CA2281801C - Organic-inorganic hybrid materials - Google Patents
Organic-inorganic hybrid materials Download PDFInfo
- Publication number
- CA2281801C CA2281801C CA002281801A CA2281801A CA2281801C CA 2281801 C CA2281801 C CA 2281801C CA 002281801 A CA002281801 A CA 002281801A CA 2281801 A CA2281801 A CA 2281801A CA 2281801 C CA2281801 C CA 2281801C
- Authority
- CA
- Canada
- Prior art keywords
- composition
- oxide
- inorganic particles
- organic
- inorganic
- 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 - Fee Related
Links
- 239000000463 material Substances 0.000 title abstract description 26
- 239000000203 mixture Substances 0.000 claims abstract description 41
- 229920000620 organic polymer Polymers 0.000 claims abstract description 32
- 239000010954 inorganic particle Substances 0.000 claims abstract description 24
- 239000011230 binding agent Substances 0.000 claims abstract description 14
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 23
- 239000002904 solvent Substances 0.000 claims description 23
- 238000000576 coating method Methods 0.000 claims description 20
- 229920000642 polymer Polymers 0.000 claims description 16
- 239000002184 metal Substances 0.000 claims description 14
- 229910052751 metal Inorganic materials 0.000 claims description 14
- 239000011164 primary particle Substances 0.000 claims description 14
- 150000001282 organosilanes Chemical class 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 125000003118 aryl group Chemical group 0.000 claims description 9
- 229910052755 nonmetal Inorganic materials 0.000 claims description 9
- 239000000377 silicon dioxide Substances 0.000 claims description 9
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 7
- 239000011248 coating agent Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 229910002808 Si–O–Si Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 150000002739 metals Chemical class 0.000 claims description 4
- 238000000465 moulding Methods 0.000 claims description 4
- 229910018540 Si C Inorganic materials 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 150000002843 nonmetals Chemical class 0.000 claims description 3
- 229920005862 polyol Polymers 0.000 claims description 3
- 150000003077 polyols Chemical class 0.000 claims description 3
- 229910010271 silicon carbide Inorganic materials 0.000 claims description 3
- 125000005915 C6-C14 aryl group Chemical group 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 17
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 13
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 13
- 235000019589 hardness Nutrition 0.000 description 13
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 11
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 11
- 239000003054 catalyst Substances 0.000 description 11
- 239000008240 homogeneous mixture Substances 0.000 description 11
- 150000004703 alkoxides Chemical class 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000000470 constituent Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000009833 condensation Methods 0.000 description 6
- 230000005494 condensation Effects 0.000 description 6
- 239000006185 dispersion Substances 0.000 description 6
- 239000004922 lacquer Substances 0.000 description 6
- 125000000962 organic group Chemical group 0.000 description 6
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- 230000001588 bifunctional effect Effects 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 5
- 229910052681 coesite Inorganic materials 0.000 description 4
- 229910052906 cristobalite Inorganic materials 0.000 description 4
- 229910021419 crystalline silicon Inorganic materials 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 239000004417 polycarbonate Substances 0.000 description 4
- 229920000515 polycarbonate Polymers 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 229910052682 stishovite Inorganic materials 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- 229910052905 tridymite Inorganic materials 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- AXDJCCTWPBKUKL-UHFFFAOYSA-N 4-[(4-aminophenyl)-(4-imino-3-methylcyclohexa-2,5-dien-1-ylidene)methyl]aniline;hydron;chloride Chemical compound Cl.C1=CC(=N)C(C)=CC1=C(C=1C=CC(N)=CC=1)C1=CC=C(N)C=C1 AXDJCCTWPBKUKL-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- YGHUUVGIRWMJGE-UHFFFAOYSA-N chlorodimethylsilane Chemical compound C[SiH](C)Cl YGHUUVGIRWMJGE-UHFFFAOYSA-N 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- 238000006459 hydrosilylation reaction Methods 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 150000002902 organometallic compounds Chemical class 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- -1 polvethers Polymers 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000012780 transparent material Substances 0.000 description 2
- NGZXDRGWBULKFA-NSOVKSMOSA-N (+)-Bebeerine Chemical compound C([C@@H]1N(C)CCC=2C=C(C(=C(OC3=CC=C(C=C3)C[C@H]3C=4C=C(C(=CC=4CCN3C)OC)O3)C=21)O)OC)C1=CC=C(O)C3=C1 NGZXDRGWBULKFA-NSOVKSMOSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 241000586173 Curinus Species 0.000 description 1
- 102100035861 Cytosolic 5'-nucleotidase 1A Human genes 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 241000483002 Euproctis similis Species 0.000 description 1
- 101000802744 Homo sapiens Cytosolic 5'-nucleotidase 1A Proteins 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 1
- 108010019160 Pancreatin Proteins 0.000 description 1
- 239000004962 Polyamide-imide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 239000006004 Quartz sand Substances 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 229910002800 Si–O–Al Inorganic materials 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 238000006136 alcoholysis reaction Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 239000012300 argon atmosphere Substances 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 229910001593 boehmite Inorganic materials 0.000 description 1
- YXESKRYTYVPTNB-UHFFFAOYSA-N butan-1-ol;butan-2-ol Chemical compound CCCCO.CCC(C)O YXESKRYTYVPTNB-UHFFFAOYSA-N 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 229910010293 ceramic material Inorganic materials 0.000 description 1
- QABCGOSYZHCPGN-UHFFFAOYSA-N chloro(dimethyl)silicon Chemical compound C[Si](C)Cl QABCGOSYZHCPGN-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 150000001923 cyclic compounds Chemical class 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000012154 double-distilled water Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 1
- FAHBNUUHRFUEAI-UHFFFAOYSA-M hydroxidooxidoaluminium Chemical compound O[Al]=O FAHBNUUHRFUEAI-UHFFFAOYSA-M 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 238000009434 installation Methods 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
- 239000003446 ligand Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- XULSCZPZVQIMFM-IPZQJPLYSA-N odevixibat Chemical compound C12=CC(SC)=C(OCC(=O)N[C@@H](C(=O)N[C@@H](CC)C(O)=O)C=3C=CC(O)=CC=3)C=C2S(=O)(=O)NC(CCCC)(CCCC)CN1C1=CC=CC=C1 XULSCZPZVQIMFM-IPZQJPLYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229940055695 pancreatin Drugs 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920006112 polar polymer Polymers 0.000 description 1
- 229920000765 poly(2-oxazolines) Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002312 polyamide-imide Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920001470 polyketone Polymers 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 229920001290 polyvinyl ester Polymers 0.000 description 1
- 229920001289 polyvinyl ether Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000003134 recirculating effect Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000004819 silanols Chemical class 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- UFHILTCGAOPTOV-UHFFFAOYSA-N tetrakis(ethenyl)silane Chemical compound C=C[Si](C=C)(C=C)C=C UFHILTCGAOPTOV-UHFFFAOYSA-N 0.000 description 1
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-O triethylammonium ion Chemical compound CC[NH+](CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-O 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
- C09D183/02—Polysilicates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/541—Silicon-containing compounds containing oxygen
- C08K5/5415—Silicon-containing compounds containing oxygen containing at least one Si—O bond
- C08K5/5419—Silicon-containing compounds containing oxygen containing at least one Si—O bond containing at least one Si—C bond
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Silicon Polymers (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19707390.5 | 1997-02-25 | ||
| DE19707390 | 1997-02-25 | ||
| PCT/EP1998/000775 WO1998038251A1 (de) | 1997-02-25 | 1998-02-12 | Organisch-anorganische hybridmaterialien |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2281801A1 CA2281801A1 (en) | 1998-09-03 |
| CA2281801C true CA2281801C (en) | 2008-07-15 |
Family
ID=7821338
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002281801A Expired - Fee Related CA2281801C (en) | 1997-02-25 | 1998-02-12 | Organic-inorganic hybrid materials |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US6271292B1 (https=) |
| EP (1) | EP0963414B1 (https=) |
| JP (1) | JP4291415B2 (https=) |
| AU (1) | AU6622098A (https=) |
| CA (1) | CA2281801C (https=) |
| MX (1) | MX222768B (https=) |
| WO (1) | WO1998038251A1 (https=) |
Families Citing this family (48)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0981570B1 (de) * | 1997-05-23 | 2002-10-16 | Bayer Ag | Organosilan-oligomere |
| US6635331B2 (en) * | 1998-03-23 | 2003-10-21 | Ronald N. Kessler | Universal mat with removable strips |
| DE19814060A1 (de) * | 1998-03-30 | 1999-10-07 | Bayer Ag | Borhaltige Mischungen, Hybridmaterialien und Beschichtungen |
| DE19824188A1 (de) | 1998-05-29 | 1999-12-02 | Bayer Ag | Wäßrige Zubereitung zur Behandlung mineralischer Baustoffe |
| JP2002517585A (ja) * | 1998-06-05 | 2002-06-18 | カボット・コーポレーション | ナノ多孔質相互浸透有機−無機網目構造 |
| DE19828256A1 (de) * | 1998-06-25 | 1999-12-30 | Bayer Ag | Antifoulingmittel, ein Verfahren zur Herstellung und deren Verwendung sowie daraus hergestellte Antifoulingbeschichtungen |
| CZ297008B6 (cs) * | 1998-11-24 | 2006-08-16 | Bayer Aktiengesellschaft | Vodné prípravky pro osetrení minerálních stavebních hmot, zpusob jejich výroby a jejich pouzití |
| US6686035B2 (en) | 1999-02-05 | 2004-02-03 | Waters Investments Limited | Porous inorganic/organic hybrid particles for chromatographic separations and process for their preparation |
| US6617039B1 (en) | 1999-06-16 | 2003-09-09 | Bayer Aktiengesellschaft | Nitrogen-free compounds as adhesion promoters for silicon-based scratch-resistant coatings on polycarbonate |
| PT1204709E (pt) * | 1999-07-30 | 2007-05-31 | Ppg Ind Ohio Inc | Composições de revestimento que têm resistência ao arranhão melhorada, substratos revestidos e métodos relacionados com eles |
| US6610777B1 (en) | 1999-07-30 | 2003-08-26 | Ppg Industries Ohio, Inc. | Flexible coating compositions having improved scratch resistance, coated substrates and methods related thereto |
| CN1209427C (zh) * | 1999-07-30 | 2005-07-06 | 匹兹堡玻璃板工业俄亥俄股份有限公司 | 具有改进抗刮性的涂料组合物、涂覆基材及其有关方法 |
| DE10018429A1 (de) * | 2000-04-14 | 2001-10-18 | Bayer Ag | Kunststoffe die mit zinkoxidhaltigen, abriebfesten Multischichten stabilisiert sind |
| US6635341B1 (en) | 2000-07-31 | 2003-10-21 | Ppg Industries Ohio, Inc. | Coating compositions comprising silyl blocked components, coating, coated substrates and methods related thereto |
| US6528167B2 (en) * | 2001-01-31 | 2003-03-04 | Waters Investments Limited | Porous hybrid particles with organic groups removed from the surface |
| EP1236765A1 (de) | 2001-02-28 | 2002-09-04 | hanse chemie GmbH | Siliciumdioxiddispersion |
| US7250214B2 (en) | 2001-08-09 | 2007-07-31 | Waters Investments Limited | Porous inorganic/organic hybrid monolith materials for chromatographic separations and process for their preparation |
| JP4064130B2 (ja) * | 2002-03-15 | 2008-03-19 | 株式会社きもと | 透明ハードコートフィルム |
| DE10215941A1 (de) * | 2002-04-11 | 2003-10-23 | Bayer Ag | Anorganische UV-Absorber enthaltene Bindemittel |
| DE10217202A1 (de) * | 2002-04-18 | 2003-11-06 | Bayer Ag | Anti-Haft-Beschichtungen für Reaktoren |
| WO2004041398A2 (en) | 2002-10-30 | 2004-05-21 | Waters Investments Limited | Porous inorganic/organic hybrid materials and preparation thereof |
| AU2003300295A1 (en) * | 2002-12-20 | 2004-07-22 | Cardiac Inventions Unlimited, Inc. | Left ventricular pacing lead and implantation method |
| DE112005001838B4 (de) * | 2004-07-30 | 2018-11-29 | Waters Technologies Corp. (N.D.Ges.D. Staates Delaware) | Poröse anorganische/organische Hybridmaterialien mit geordneten Domänen für chromatographische Auftrennungen, Verfahren für deren Herstellung sowie Auftrennvorrichtung und chromatographische Säule |
| US10773186B2 (en) | 2004-07-30 | 2020-09-15 | Waters Technologies Corporation | Porous inorganic/organic hybrid materials with ordered domains for chromatographic separations and processes for their preparation |
| DE102004048874A1 (de) * | 2004-10-07 | 2006-04-13 | Bayer Materialscience Ag | Hybride Decklacke |
| US9125968B2 (en) * | 2005-03-30 | 2015-09-08 | Boston Scientific Scimed, Inc. | Polymeric/ceramic composite materials for use in medical devices |
| US8461223B2 (en) | 2005-04-07 | 2013-06-11 | Aspen Aerogels, Inc. | Microporous polycyclopentadiene-based aerogels |
| WO2006135882A2 (en) * | 2005-06-11 | 2006-12-21 | Aspen Aerogels Inc. | Microporous polyisocyanate based hybrid materials |
| US8008395B2 (en) * | 2005-09-27 | 2011-08-30 | Boston Scientific Scimed, Inc. | Organic-inorganic hybrid particle material and polymer compositions containing same |
| US9308520B2 (en) * | 2005-12-16 | 2016-04-12 | Akzo Nobel N.V. | Silica based material |
| US8455088B2 (en) | 2005-12-23 | 2013-06-04 | Boston Scientific Scimed, Inc. | Spun nanofiber, medical devices, and methods |
| US7979798B2 (en) | 2005-12-30 | 2011-07-12 | Sap Ag | System and method for providing user help tips |
| US7754801B2 (en) * | 2005-12-30 | 2010-07-13 | Columbia Insurance Company | Translucent coating compositions providing improved UV degradation resistance |
| US9181486B2 (en) | 2006-05-25 | 2015-11-10 | Aspen Aerogels, Inc. | Aerogel compositions with enhanced performance |
| JP2010515804A (ja) | 2007-01-12 | 2010-05-13 | ウオーターズ・テクノロジーズ・コーポレイシヨン | クロマトグラフ分離用多孔質炭素−ヘテロ原子−ケイ素ハイブリッド無機／有機材料およびその調製のための方法 |
| DE102007021630A1 (de) | 2007-05-09 | 2008-11-13 | Bayer Materialscience Ag | Hybride Polyisocyanate |
| DE102007021621A1 (de) | 2007-05-09 | 2008-11-13 | Bayer Materialscience Ag | Hybride Polyisocyanate |
| JP5907646B2 (ja) * | 2009-02-16 | 2016-04-26 | 日産自動車株式会社 | 微粒子−ポリロタキサン含有塗料、微粒子−ポリロタキサン含有塗膜及び塗装物品 |
| WO2010141426A1 (en) | 2009-06-01 | 2010-12-09 | Waters Technologies Corporation | Hybrid material for chromatographic separations |
| US11439977B2 (en) | 2009-06-01 | 2022-09-13 | Waters Technologies Corporation | Hybrid material for chromatographic separations comprising a superficially porous core and a surrounding material |
| DE102009034905A1 (de) * | 2009-07-28 | 2011-02-03 | GM Global Technology Operations, Inc., Detroit | Kraftfahrzeug-Vorderbau und Verfahren zur Herstellung eines Kraftfahrzeug-Vorderbaus |
| DE102010022262A1 (de) * | 2010-05-31 | 2011-12-01 | Siemens Aktiengesellschaft | Compound-Werkstoff für Abstützklötze und Herstellungsverfahren dazu |
| US20130112605A1 (en) | 2010-07-26 | 2013-05-09 | Waters Technologies Corporation | Superficially porous materials comprising a substantially nonporous core having narrow particle size distribution; process for the preparation thereof; and use thereof for chromatographic separations |
| US9133280B2 (en) * | 2011-06-30 | 2015-09-15 | Aspen Aerogels, Inc. | Sulfur-containing organic-inorganic hybrid gel compositions and aerogels |
| KR101886395B1 (ko) | 2011-10-21 | 2018-08-07 | 롬 앤드 하스 캄파니 | 안정한 신규 수성 하이브리드 결합제 |
| DE102013112826B4 (de) * | 2013-11-20 | 2021-08-05 | OSRAM Opto Semiconductors Gesellschaft mit beschränkter Haftung | Optoelektronisches Bauelement umfassend eine Haftschicht und Verfahren zur Herstellung einer Haftschicht in einem optoelektronischen Bauelement |
| US20190015815A1 (en) | 2016-03-06 | 2019-01-17 | Waters Technologies Corporation | Superficially porous materials comprising a coated core having narrow particle size distribution; process for the preparation thereof; and use thereof for chromatographic separations |
| CN111961377A (zh) * | 2020-08-26 | 2020-11-20 | 三棵树涂料股份有限公司 | 一种水性高抗裂仿石艺术涂料及其制备方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5344712A (en) | 1990-06-29 | 1994-09-06 | Ppg Industries, Inc. | Abrasion resistant siloxane coatings containing ceria |
| CA2043453A1 (en) * | 1990-06-29 | 1991-12-30 | John Darwin Basil | Abrasion resistant siloxane coatings containing ceria |
| US5035745A (en) | 1990-06-29 | 1991-07-30 | Ppg Industries, Inc. | Ion-exchanged abrasion resistant coatings |
| US5252654A (en) | 1991-07-03 | 1993-10-12 | E. I. Du Pont De Nemours And Company | Organic-inorganic polymeric composites |
| JP3040598B2 (ja) * | 1992-05-08 | 2000-05-15 | 株式会社関西新技術研究所 | 有機・無機複合透明均質体及びその製造方法 |
| US5346939A (en) | 1993-01-25 | 1994-09-13 | Minnesota Mining And Manufacturing Company | Water curable resin compositions |
| US5677410A (en) | 1995-05-16 | 1997-10-14 | Bayer Ag | Carbosilane-dendrimers, carbosilane-hybrid materials, methods for manufacturing them and a method for manufacturing coatings from the carbosilane-dendrimers |
-
1998
- 1998-02-12 EP EP98908089A patent/EP0963414B1/de not_active Revoked
- 1998-02-12 JP JP53723198A patent/JP4291415B2/ja not_active Expired - Fee Related
- 1998-02-12 WO PCT/EP1998/000775 patent/WO1998038251A1/de not_active Ceased
- 1998-02-12 CA CA002281801A patent/CA2281801C/en not_active Expired - Fee Related
- 1998-02-12 US US09/367,779 patent/US6271292B1/en not_active Expired - Lifetime
- 1998-02-12 AU AU66220/98A patent/AU6622098A/en not_active Abandoned
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1999
- 1999-08-24 MX MX9907814A patent/MX222768B/es active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| MX222768B (en) | 2004-09-15 |
| CA2281801A1 (en) | 1998-09-03 |
| EP0963414A1 (de) | 1999-12-15 |
| WO1998038251A1 (de) | 1998-09-03 |
| MX9907814A (en) | 2000-01-31 |
| JP4291415B2 (ja) | 2009-07-08 |
| US6271292B1 (en) | 2001-08-07 |
| EP0963414B1 (de) | 2012-07-25 |
| JP2001514678A (ja) | 2001-09-11 |
| AU6622098A (en) | 1998-09-18 |
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