JPS62265361A - ポリエステル系コ−テイング剤 - Google Patents
ポリエステル系コ−テイング剤Info
- Publication number
- JPS62265361A JPS62265361A JP11166986A JP11166986A JPS62265361A JP S62265361 A JPS62265361 A JP S62265361A JP 11166986 A JP11166986 A JP 11166986A JP 11166986 A JP11166986 A JP 11166986A JP S62265361 A JPS62265361 A JP S62265361A
- Authority
- JP
- Japan
- Prior art keywords
- mol
- acid
- coating agent
- polyester
- copolyester
- 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.)
- Granted
Links
- 239000011248 coating agent Substances 0.000 title claims abstract description 40
- 229920000728 polyester Polymers 0.000 title claims description 36
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 36
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims abstract description 23
- 239000002253 acid Substances 0.000 claims abstract description 18
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 13
- 150000002009 diols Chemical class 0.000 claims abstract description 13
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 13
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims abstract 2
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 2
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 239000011521 glass Substances 0.000 claims 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 230000007704 transition Effects 0.000 claims 1
- 230000009477 glass transition Effects 0.000 abstract description 20
- 229920001634 Copolyester Polymers 0.000 abstract description 15
- 238000000576 coating method Methods 0.000 abstract description 15
- -1 ethylene, propylene Chemical group 0.000 abstract description 15
- 239000002904 solvent Substances 0.000 abstract description 11
- 239000003973 paint Substances 0.000 abstract description 3
- 239000000945 filler Substances 0.000 abstract 1
- 239000004615 ingredient Substances 0.000 abstract 1
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 24
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 24
- 230000000903 blocking effect Effects 0.000 description 20
- 238000000034 method Methods 0.000 description 13
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 8
- 229910000831 Steel Inorganic materials 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- 239000010959 steel Substances 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 6
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 6
- 229920001225 polyester resin Polymers 0.000 description 6
- 239000004645 polyester resin Substances 0.000 description 6
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 5
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 5
- 239000012046 mixed solvent Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 229920003023 plastic Polymers 0.000 description 5
- 239000004033 plastic Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 4
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 150000002739 metals Chemical class 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 238000005809 transesterification reaction Methods 0.000 description 4
- 230000007423 decrease Effects 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 150000002334 glycols Chemical class 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
- QEZIKGQWAWNWIR-UHFFFAOYSA-N antimony(3+) antimony(5+) oxygen(2-) Chemical compound [O--].[O--].[O--].[O--].[Sb+3].[Sb+5] QEZIKGQWAWNWIR-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- VNGOYPQMJFJDLV-UHFFFAOYSA-N dimethyl benzene-1,3-dicarboxylate Chemical compound COC(=O)C1=CC=CC(C(=O)OC)=C1 VNGOYPQMJFJDLV-UHFFFAOYSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 238000006068 polycondensation reaction Methods 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- 238000004804 winding Methods 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 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
- 229920000877 Melamine resin Polymers 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- BMRWNKZVCUKKSR-UHFFFAOYSA-N butane-1,2-diol Chemical compound CCC(O)CO BMRWNKZVCUKKSR-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000013016 damping Methods 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 239000007888 film coating Substances 0.000 description 1
- 238000009501 film coating Methods 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 238000007757 hot melt coating Methods 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000006223 plastic coating Substances 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 125000003003 spiro group Chemical group 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
Landscapes
- Polyesters Or Polycarbonates (AREA)
- Paints Or Removers (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11166986A JPS62265361A (ja) | 1986-05-13 | 1986-05-13 | ポリエステル系コ−テイング剤 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11166986A JPS62265361A (ja) | 1986-05-13 | 1986-05-13 | ポリエステル系コ−テイング剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62265361A true JPS62265361A (ja) | 1987-11-18 |
| JPH0569151B2 JPH0569151B2 (enrdf_load_stackoverflow) | 1993-09-30 |
Family
ID=14567176
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11166986A Granted JPS62265361A (ja) | 1986-05-13 | 1986-05-13 | ポリエステル系コ−テイング剤 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62265361A (enrdf_load_stackoverflow) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1164155A1 (en) * | 2000-06-13 | 2001-12-19 | Mitsubishi Gas Chemical Company, Inc. | Polyester resin and molded article |
| JP2002173539A (ja) * | 2000-12-05 | 2002-06-21 | Mitsubishi Gas Chem Co Inc | 耐熱性ポリエステルシート |
| EP1310516A1 (en) * | 2001-11-13 | 2003-05-14 | Mitsubishi Gas Chemical Company, Inc. | Process for producing copolyester resin |
| EP1321491A1 (en) * | 2001-12-21 | 2003-06-25 | Mitsubishi Gas Chemical Company, Inc. | Polyester resin composition |
| WO2003054084A1 (fr) * | 2001-12-21 | 2003-07-03 | Mitsubishi Gas Chemical Company, Inc. | Composition de resine thermoplastique |
| EP1262524A3 (en) * | 2001-05-24 | 2003-07-30 | Mitsubishi Gas Chemical Company, Inc. | Polyester based resin composition and molded product therefrom |
| EP1411074A1 (en) * | 2002-09-24 | 2004-04-21 | Mitsubishi Gas Chemical Company, Inc. | Process for producing polyester resins |
| JP2014518560A (ja) * | 2011-04-05 | 2014-07-31 | オルネクス ベルギウム ソシエテ アノニム | 輻射線硬化性組成物 |
| JP2015172147A (ja) * | 2014-03-12 | 2015-10-01 | 大阪ガスケミカル株式会社 | フルオレン骨格を有するポリエステル樹脂 |
| JP2018053239A (ja) * | 2016-09-27 | 2018-04-05 | 大和製罐株式会社 | ポリエステル樹脂組成物、並びにポリエステル樹脂成形体及びその製造方法 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7179869B2 (en) | 2004-03-22 | 2007-02-20 | Mitsubishi Gas Chemical Company, Inc. | Process for producing polyester resins |
-
1986
- 1986-05-13 JP JP11166986A patent/JPS62265361A/ja active Granted
Cited By (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1164155A1 (en) * | 2000-06-13 | 2001-12-19 | Mitsubishi Gas Chemical Company, Inc. | Polyester resin and molded article |
| KR100733652B1 (ko) * | 2000-06-13 | 2007-06-28 | 미츠비시 가스 가가쿠 가부시키가이샤 | 폴리에스테르 수지 및 성형제품 |
| JP2002173539A (ja) * | 2000-12-05 | 2002-06-21 | Mitsubishi Gas Chem Co Inc | 耐熱性ポリエステルシート |
| US6740376B2 (en) | 2001-05-24 | 2004-05-25 | Mitsubishi Gas Chemical Company, Inc. | Polyester based resin composition and molded product therefrom |
| EP1262524A3 (en) * | 2001-05-24 | 2003-07-30 | Mitsubishi Gas Chemical Company, Inc. | Polyester based resin composition and molded product therefrom |
| US6653440B2 (en) | 2001-11-13 | 2003-11-25 | Mitsubishi Gas Chemical Company | Process for producing copolyester resin |
| EP1310516A1 (en) * | 2001-11-13 | 2003-05-14 | Mitsubishi Gas Chemical Company, Inc. | Process for producing copolyester resin |
| US7067186B2 (en) | 2001-12-21 | 2006-06-27 | Mitsubishi Gas Chemical Company, Inc. | Thermoplastic resin composition |
| WO2003054084A1 (fr) * | 2001-12-21 | 2003-07-03 | Mitsubishi Gas Chemical Company, Inc. | Composition de resine thermoplastique |
| EP1321491A1 (en) * | 2001-12-21 | 2003-06-25 | Mitsubishi Gas Chemical Company, Inc. | Polyester resin composition |
| US7064169B2 (en) | 2001-12-21 | 2006-06-20 | Mitsubishi Gas Chemical Company, Inc. | Polyester resin composition |
| EP1411074A1 (en) * | 2002-09-24 | 2004-04-21 | Mitsubishi Gas Chemical Company, Inc. | Process for producing polyester resins |
| US6927275B2 (en) | 2002-09-24 | 2005-08-09 | Mitsubishi Gas Chemical Co., Inc. | Process for producing polyester resins |
| JP2014518560A (ja) * | 2011-04-05 | 2014-07-31 | オルネクス ベルギウム ソシエテ アノニム | 輻射線硬化性組成物 |
| JP2015172147A (ja) * | 2014-03-12 | 2015-10-01 | 大阪ガスケミカル株式会社 | フルオレン骨格を有するポリエステル樹脂 |
| JP2018053239A (ja) * | 2016-09-27 | 2018-04-05 | 大和製罐株式会社 | ポリエステル樹脂組成物、並びにポリエステル樹脂成形体及びその製造方法 |
| CN109790280A (zh) * | 2016-09-27 | 2019-05-21 | 大和制罐株式会社 | 聚酯树脂组合物、以及聚酯树脂成型体及其制造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0569151B2 (enrdf_load_stackoverflow) | 1993-09-30 |
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