウ
ムナフテート0.5部を加えて溶解させ溶液を得た。
生成物は貯蔵性が良好であり硬化時間は20分で
ありガラス板に透明皮膜が形成された。
実施例 11−19
（実施例８）に於いてジイソプロボキシチタン
ビスアセチルアセトネートの代りに各例の化合物
を用いて同様に調整し試験した。[Table] Example 8 0.5 part of diisopropoxy titanium bisacetylacetonate was added to 20 parts of the composition of Example 4 and uniformly dissolved to obtain a pale yellow transparent solution. The resulting composition has good storage stability and a short curing time.
The cured film became transparent after 15 minutes, and the adhesion of the film to the aluminum plate was good. Example 9 1 part of tin bisacetylacetonate was added to 20 parts of the composition of Example 7 and uniformly dissolved to obtain a pale yellow transparent solution. The resulting composition has good storage stability, curing time is 15 minutes, and the cured film is transparent and made of stainless steel (18-8).
Adhesion to the plate was good. Example 10 H3CO [-Si( OCH3 ) 2 ] -8 10 parts of OCH3 and Si
6 parts of C 6 H 5 Si(NCO) 3 and 0.5 parts of zirconium naphthate were added and dissolved in 10 parts of (OC 2 H 5 ) 4 to obtain a solution. The product had good storage stability, curing time was 20 minutes, and a transparent film was formed on the glass plate. Examples 11-19 (Example 8) were prepared and tested in the same manner as in Example 8, except that the compounds of each example were used in place of diisoproboxytitanium bisacetylacetonate.
【表】【table】
【表】
実施例 20−25
Si（OC2H5）4100部とSi（NCO）430部の混合し
た。この混合液に下記各例の樹脂を10部と酢酸エ
チル10部を加えて撹拌して溶解させた。[Table] Example 20-25 100 parts of Si(OC 2 H 5 ) 4 and 30 parts of Si(NCO) 4 were mixed. To this mixed solution were added 10 parts of the resins of the following examples and 10 parts of ethyl acetate, and the mixture was stirred and dissolved.
【表】【table】
Claims (1)
ート化合物に分子中に２個又はそれ以上の
【式】基を有するシリルイソシアネート 化合物を加えた硬化性シリケート組成物。 ２ 分子中に２個又はそれ以上の【式】基 （Ｒは飽和又は不飽和の有機基）を有するシリケ
ート化合物と、分子中に２個又はそれ以上の
【式】基を有するシリルイソシアネート 化合物に、金属のキレート、アルコキシド又はア
シレートのいづれかを加えてなるシリケート組成
物。 ３ 分子中に２個又はそれ以上の【式】基 （Ｒは飽和又は不飽和の有機基）を有するシリケ
ート化合物と、分子中に２個又はそれ以上の
【式】基を有するシリルイソシアネート 化合物に、樹脂及び／又は溶剤を加えてなるシリ
ケート組成物。 ４ シリケート化合物が次式のオルソシリケート
R′nSi（OR）4-o、（R″O）nSi（OR）4-o（R′は飽和
又は不飽和の有機基、R″は飽和又は不飽和の有
機基、ｎは１、又は２）又は【式】 【式】【式】（Ｙは有機基）骨 格を持ち分子中に２個又はそれ以上の
【式】基を持つ化合物である第１〜３項の いづれか記載の硬化性シリケート組成物。 ５ シリルイソシアネート化合物がテトライソシ
アネートシラン、RnSi（NCO）4-o（ｎは１又は
２）或は【式】【式】 【式】骨格を持ち分子中に２個又はそ れ以上の【式】基を持つシリルイソシア ネート化合物である第１〜３項のいづれか記載の
硬化性シリケート組成物。[Claims] 1. A silicate compound having two or more [Formula] groups in the molecule (R is a saturated or unsaturated organic group) has two or more [Formula] groups in the molecule. A curable silicate composition containing a silyl isocyanate compound. 2. For silicate compounds having two or more [Formula] groups in the molecule (R is a saturated or unsaturated organic group) and silyl isocyanate compounds having two or more [Formula] groups in the molecule. , a silicate composition containing any one of a metal chelate, alkoxide, or acylate. 3. For silicate compounds having two or more [Formula] groups in the molecule (R is a saturated or unsaturated organic group) and silyl isocyanate compounds having two or more [Formula] groups in the molecule. , a silicate composition containing a resin and/or a solvent. 4 The silicate compound is an orthosilicate of the following formula
R′nSi(OR) 4-o , (R″O)nSi(OR) 4-o (R′ is a saturated or unsaturated organic group, R″ is a saturated or unsaturated organic group, n is 1, or 2) or [Formula] [Formula] [Formula] (Y is an organic group) The curable compound according to any one of items 1 to 3, which is a compound having a skeleton and two or more [Formula] groups in the molecule Silicate composition. 5 The silyl isocyanate compound is tetraisocyanate silane, RnSi(NCO) 4-o (n is 1 or 2) or has a [formula] [formula] [formula] skeleton and two or more [formula] groups in the molecule. The curable silicate composition according to any one of items 1 to 3, which is a silyl isocyanate compound having the following properties.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9956982A JPS58216194A (en) | 1982-06-10 | 1982-06-10 | Silicate composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9956982A JPS58216194A (en) | 1982-06-10 | 1982-06-10 | Silicate composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58216194A JPS58216194A (en) | 1983-12-15 |
| JPH0138793B2 true JPH0138793B2 (en) | 1989-08-16 |
Family
ID=14250752
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP9956982A Granted JPS58216194A (en) | 1982-06-10 | 1982-06-10 | Silicate composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS58216194A (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5576109A (en) * | 1994-04-20 | 1996-11-19 | Asahi Glass Company Ltd. | Surface treating agent and surface-treated substrate |
| JP2007254678A (en) * | 2006-03-24 | 2007-10-04 | Tokyo Ohka Kogyo Co Ltd | Composition for forming silica-based film and silica-based film |
| KR100803197B1 (en) * | 2006-08-16 | 2008-02-14 | 삼성에스디아이 주식회사 | Silane Compound, Organic Electrolyte and Lithium Battery |
-
1982
- 1982-06-10 JP JP9956982A patent/JPS58216194A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS58216194A (en) | 1983-12-15 |
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