JPH0222769B2 - - Google Patents
Info
- Publication number
- JPH0222769B2 JPH0222769B2 JP58144358A JP14435883A JPH0222769B2 JP H0222769 B2 JPH0222769 B2 JP H0222769B2 JP 58144358 A JP58144358 A JP 58144358A JP 14435883 A JP14435883 A JP 14435883A JP H0222769 B2 JPH0222769 B2 JP H0222769B2
- Authority
- JP
- Japan
- Prior art keywords
- uva
- mol
- parts
- cured
- hydroxyl group
- 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 - Lifetime
Links
- 229920005989 resin Polymers 0.000 claims description 26
- 239000011347 resin Substances 0.000 claims description 26
- 239000000203 mixture Substances 0.000 claims description 24
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 17
- -1 benzophenone compound Chemical class 0.000 claims description 15
- 239000011248 coating agent Substances 0.000 claims description 11
- 238000000576 coating method Methods 0.000 claims description 11
- 239000003795 chemical substances by application Substances 0.000 claims description 9
- 229920000642 polymer Polymers 0.000 claims description 9
- 239000011342 resin composition Substances 0.000 claims description 7
- 229920003002 synthetic resin Polymers 0.000 claims description 6
- 239000000057 synthetic resin Substances 0.000 claims description 6
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims description 6
- 239000012965 benzophenone Substances 0.000 claims description 4
- 125000005113 hydroxyalkoxy group Chemical group 0.000 claims description 4
- 229920002313 fluoropolymer Polymers 0.000 claims description 2
- 239000004811 fluoropolymer Substances 0.000 claims description 2
- 238000001723 curing Methods 0.000 description 15
- 239000012948 isocyanate Substances 0.000 description 13
- 150000002513 isocyanates Chemical class 0.000 description 13
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 238000000034 method Methods 0.000 description 8
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 7
- 229920000877 Melamine resin Polymers 0.000 description 7
- 229910052731 fluorine Inorganic materials 0.000 description 7
- 239000011737 fluorine Substances 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 239000010408 film Substances 0.000 description 6
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 5
- 150000008065 acid anhydrides Chemical class 0.000 description 5
- 239000000470 constituent Substances 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- SKYXLDSRLNRAPS-UHFFFAOYSA-N 1,2,4-trifluoro-5-methoxybenzene Chemical compound COC1=CC(F)=C(F)C=C1F SKYXLDSRLNRAPS-UHFFFAOYSA-N 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 238000000862 absorption spectrum Methods 0.000 description 4
- 150000007974 melamines Chemical class 0.000 description 4
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 230000009477 glass transition Effects 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- RQFUZUMFPRMVDX-UHFFFAOYSA-N 3-Bromo-1-propanol Chemical compound OCCCBr RQFUZUMFPRMVDX-UHFFFAOYSA-N 0.000 description 2
- HMBNQNDUEFFFNZ-UHFFFAOYSA-N 4-ethenoxybutan-1-ol Chemical compound OCCCCOC=C HMBNQNDUEFFFNZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 239000008199 coating composition Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 150000007519 polyprotic acids Polymers 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 229920001567 vinyl ester resin Polymers 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- APNOOECCLHIHKN-UHFFFAOYSA-N (4-hydroxyphenyl)-(4,6,6-trihydroxycyclohexa-2,4-dien-1-yl)methanone Chemical compound C1=CC(O)=CC(O)(O)C1C(=O)C1=CC=C(O)C=C1 APNOOECCLHIHKN-UHFFFAOYSA-N 0.000 description 1
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- JJRUAPNVLBABCN-UHFFFAOYSA-N 2-(ethenoxymethyl)oxirane Chemical compound C=COCC1CO1 JJRUAPNVLBABCN-UHFFFAOYSA-N 0.000 description 1
- NQBXSWAWVZHKBZ-UHFFFAOYSA-N 2-butoxyethyl acetate Chemical compound CCCCOCCOC(C)=O NQBXSWAWVZHKBZ-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- JNTPTNNCGDAGEJ-UHFFFAOYSA-N 6-chlorohexan-1-ol Chemical compound OCCCCCCCl JNTPTNNCGDAGEJ-UHFFFAOYSA-N 0.000 description 1
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920003270 Cymel® Polymers 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 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
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- AGYGLKOVASZVOQ-UHFFFAOYSA-N [2-hydroxy-4-(3-hydroxypropoxy)phenyl]-phenylmethanone Chemical compound OC1=CC(OCCCO)=CC=C1C(=O)C1=CC=CC=C1 AGYGLKOVASZVOQ-UHFFFAOYSA-N 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
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229920003180 amino resin Polymers 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000000903 blocking 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
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical group FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- YIJMUXUNBGFYSI-UHFFFAOYSA-N diphenylmethanone hydrate Chemical compound O.C=1C=CC=CC=1C(=O)C1=CC=CC=C1 YIJMUXUNBGFYSI-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical group O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 125000005372 silanol group Chemical group 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- DVQHRBFGRZHMSR-UHFFFAOYSA-N sodium methyl 2,2-dimethyl-4,6-dioxo-5-(N-prop-2-enoxy-C-propylcarbonimidoyl)cyclohexane-1-carboxylate Chemical compound [Na+].C=CCON=C(CCC)[C-]1C(=O)CC(C)(C)C(C(=O)OC)C1=O DVQHRBFGRZHMSR-UHFFFAOYSA-N 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Classifications
-
- 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
- C08K5/04—Oxygen-containing compounds
- C08K5/07—Aldehydes; Ketones
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP58144358A JPS6036565A (ja) | 1983-08-09 | 1983-08-09 | 被覆用硬化性樹脂組成物 |
GB08419563A GB2144751B (en) | 1983-08-09 | 1984-08-01 | Light stable curable resin composition |
US06/637,833 US4576977A (en) | 1983-08-09 | 1984-08-06 | Curable resin composition |
DE3429224A DE3429224C2 (de) | 1983-08-09 | 1984-08-08 | Härtbare Harzmasse |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP58144358A JPS6036565A (ja) | 1983-08-09 | 1983-08-09 | 被覆用硬化性樹脂組成物 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS6036565A JPS6036565A (ja) | 1985-02-25 |
JPH0222769B2 true JPH0222769B2 (US08124317-20120228-C00026.png) | 1990-05-21 |
Family
ID=15360243
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP58144358A Granted JPS6036565A (ja) | 1983-08-09 | 1983-08-09 | 被覆用硬化性樹脂組成物 |
Country Status (4)
Country | Link |
---|---|
US (1) | US4576977A (US08124317-20120228-C00026.png) |
JP (1) | JPS6036565A (US08124317-20120228-C00026.png) |
DE (1) | DE3429224C2 (US08124317-20120228-C00026.png) |
GB (1) | GB2144751B (US08124317-20120228-C00026.png) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01180032U (US08124317-20120228-C00026.png) * | 1988-06-11 | 1989-12-25 | ||
JPH04114689A (ja) * | 1990-09-05 | 1992-04-15 | Mitsubishi Materials Corp | 鋏 |
JPH0568754A (ja) * | 1991-07-31 | 1993-03-23 | Mitsubishi Materials Corp | はさみおよびその製造方法 |
JPH0584363A (ja) * | 1991-08-20 | 1993-04-06 | Mitsubishi Materials Corp | はさみおよびその製造方法 |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5002058A (en) * | 1986-04-25 | 1991-03-26 | Intra-Sonix, Inc. | Ultrasonic transducer |
JPH0794655B2 (ja) * | 1987-12-10 | 1995-10-11 | ケミプロ化成株式会社 | 紫外線安定剤 |
JPH01167359A (ja) * | 1987-12-24 | 1989-07-03 | Sumitomo Bakelite Co Ltd | エポキシ樹脂組成物 |
JP2508815B2 (ja) * | 1988-08-23 | 1996-06-19 | 旭硝子株式会社 | 電着塗料組成物 |
US5254608A (en) * | 1989-10-19 | 1993-10-19 | E. I. Du Pont De Nemours And Company | Ultraviolet screener blends |
US5198498A (en) * | 1990-02-06 | 1993-03-30 | Ciba-Geigy Corporation | Light-stabilized binders for coating compositions |
US6495656B1 (en) | 1990-11-30 | 2002-12-17 | Eastman Chemical Company | Copolyesters and fibrous materials formed therefrom |
EP0526399B1 (de) * | 1991-07-29 | 1995-09-27 | Ciba SC Holding AG | Lichtstabilisierte Copolymer-Zusammensetzungen als Bindemittel für Lacke |
ATE343007T1 (de) * | 1997-08-28 | 2006-11-15 | Eastman Chem Co | Verbesserte copolymerbinderfasern |
DE69926518T2 (de) * | 1998-08-28 | 2006-01-05 | Eastman Chemical Co., Kingsport | Neopentylglycol enthaltende polyester und daraus hergestellte fasern |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5375186A (en) * | 1976-12-15 | 1978-07-04 | Mitsubishi Gas Chem Co Inc | Absorbent for ultraviolet rays |
Family Cites Families (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB118818A (en) * | 1918-05-02 | 1918-09-12 | Alexander Bell Scott | Improvements in Collapsible Baskets. |
DE1093374B (de) * | 1955-07-18 | 1960-11-24 | American Cyanamid Co | Verfahren zur Herstellung von Hydroxylgruppen enthaltenden Benzophenonaethern |
NL102188C (US08124317-20120228-C00026.png) * | 1957-03-23 | |||
US3387035A (en) * | 1963-11-04 | 1968-06-04 | Air Force Usa | Fluorine substituted benzophenone ultraveiolet absorbers |
US3410882A (en) * | 1963-12-09 | 1968-11-12 | Hormel & Co Geo A | Process and apparatus for continuous rendering operations |
US3407156A (en) * | 1964-06-03 | 1968-10-22 | Du Pont | Weatherable transparent coating composition for wood substrates |
US3823205A (en) * | 1965-11-22 | 1974-07-09 | Du Pont | Lacquers based on acrylic polymer blends |
FR1506475A (fr) * | 1966-11-07 | 1967-12-22 | Dausse Lab | Dérivés de tétracycline et leur préparation |
US3580927A (en) * | 1967-11-24 | 1971-05-25 | Minnesota Mining & Mfg | Ultraviolet light inhibitors |
US3676471A (en) * | 1967-12-21 | 1972-07-11 | Advance Prod Gmbh | 4-(betahydroxyethoxy-2-hydroxy-benzophenones) and esters thereof |
US3622651A (en) * | 1969-12-01 | 1971-11-23 | Du Pont | Novel polymer having pendent ester groups for low temperature bake coatings |
JPS5337902B2 (US08124317-20120228-C00026.png) * | 1973-09-04 | 1978-10-12 | ||
JPS5224286A (en) * | 1975-06-30 | 1977-02-23 | Toyoda Gosei Co Ltd | Metallized article having a metallic thin film on its surface |
JPS5240551A (en) * | 1975-09-29 | 1977-03-29 | Hitachi Ltd | Polyolefin resin compositions |
US4208465A (en) * | 1978-05-03 | 1980-06-17 | E. I. Du Pont De Nemours And Company | Clear coat/color coat finish containing an antioxidant and an ultraviolet light stabilizer |
US4436851A (en) * | 1978-11-30 | 1984-03-13 | General Electric Company | Silicone resin coating composition containing an ultraviolet light absorbing agent |
US4299746A (en) * | 1978-11-30 | 1981-11-10 | General Electric Company | Silicone resin coating composition |
US4288631A (en) * | 1979-09-05 | 1981-09-08 | General Electric Company | UV Stabilizers, coating compositions and composite structures obtained therefrom |
JPS56109847A (en) * | 1980-01-29 | 1981-08-31 | Kanegafuchi Chem Ind Co Ltd | Primer composition |
EP0067989A1 (en) * | 1980-12-31 | 1983-01-05 | E.I. Du Pont De Nemours And Company | Thermosetting acrylic enamel stabilized against weathering by addition of ultraviolet light stabilizer |
-
1983
- 1983-08-09 JP JP58144358A patent/JPS6036565A/ja active Granted
-
1984
- 1984-08-01 GB GB08419563A patent/GB2144751B/en not_active Expired
- 1984-08-06 US US06/637,833 patent/US4576977A/en not_active Expired - Fee Related
- 1984-08-08 DE DE3429224A patent/DE3429224C2/de not_active Expired - Fee Related
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5375186A (en) * | 1976-12-15 | 1978-07-04 | Mitsubishi Gas Chem Co Inc | Absorbent for ultraviolet rays |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01180032U (US08124317-20120228-C00026.png) * | 1988-06-11 | 1989-12-25 | ||
JPH04114689A (ja) * | 1990-09-05 | 1992-04-15 | Mitsubishi Materials Corp | 鋏 |
JPH0568754A (ja) * | 1991-07-31 | 1993-03-23 | Mitsubishi Materials Corp | はさみおよびその製造方法 |
JPH0584363A (ja) * | 1991-08-20 | 1993-04-06 | Mitsubishi Materials Corp | はさみおよびその製造方法 |
Also Published As
Publication number | Publication date |
---|---|
JPS6036565A (ja) | 1985-02-25 |
GB2144751B (en) | 1987-01-07 |
GB8419563D0 (en) | 1984-09-05 |
US4576977A (en) | 1986-03-18 |
DE3429224C2 (de) | 1996-07-18 |
DE3429224A1 (de) | 1985-02-21 |
GB2144751A (en) | 1985-03-13 |
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