CA1312690C - Composes de type acylaminoorganosilicone ethylenique gras et leur utilite pour le revetement du verre - Google Patents

Composes de type acylaminoorganosilicone ethylenique gras et leur utilite pour le revetement du verre

Info

Publication number: CA1312690C
Authority: CA; Canada
Prior art keywords: coating composition; group; carbon atoms; zero; fatty
Prior art date: 1983-12-20
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

Application number

CA000597514A

Other languages

English (en)

Inventor

Eric Raymond Pohl

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Union Carbide Corp

Original Assignee

Union Carbide Corp

Priority date (The priority date 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 date listed.)

1983-12-20

Filing date

1989-04-21

Publication date

1993-01-12

1983-12-20 Priority claimed from US06/563,980 external-priority patent/US4548842A/en

1989-04-21 Application filed by Union Carbide Corp filed Critical Union Carbide Corp

1993-01-12 Application granted granted Critical

1993-01-12 Publication of CA1312690C publication Critical patent/CA1312690C/fr

2010-01-12 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

150000001875 compounds Chemical class 0.000 title claims abstract description 34
238000000576 coating method Methods 0.000 title abstract description 26
239000011248 coating agent Substances 0.000 title abstract description 25
239000011521 glass Substances 0.000 title abstract description 25
239000000203 mixture Substances 0.000 title description 10
239000008199 coating composition Substances 0.000 claims abstract description 13
229920000620 organic polymer Polymers 0.000 claims abstract description 8
239000002270 dispersing agent Substances 0.000 claims abstract description 7
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
125000004432 carbon atom Chemical group C* 0.000 claims description 12
229910052739 hydrogen Inorganic materials 0.000 claims description 10
239000001257 hydrogen Substances 0.000 claims description 10
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
125000000217 alkyl group Chemical group 0.000 claims description 7
125000002947 alkylene group Chemical group 0.000 claims description 6
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 5
229910052710 silicon Inorganic materials 0.000 claims description 5
229920000098 polyolefin Polymers 0.000 claims description 4
239000010703 silicon Substances 0.000 claims description 4
125000003118 aryl group Chemical group 0.000 claims description 3
125000000732 arylene group Chemical group 0.000 claims description 3
150000002431 hydrogen Chemical class 0.000 claims description 3
239000003960 organic solvent Substances 0.000 claims description 3
150000008064 anhydrides Chemical group 0.000 claims description 2
125000004430 oxygen atom Chemical group O* 0.000 claims description 2
150000002118 epoxides Chemical class 0.000 claims 1
125000004185 ester group Chemical group 0.000 claims 1
125000005843 halogen group Chemical group 0.000 claims 1
125000001183 hydrocarbyl group Chemical group 0.000 claims 1
125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
125000005649 substituted arylene group Chemical group 0.000 claims 1
150000002500 ions Chemical class 0.000 description 18
239000002253 acid Substances 0.000 description 17
238000006243 chemical reaction Methods 0.000 description 12
239000000839 emulsion Substances 0.000 description 9
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 9
-1 polyethylene Polymers 0.000 description 9
240000006240 Linum usitatissimum Species 0.000 description 7
235000004431 Linum usitatissimum Nutrition 0.000 description 7
235000014113 dietary fatty acids Nutrition 0.000 description 7
229930195729 fatty acid Natural products 0.000 description 7
239000000194 fatty acid Substances 0.000 description 7
150000004665 fatty acids Chemical class 0.000 description 7
235000004426 flaxseed Nutrition 0.000 description 7
229910000077 silane Inorganic materials 0.000 description 7
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
239000004698 Polyethylene Substances 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
238000005917 acylation reaction Methods 0.000 description 6
229920000573 polyethylene Polymers 0.000 description 6
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 5
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 5
230000010933 acylation Effects 0.000 description 5
238000000034 method Methods 0.000 description 5
238000012360 testing method Methods 0.000 description 5
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
241000282337 Nasua nasua Species 0.000 description 4
125000005587 carbonate group Chemical group 0.000 description 4
239000003518 caustics Substances 0.000 description 4
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
150000004820 halides Chemical class 0.000 description 4
229920000642 polymer Polymers 0.000 description 4
239000002904 solvent Substances 0.000 description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
239000004593 Epoxy Substances 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
150000001412 amines Chemical class 0.000 description 3
ATADHKWKHYVBTJ-UHFFFAOYSA-N hydron;4-[1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol;chloride Chemical compound Cl.CNCC(O)C1=CC=C(O)C(O)=C1 ATADHKWKHYVBTJ-UHFFFAOYSA-N 0.000 description 3
235000015250 liver sausages Nutrition 0.000 description 3
239000000463 material Substances 0.000 description 3
239000007921 spray Substances 0.000 description 3
210000000538 tail Anatomy 0.000 description 3
DRTQHJPVMGBUCF-UCVXFZOQSA-N 1-[(2s,3s,4s,5s)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione Chemical compound O[C@H]1[C@H](O)[C@H](CO)O[C@@H]1N1C(=O)NC(=O)C=C1 DRTQHJPVMGBUCF-UCVXFZOQSA-N 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
101100536354 Drosophila melanogaster tant gene Proteins 0.000 description 2
241000196324 Embryophyta Species 0.000 description 2
244000020551 Helianthus annuus Species 0.000 description 2
235000003222 Helianthus annuus Nutrition 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
241001465754 Metazoa Species 0.000 description 2
229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
125000002252 acyl group Chemical group 0.000 description 2
239000000654 additive Substances 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
150000001336 alkenes Chemical class 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
239000003153 chemical reaction reagent Substances 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
239000000835 fiber Substances 0.000 description 2
239000003365 glass fiber Substances 0.000 description 2
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
210000000056 organ Anatomy 0.000 description 2
150000007524 organic acids Chemical class 0.000 description 2
238000004806 packaging method and process Methods 0.000 description 2
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
125000001424 substituent group Chemical group 0.000 description 2
239000003760 tallow Substances 0.000 description 2
XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 2
150000003609 titanium compounds Chemical class 0.000 description 2
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
229920002554 vinyl polymer Polymers 0.000 description 2
GHPYJLCQYMAXGG-WCCKRBBISA-N (2R)-2-amino-3-(2-boronoethylsulfanyl)propanoic acid hydrochloride Chemical class Cl.N[C@@H](CSCCB(O)O)C(O)=O GHPYJLCQYMAXGG-WCCKRBBISA-N 0.000 description 1
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
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 description 1
JXYWFNAQESKDNC-BTJKTKAUSA-N (z)-4-hydroxy-4-oxobut-2-enoate;2-[(4-methoxyphenyl)methyl-pyridin-2-ylamino]ethyl-dimethylazanium Chemical group OC(=O)\C=C/C(O)=O.C1=CC(OC)=CC=C1CN(CCN(C)C)C1=CC=CC=N1 JXYWFNAQESKDNC-BTJKTKAUSA-N 0.000 description 1
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
VJKVBYPPYRIGJH-UHFFFAOYSA-N 5-methyl-2-(1,2,3-trimethyl-6-oxabicyclo[3.1.0]hexan-3-yl)phenol Chemical compound CC1C2(C)OC2CC1(C)C1=CC=C(C)C=C1O VJKVBYPPYRIGJH-UHFFFAOYSA-N 0.000 description 1
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
241001136792 Alle Species 0.000 description 1
241001133287 Artocarpus hirsutus Species 0.000 description 1
101100073738 Escherichia coli (strain K12) kgtP gene Proteins 0.000 description 1
UOACKFBJUYNSLK-XRKIENNPSA-N Estradiol Cypionate Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H](C4=CC=C(O)C=C4CC3)CC[C@@]21C)C(=O)CCC1CCCC1 UOACKFBJUYNSLK-XRKIENNPSA-N 0.000 description 1
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
244000068988 Glycine max Species 0.000 description 1
235000010469 Glycine max Nutrition 0.000 description 1
LIHGIKBIBXNWIP-UHFFFAOYSA-N Laurol Natural products CC1C2(C)OC2CC1(C)c3ccc(C)cc3 LIHGIKBIBXNWIP-UHFFFAOYSA-N 0.000 description 1
241001024304 Mino Species 0.000 description 1
101100128278 Mus musculus Lins1 gene Proteins 0.000 description 1
ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
239000005642 Oleic acid Substances 0.000 description 1
241000005308 Orsa Species 0.000 description 1
240000007594 Oryza sativa Species 0.000 description 1
235000007164 Oryza sativa Nutrition 0.000 description 1
229920002367 Polyisobutene Polymers 0.000 description 1
239000004721 Polyphenylene oxide Substances 0.000 description 1
239000004743 Polypropylene Substances 0.000 description 1
241000183024 Populus tremula Species 0.000 description 1
101100408471 Rhodocybe pseudopiperita ple5 gene Proteins 0.000 description 1
HFCYZXMHUIHAQI-UHFFFAOYSA-N Thidiazuron Chemical compound C=1C=CC=CC=1NC(=O)NC1=CN=NS1 HFCYZXMHUIHAQI-UHFFFAOYSA-N 0.000 description 1
241000244317 Tillandsia usneoides Species 0.000 description 1
240000004543 Vicia ervilia Species 0.000 description 1
238000005299 abrasion Methods 0.000 description 1
239000006096 absorbing agent Substances 0.000 description 1
239000002696 acid base indicator Substances 0.000 description 1
125000004442 acylamino group Chemical group 0.000 description 1
230000000996 additive effect Effects 0.000 description 1
210000000577 adipose tissue Anatomy 0.000 description 1
150000003973 alkyl amines Chemical group 0.000 description 1
230000009435 amidation Effects 0.000 description 1
238000007112 amidation reaction Methods 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
235000013361 beverage Nutrition 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
238000009835 boiling Methods 0.000 description 1
125000006360 carbonyl amino methylene group Chemical group [H]N(C([*:1])=O)C([H])([H])[*:2] 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
229920001577 copolymer Polymers 0.000 description 1
230000008878 coupling Effects 0.000 description 1
238000010168 coupling process Methods 0.000 description 1
238000005859 coupling reaction Methods 0.000 description 1
230000007423 decrease Effects 0.000 description 1
238000004821 distillation Methods 0.000 description 1
235000013399 edible fruits Nutrition 0.000 description 1
QTTMOCOWZLSYSV-QWAPEVOJSA-M equilin sodium sulfate Chemical compound [Na+].[O-]S(=O)(=O)OC1=CC=C2[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4C3=CCC2=C1 QTTMOCOWZLSYSV-QWAPEVOJSA-M 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
239000011152 fibreglass Substances 0.000 description 1
238000011049 filling Methods 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
235000013305 food Nutrition 0.000 description 1
125000004005 formimidoyl group Chemical group [H]\N=C(/[H])* 0.000 description 1
239000003517 fume Substances 0.000 description 1
ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
150000002430 hydrocarbons Chemical group 0.000 description 1
150000003840 hydrochlorides Chemical class 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
235000015110 jellies Nutrition 0.000 description 1
239000008274 jelly Substances 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
ARYZCSRUUPFYMY-UHFFFAOYSA-N methoxysilane Chemical compound CO[SiH3] ARYZCSRUUPFYMY-UHFFFAOYSA-N 0.000 description 1
239000003595 mist Substances 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
125000004433 nitrogen atom Chemical group N* 0.000 description 1
239000003921 oil Substances 0.000 description 1
125000002811 oleoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000000962 organic group Chemical group 0.000 description 1
AICOOMRHRUFYCM-ZRRPKQBOSA-N oxazine, 1 Chemical compound C([C@@H]1[C@H](C(C[C@]2(C)[C@@H]([C@H](C)N(C)C)[C@H](O)C[C@]21C)=O)CC1=CC2)C[C@H]1[C@@]1(C)[C@H]2N=C(C(C)C)OC1 AICOOMRHRUFYCM-ZRRPKQBOSA-N 0.000 description 1
IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
239000011253 protective coating Substances 0.000 description 1
238000013102 re-test Methods 0.000 description 1
239000012744 reinforcing agent Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000011347 resin Substances 0.000 description 1
235000009566 rice Nutrition 0.000 description 1
238000006748 scratching Methods 0.000 description 1
230000002393 scratching effect Effects 0.000 description 1
150000004756 silanes Chemical class 0.000 description 1
239000007787 solid Substances 0.000 description 1
WSWCOQWTEOXDQX-MQQKCMAXSA-N sorbic acid group Chemical group C(\C=C\C=C\C)(=O)O WSWCOQWTEOXDQX-MQQKCMAXSA-N 0.000 description 1
238000005507 spraying Methods 0.000 description 1
235000020354 squash Nutrition 0.000 description 1
230000003068 static effect Effects 0.000 description 1
108010003641 statine renin inhibitory peptide Proteins 0.000 description 1
125000003696 stearoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000003756 stirring Methods 0.000 description 1
229920001187 thermosetting polymer Polymers 0.000 description 1
ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
238000005406 washing Methods 0.000 description 1

Landscapes

Paints Or Removers (AREA)

CA000597514A 1983-12-20 1989-04-21 Composes de type acylaminoorganosilicone ethylenique gras et leur utilite pour le revetement du verre Expired - Fee Related CA1312690C (fr)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
US06/563,980 US4548842A (en)	1983-12-20	1983-12-20	Fatty ethenoid acylaminoorganosilicon compounds and their use in compositions for coating glass
US563,980		1983-12-20
CA000469180A CA1257032A (fr)	1983-12-20	1984-12-03	Composes gras ethenoides acylamino-organosilicies et leur utilisation dans des compositions pour le revetement du verre

Related Parent Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000469180A Division CA1257032A (fr)	1983-12-20	1984-12-03	Composes gras ethenoides acylamino-organosilicies et leur utilisation dans des compositions pour le revetement du verre

Publications (1)

Publication Number	Publication Date
CA1312690C true CA1312690C (fr)	1993-01-12

Family

ID=25670537

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000597514A Expired - Fee Related CA1312690C (fr)	1983-12-20	1989-04-21	Composes de type acylaminoorganosilicone ethylenique gras et leur utilite pour le revetement du verre

Country Status (1)

Country	Link
CA (1)	CA1312690C (fr)

1989
- 1989-04-21 CA CA000597514A patent/CA1312690C/fr not_active Expired - Fee Related

Legal Events

Date	Code	Title	Description
2004-01-12	MKLA	Lapsed

Publication	Publication Date	Title
US3244541A (en)	1966-04-05	Water-repellent compositions and methods of making same
EP0146142B1 (fr)	1992-05-27	Composés organiques acylaminés du silicium à chaine grasse et leur utilisation pour le revêtement du verre
US5292549A (en)	1994-03-08	Metallic coated steel having a siloxane film providing temporary corrosion protection and method therefor
CA1098246A (fr)	1981-03-24	Enduits d'epoxy-silane durcis et resistant a l'usure
EP1997824B1 (fr)	2012-02-22	Aminosilane modifiée de perfluoropolyéther, agent de traitement de surface, et article à revêtement d'aminosilane
JP2010202881A (ja)	2010-09-16	反射防止特性および防曇特性を有するコーティング組成物
US3873352A (en)	1975-03-25	Abrasion resistant one step glass coating with excellent labelability
EP0703282A2 (fr)	1996-03-27	Composition de traitement de surface
JP2010540757A (ja)	2010-12-24	カチオン性のフッ素化エーテルシラン組成物及び関連する方法
JPH05331455A (ja)	1993-12-14	親水撥油処理剤
EP0618246B1 (fr)	1996-01-31	Dispension aqueuse d'une résine epoxyde silylée
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KR20170123262A (ko)	2017-11-07	분무 도포용 조성물
US3207623A (en)	1965-09-21	Sized glass fiber
US4370385A (en)	1983-01-25	Masking of abrasion injury on glass articles
DE2852593C2 (fr)	1988-04-14
WO2014099448A2 (fr)	2014-06-26	Compositions de revêtement et films multicouches pour surfaces faciles à nettoyer
HUT61713A (en)	1993-03-01	Silane-containing modificating coating for improving character of glas objects and process for the coating
US4659756A (en)	1987-04-21	Fatty ethenoid acylaminoorganosilicon compounds and their use in compositions for coating glass
US3433750A (en)	1969-03-18	Novel water-repellent compositions
EP0570173A2 (fr)	1993-11-18	Composition de revêtement contenant des dérivés d'amines organiques et d'époxides silylés
JPH01275486A (ja)	1989-11-06	ケイ酸塩性の加工材料からなる器物上の光沢貴金属彩飾模様
JP4527974B2 (ja)	2010-08-18	表面処理組成物およびその方法
JPH0255781A (ja)	1990-02-26	無機コート膜の表面処理剤
JP2023127569A (ja)	2023-09-13	着氷着雪防止組成物