DE1247006B - Verfahren zur Herstellung alkalifester Flaechengebilde nach dem Polyisocyanat-Polyadditionsverfahren - Google Patents
Verfahren zur Herstellung alkalifester Flaechengebilde nach dem Polyisocyanat-PolyadditionsverfahrenInfo
- Publication number
- DE1247006B DE1247006B DEF36372A DEF0036372A DE1247006B DE 1247006 B DE1247006 B DE 1247006B DE F36372 A DEF36372 A DE F36372A DE F0036372 A DEF0036372 A DE F0036372A DE 1247006 B DE1247006 B DE 1247006B
- Authority
- DE
- Germany
- Prior art keywords
- parts
- alkali
- esters
- production
- sulfur
- 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.)
- Pending
Links
- 229920001228 polyisocyanate Polymers 0.000 title claims description 15
- 239000005056 polyisocyanate Substances 0.000 title claims description 15
- 238000000034 method Methods 0.000 title claims description 11
- 238000004519 manufacturing process Methods 0.000 title claims description 10
- 239000003513 alkali Substances 0.000 title description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 14
- 239000002904 solvent Substances 0.000 claims description 12
- 229920001577 copolymer Polymers 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 5
- 229920002554 vinyl polymer Polymers 0.000 claims description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 238000007493 shaping process Methods 0.000 claims description 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 18
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 13
- 239000000203 mixture Substances 0.000 description 13
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 238000000576 coating method Methods 0.000 description 11
- 239000007858 starting material Substances 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 239000003973 paint Substances 0.000 description 10
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
- 239000007795 chemical reaction product Substances 0.000 description 8
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 7
- 239000008096 xylene Substances 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 6
- 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 6
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 5
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 3
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 3
- -1 Vinyl aromatic compounds Chemical class 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 230000001680 brushing effect Effects 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 3
- 239000012948 isocyanate Substances 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- SDRZFSPCVYEJTP-UHFFFAOYSA-N 1-ethenylcyclohexene Chemical compound C=CC1=CCCCC1 SDRZFSPCVYEJTP-UHFFFAOYSA-N 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 description 2
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- 238000007598 dipping method Methods 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 239000004922 lacquer Substances 0.000 description 2
- 238000010422 painting Methods 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 239000011877 solvent mixture Substances 0.000 description 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- OTVSNNNHYHYFJZ-UHFFFAOYSA-N 6-chloro-5-hydroxy-2-methylhex-2-enoic acid Chemical compound OC(=O)C(C)=CCC(O)CCl OTVSNNNHYHYFJZ-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- PIONSQVZPZHGOP-UHFFFAOYSA-N CCC(CO)(CO)CO.N#CO Chemical compound CCC(CO)(CO)CO.N#CO PIONSQVZPZHGOP-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical group COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 1
- SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- OKTJSMMVPCPJKN-YPZZEJLDSA-N carbon-10 atom Chemical group [10C] OKTJSMMVPCPJKN-YPZZEJLDSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 150000001913 cyanates Chemical class 0.000 description 1
- 125000004956 cyclohexylene group Chemical group 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titanium dioxide Inorganic materials O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- 239000002023 wood 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
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
- C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
- C08G18/622—Polymers of esters of alpha-beta ethylenically unsaturated carboxylic acids
- C08G18/6225—Polymers of esters of acrylic or methacrylic acid
- C08G18/6229—Polymers of hydroxy groups containing esters of acrylic or methacrylic acid with aliphatic polyalcohols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2800/00—Copolymer characterised by the proportions of the comonomers expressed
- C08F2800/20—Copolymer characterised by the proportions of the comonomers expressed as weight or mass percentages
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Polyurethanes Or Polyureas (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
- Paints Or Removers (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE629937D BE629937A (en, 2012) | 1962-03-24 | ||
| DEF36372A DE1247006B (de) | 1962-03-24 | 1962-03-24 | Verfahren zur Herstellung alkalifester Flaechengebilde nach dem Polyisocyanat-Polyadditionsverfahren |
| US266482A US3245941A (en) | 1962-03-24 | 1963-03-20 | Polyurethanes from polyisocyanates and copolymers of hydroxyalkyl acrylates, alkyl acylates, and vinyl benzenes |
| FR928591A FR1357178A (fr) | 1962-03-24 | 1963-03-20 | Procédé de fabrication d'articles à base de composés polyhydroxylés et de polyisocyanates à grande surface résistant aux alcalis |
| GB11459/63A GB963210A (en) | 1962-03-24 | 1963-03-22 | A process for the production of alkali-resistant sheet-like formations |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF36372A DE1247006B (de) | 1962-03-24 | 1962-03-24 | Verfahren zur Herstellung alkalifester Flaechengebilde nach dem Polyisocyanat-Polyadditionsverfahren |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1247006B true DE1247006B (de) | 1967-08-10 |
Family
ID=7096420
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF36372A Pending DE1247006B (de) | 1962-03-24 | 1962-03-24 | Verfahren zur Herstellung alkalifester Flaechengebilde nach dem Polyisocyanat-Polyadditionsverfahren |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3245941A (en, 2012) |
| BE (1) | BE629937A (en, 2012) |
| DE (1) | DE1247006B (en, 2012) |
| GB (1) | GB963210A (en, 2012) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1669008A1 (de) * | 1966-12-14 | 1971-12-30 | Nippon Paint Co Ltd | UEberzugsmassen |
| DE2065770A1 (de) * | 1969-05-27 | 1975-07-17 | Reichhold Albert Chemie Ag | Verfahren zur herstellung von loeslichen organischen mischpolymerisaten |
| DE2539104A1 (de) * | 1975-09-03 | 1977-03-10 | Basf Ag | Loesungsmittelarme einbrennlacke |
| DE2612783A1 (de) * | 1976-03-25 | 1977-09-29 | Hoechst Ag | Blockierte polyisocyanate aus biuretgruppenhaltigem polyisocyanat und acetessigsaeurealkylester |
| DE2950373A1 (de) * | 1979-12-14 | 1981-07-02 | Hermann Wiederhold GmbH, 4010 Hilden | Aus einem druckgefaess zerstaeubbarer zweikomponenten-polyurethanlack und verfahren zu seiner herstellung |
| DE3545893A1 (de) * | 1985-12-23 | 1987-06-25 | Synthopol Chemie Dr Koch | Bindemittelmischung, verfahren zu ihrer herstellung sowie deren verwendung |
Families Citing this family (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3425988A (en) * | 1965-01-27 | 1969-02-04 | Loctite Corp | Polyurethane polyacrylate sealant compositions |
| US3376252A (en) * | 1965-05-27 | 1968-04-02 | Dow Chemical Co | Urethane coating compositions |
| GB1079749A (en) * | 1965-07-13 | 1967-08-16 | Ici Ltd | Polymeric compositions |
| GB1087750A (en) * | 1965-07-15 | 1967-10-18 | Ici Ltd | Cross-linkable polymeric compositions |
| US3509234A (en) * | 1965-08-13 | 1970-04-28 | Ford Motor Co | Radiation curable paint binders containing vinyl monomers and a hydroxylated polymer reacted with a polyisocyanate and an hydroxyl alkyl acrylate |
| US3455857A (en) * | 1966-01-10 | 1969-07-15 | Pra Lab Inc | Vinyl modified alkyd and urethane resins and method for the preparation thereof |
| US3532652A (en) * | 1966-07-14 | 1970-10-06 | Ppg Industries Inc | Polyisocyanate-acrylate polymer adhesives |
| US3932342A (en) * | 1966-12-14 | 1976-01-13 | Nippon Paint Co., Ltd. | Methyl methacrylate lacquers containing polyisocyanates |
| US3671496A (en) * | 1967-04-03 | 1972-06-20 | Nippon Oils & Fats Co Ltd | Process for preparing resinous compositions |
| DE1644810A1 (de) * | 1967-09-07 | 1971-01-21 | Bayer Ag | UEberzugsmittel und Lacke |
| JPS4831742B1 (en, 2012) * | 1968-03-01 | 1973-10-01 | ||
| US3660359A (en) * | 1970-06-05 | 1972-05-02 | Ford Motor Co | Thermoset resins with hydroxy acrylate methacrylonitrile and blocked isocyanate |
| JPS507622B1 (en, 2012) * | 1970-07-03 | 1975-03-27 | ||
| US3962370A (en) * | 1970-12-11 | 1976-06-08 | Imperial Chemical Industries Limited | Shaped polymeric articles |
| US3985713A (en) * | 1971-05-03 | 1976-10-12 | Atlantic Richfield Company | Cyclic nitriles as crosslinking agents and compositions therefrom |
| US3997660A (en) * | 1972-02-29 | 1976-12-14 | Ceskoslovenska Akademie Ved | Soluble hydrophilic polymers and process for producing the same |
| CS159937B1 (en, 2012) * | 1972-02-29 | 1975-02-28 | ||
| US3933760A (en) * | 1974-04-19 | 1976-01-20 | Desoto, Inc. | Low temperature curing corrosion resistant polyurethane coatings |
| US3990921A (en) * | 1974-04-19 | 1976-11-09 | Desoto, Inc. | Method of coating with low temperature curing corrosion resistant polyurethane coatings |
| US3993627A (en) * | 1974-04-19 | 1976-11-23 | Desoto, Inc. | Low temperature curing corrosion resistant polyurethane coatings of high solids content |
| US4057431A (en) * | 1975-09-29 | 1977-11-08 | The Goodyear Tire & Rubber Company | Ethylenically polyurethane unsaturated composition |
| DE2644691B2 (de) * | 1976-10-02 | 1981-02-12 | Hoechst Ag, 6000 Frankfurt | Copolymerisatlösung aus Acrylharz, Verfahren zu ihrer Herstellung und Verwendung derselben in Reaktionslacken |
| DE2644550B1 (de) * | 1976-10-02 | 1977-12-08 | Hoechst Ag, 6000 Frankfurt | Verfahren zur herstellung von ueberzuegen und reaktionslack zur durchfuehrung des verfahrens |
| US4251404A (en) * | 1977-08-01 | 1981-02-17 | E. I. Du Pont De Nemours And Company | Acrylic graft copolymers and coating compositions thereof |
| US4206108A (en) * | 1977-08-01 | 1980-06-03 | E. I. Du Pont De Nemours And Company | Acrylic graft copolymers and coating compositions thereof |
| US4145514A (en) * | 1977-09-01 | 1979-03-20 | The B. F. Goodrich Company | Polyurethane pressure-sensitive adhesive and laminates therefrom |
| US4145511A (en) * | 1977-09-01 | 1979-03-20 | The B. F. Goodrich Company | Hydroxyl-containing liquid polymers and pressure-sensitive adhesives and laminates prepared therefrom |
| JPS55702A (en) * | 1978-01-31 | 1980-01-07 | Dainippon Toryo Co Ltd | Quick-drying urethane resin coating composition |
| US4215023A (en) * | 1978-11-13 | 1980-07-29 | E. I. Du Pont De Nemours And Company | Urethane enamel coating composition |
| US4248744A (en) * | 1979-08-20 | 1981-02-03 | Inmont Corporation | Thermosetting powders |
| US4247444A (en) * | 1979-11-07 | 1981-01-27 | E. I. Du Pont De Nemours And Company | Acrylic graft copolymers and coating compositions thereof |
| US4555535A (en) * | 1984-03-07 | 1985-11-26 | E. I. Du Pont De Nemours And Company | Acrylic polyurethane coating composition |
| US4808471A (en) * | 1985-03-01 | 1989-02-28 | Minnesota Mining And Manufacturing Company | Flat transparent top coat for retroreflective sheeting |
| US6224526B1 (en) | 1997-12-19 | 2001-05-01 | H.B. Fuller Licensing & Financing, Inc. | Printing rollers |
| CN101613870A (zh) * | 2008-06-26 | 2009-12-30 | 深圳富泰宏精密工业有限公司 | 微弧氧化膜封孔方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB851668A (en) * | 1958-04-03 | 1960-10-19 | Bataafsche Petroleum | Improvements in or relating to the production of polyurethanes |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3036045A (en) * | 1955-07-05 | 1962-05-22 | Phillips Petroleum Co | Polymer compositions and improved process for vulcanization of rubbery hydroxy-contaiing polymers with polyisocyanates |
| US3115479A (en) * | 1955-12-08 | 1963-12-24 | R oconr | |
| US3028367A (en) * | 1958-04-14 | 1962-04-03 | Rohm & Haas | Copolymers of hydroxyalkyl acrylates and methacrylates and alkyl acrylates and methacrylates reacted with diisocyanates |
-
0
- BE BE629937D patent/BE629937A/xx unknown
-
1962
- 1962-03-24 DE DEF36372A patent/DE1247006B/de active Pending
-
1963
- 1963-03-20 US US266482A patent/US3245941A/en not_active Expired - Lifetime
- 1963-03-22 GB GB11459/63A patent/GB963210A/en not_active Expired
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB851668A (en) * | 1958-04-03 | 1960-10-19 | Bataafsche Petroleum | Improvements in or relating to the production of polyurethanes |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1669008A1 (de) * | 1966-12-14 | 1971-12-30 | Nippon Paint Co Ltd | UEberzugsmassen |
| DE2065770A1 (de) * | 1969-05-27 | 1975-07-17 | Reichhold Albert Chemie Ag | Verfahren zur herstellung von loeslichen organischen mischpolymerisaten |
| DE2539104A1 (de) * | 1975-09-03 | 1977-03-10 | Basf Ag | Loesungsmittelarme einbrennlacke |
| DE2539104C3 (de) * | 1975-09-03 | 1986-07-10 | Basf Ag, 6700 Ludwigshafen | Lösungsmittelarme Einbrennlacke |
| DE2612783A1 (de) * | 1976-03-25 | 1977-09-29 | Hoechst Ag | Blockierte polyisocyanate aus biuretgruppenhaltigem polyisocyanat und acetessigsaeurealkylester |
| DE2950373A1 (de) * | 1979-12-14 | 1981-07-02 | Hermann Wiederhold GmbH, 4010 Hilden | Aus einem druckgefaess zerstaeubbarer zweikomponenten-polyurethanlack und verfahren zu seiner herstellung |
| EP0030840B1 (en) * | 1979-12-14 | 1983-05-18 | ICI Lacke Farben GmbH | Method for preparing a two-component polyurethane lacquer atomisable from a pressurised container |
| DE3545893A1 (de) * | 1985-12-23 | 1987-06-25 | Synthopol Chemie Dr Koch | Bindemittelmischung, verfahren zu ihrer herstellung sowie deren verwendung |
Also Published As
| Publication number | Publication date |
|---|---|
| GB963210A (en) | 1964-07-08 |
| BE629937A (en, 2012) | |
| US3245941A (en) | 1966-04-12 |
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