JPS627954B2 - - Google Patents
Info
- Publication number
- JPS627954B2 JPS627954B2 JP52105734A JP10573477A JPS627954B2 JP S627954 B2 JPS627954 B2 JP S627954B2 JP 52105734 A JP52105734 A JP 52105734A JP 10573477 A JP10573477 A JP 10573477A JP S627954 B2 JPS627954 B2 JP S627954B2
- Authority
- JP
- Japan
- Prior art keywords
- polyester
- weight
- experiment
- hydroxymethyl
- cyclohexane
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 229920000728 polyester Polymers 0.000 claims description 30
- 238000000576 coating method Methods 0.000 claims description 24
- 239000011248 coating agent Substances 0.000 claims description 16
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 claims description 11
- 239000011230 binding agent Substances 0.000 claims description 11
- 239000002904 solvent Substances 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 229920003180 amino resin Polymers 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000002243 precursor Substances 0.000 claims description 2
- 150000005846 sugar alcohols Polymers 0.000 claims description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 1
- 239000007787 solid Substances 0.000 description 14
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 13
- 239000004922 lacquer Substances 0.000 description 11
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 8
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 7
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 7
- 239000006184 cosolvent Substances 0.000 description 7
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- YGCOKJWKWLYHTG-UHFFFAOYSA-N [[4,6-bis[bis(hydroxymethyl)amino]-1,3,5-triazin-2-yl]-(hydroxymethyl)amino]methanol Chemical compound OCN(CO)C1=NC(N(CO)CO)=NC(N(CO)CO)=N1 YGCOKJWKWLYHTG-UHFFFAOYSA-N 0.000 description 5
- 239000003085 diluting agent Substances 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 235000011037 adipic acid Nutrition 0.000 description 4
- 239000001361 adipic acid Substances 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- 229920000180 alkyd Polymers 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- -1 glycol ethers Chemical class 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 230000020477 pH reduction Effects 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 229910010413 TiO 2 Inorganic materials 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- ZVQOOHYFBIDMTQ-UHFFFAOYSA-N [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide Chemical compound N#CN=S(C)(=O)C(C)C1=CC=C(C(F)(F)F)N=C1 ZVQOOHYFBIDMTQ-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 229960002887 deanol Drugs 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000002966 varnish Substances 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
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
-
- 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
- C08K5/05—Alcohols; Metal alcoholates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2639967A DE2639967C3 (de) | 1976-09-04 | 1976-09-04 | Überzugsmittel |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5331734A JPS5331734A (en) | 1978-03-25 |
| JPS627954B2 true JPS627954B2 (en]) | 1987-02-19 |
Family
ID=5987196
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10573477A Granted JPS5331734A (en) | 1976-09-04 | 1977-09-02 | Coating agent |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4170580A (en]) |
| JP (1) | JPS5331734A (en]) |
| AT (1) | AT353910B (en]) |
| CH (1) | CH629244A5 (en]) |
| DE (1) | DE2639967C3 (en]) |
| FR (1) | FR2363611A1 (en]) |
| GB (1) | GB1589632A (en]) |
| IT (1) | IT1091121B (en]) |
| NL (1) | NL180765C (en]) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0685925B2 (ja) * | 1988-04-05 | 1994-11-02 | 川崎製鉄株式会社 | コブルガードの位置調整方法 |
| US5210155A (en) * | 1990-08-24 | 1993-05-11 | Exxon Chemical Patents Inc. | Phenol terminated diester compositions derived from dicarboxylic acids, polyester polymers or alkyd polymers, and curable compositions containing same |
| US6806314B2 (en) * | 2003-02-03 | 2004-10-19 | Ppg Industries Ohio, Inc. | Coating of Hydroxy-functional polymer(s), crosslinker, and 1,3- and 1,4-cyclohexane dimethanols |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3267174A (en) * | 1963-05-10 | 1966-08-16 | Union Carbide Corp | Acrylic coating composition containing an adduct of a triol with an alkylene oxide |
| DE1644764C3 (de) * | 1967-08-10 | 1974-11-07 | Chemische Werke Huels Ag, 4370 Marl | Überzugsmittel |
| DE1745052A1 (de) * | 1967-11-07 | 1971-08-05 | Alfred Krueger | Verfahren zur Herstellung von Kondensationsprodukten |
| AT289269B (de) * | 1968-07-24 | 1971-04-13 | Vianova Kunstharz Ag | Wässeriges Überzugsmittel |
| DE1805189C3 (de) * | 1968-10-25 | 1981-05-14 | Chemische Werke Hüls AG, 4370 Marl | Überzugsmittel |
| DE2253300B2 (de) * | 1972-10-31 | 1979-02-08 | Bayer Ag, 5090 Leverkusen | Einbrennlacksysteme auf der Grundlage von Polyestern |
| US3862072A (en) * | 1972-11-16 | 1975-01-21 | Desoto Inc | Thermosetting aqueous coatings containing branched hydroxy functional polyester and hydroxy functional polyether or polyester adducts of an at least trifunctional alcohol |
| US3922447A (en) * | 1972-12-26 | 1975-11-25 | Monsanto Co | Article comprising a substrate coated with a cured powder resin composition comprising an aminoplast and a polyester or polyacrylic resin |
| DE2439548C3 (de) * | 1974-08-17 | 1980-10-02 | Bayer Ag, 5090 Leverkusen | Wassermischbare Reaktiwerdünner |
| US4129681A (en) * | 1976-10-20 | 1978-12-12 | Monsanto Company | Coating compositions comprising alkoxymethylaminotriazines, polyols and polyhydroxy oligomers |
-
1976
- 1976-09-04 DE DE2639967A patent/DE2639967C3/de not_active Expired
-
1977
- 1977-08-23 FR FR7725652A patent/FR2363611A1/fr active Granted
- 1977-08-31 US US05/830,275 patent/US4170580A/en not_active Expired - Lifetime
- 1977-09-01 CH CH1068277A patent/CH629244A5/de not_active IP Right Cessation
- 1977-09-02 IT IT50873/77A patent/IT1091121B/it active
- 1977-09-02 AT AT633377A patent/AT353910B/de not_active IP Right Cessation
- 1977-09-02 GB GB36696/77A patent/GB1589632A/en not_active Expired
- 1977-09-02 JP JP10573477A patent/JPS5331734A/ja active Granted
- 1977-09-02 NL NLAANVRAGE7709713,A patent/NL180765C/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| GB1589632A (en) | 1981-05-13 |
| NL180765C (nl) | 1987-04-16 |
| US4170580A (en) | 1979-10-09 |
| ATA633377A (de) | 1979-05-15 |
| IT1091121B (it) | 1985-06-26 |
| AT353910B (de) | 1979-12-10 |
| DE2639967A1 (de) | 1978-03-09 |
| CH629244A5 (de) | 1982-04-15 |
| DE2639967C3 (de) | 1986-03-27 |
| FR2363611A1 (fr) | 1978-03-31 |
| NL7709713A (nl) | 1978-03-07 |
| JPS5331734A (en) | 1978-03-25 |
| FR2363611B1 (en]) | 1983-05-27 |
| DE2639967B2 (de) | 1979-10-31 |
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