TW515810B - Power compositions based on semi-crystalline polyesters and on amorphous polyesters containing end methacryloyl groups - Google Patents
Power compositions based on semi-crystalline polyesters and on amorphous polyesters containing end methacryloyl groups Download PDFInfo
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- TW515810B TW515810B TW086115591A TW86115591A TW515810B TW 515810 B TW515810 B TW 515810B TW 086115591 A TW086115591 A TW 086115591A TW 86115591 A TW86115591 A TW 86115591A TW 515810 B TW515810 B TW 515810B
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- acid
- weight
- polyester
- parts
- semi
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- 229920000728 polyester Polymers 0.000 title claims abstract description 244
- 239000000203 mixture Substances 0.000 title claims abstract description 147
- -1 methacryloyl groups Chemical group 0.000 title claims abstract description 55
- 239000002253 acid Substances 0.000 claims abstract description 91
- 239000000843 powder Substances 0.000 claims abstract description 79
- 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 40
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims abstract description 35
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 20
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims abstract description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 18
- 125000003118 aryl group Chemical group 0.000 claims abstract description 15
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 12
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 12
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229920005862 polyol Polymers 0.000 claims abstract description 8
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 claims abstract description 7
- 150000003077 polyols Chemical class 0.000 claims abstract description 7
- PMMYEEVYMWASQN-IMJSIDKUSA-N cis-4-Hydroxy-L-proline Chemical compound O[C@@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-IMJSIDKUSA-N 0.000 claims abstract description 5
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims abstract description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 36
- 150000002148 esters Chemical class 0.000 claims description 30
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 23
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 20
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 18
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 17
- 239000003054 catalyst Substances 0.000 claims description 16
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 claims description 14
- WRCDBWVYCOKFIO-UHFFFAOYSA-N 2-methylprop-2-enehydrazide Chemical compound CC(=C)C(=O)NN WRCDBWVYCOKFIO-UHFFFAOYSA-N 0.000 claims description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 12
- 150000008064 anhydrides Chemical class 0.000 claims description 12
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 12
- 230000009477 glass transition Effects 0.000 claims description 12
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 claims description 12
- 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 claims description 12
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims description 12
- 150000005846 sugar alcohols Polymers 0.000 claims description 12
- 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 claims description 12
- 150000007513 acids Chemical class 0.000 claims description 11
- 238000002844 melting Methods 0.000 claims description 11
- 230000008018 melting Effects 0.000 claims description 11
- 125000005395 methacrylic acid group Chemical group 0.000 claims description 11
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 10
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 10
- 239000001530 fumaric acid Substances 0.000 claims description 10
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 claims description 10
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 claims description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- 239000001361 adipic acid Substances 0.000 claims description 9
- 235000011037 adipic acid Nutrition 0.000 claims description 9
- 150000007857 hydrazones Chemical class 0.000 claims description 9
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 8
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 8
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 8
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 7
- 239000011976 maleic acid Substances 0.000 claims description 7
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims description 6
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims description 6
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 6
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 6
- 239000003431 cross linking reagent Substances 0.000 claims description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 6
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 6
- WMYINDVYGQKYMI-UHFFFAOYSA-N 2-[2,2-bis(hydroxymethyl)butoxymethyl]-2-ethylpropane-1,3-diol Chemical compound CCC(CO)(CO)COCC(CC)(CO)CO WMYINDVYGQKYMI-UHFFFAOYSA-N 0.000 claims description 5
- XBZSBBLNHFMTEB-UHFFFAOYSA-N cyclohexane-1,3-dicarboxylic acid Chemical compound OC(=O)C1CCCC(C(O)=O)C1 XBZSBBLNHFMTEB-UHFFFAOYSA-N 0.000 claims description 5
- 239000004615 ingredient Substances 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 5
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 claims description 5
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 claims description 4
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 claims description 4
- 150000002009 diols Chemical class 0.000 claims description 4
- 239000003999 initiator Substances 0.000 claims description 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 4
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- IFDVQVHZEKPUSC-UHFFFAOYSA-N cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCC=CC1C(O)=O IFDVQVHZEKPUSC-UHFFFAOYSA-N 0.000 claims description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 claims description 3
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 claims description 2
- 150000007519 polyprotic acids Polymers 0.000 claims description 2
- 239000007983 Tris buffer Substances 0.000 claims 2
- QYQADNCHXSEGJT-UHFFFAOYSA-N cyclohexane-1,1-dicarboxylate;hydron Chemical compound OC(=O)C1(C(O)=O)CCCCC1 QYQADNCHXSEGJT-UHFFFAOYSA-N 0.000 claims 2
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 claims 2
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 claims 2
- CZZVAVMGKRNEAT-UHFFFAOYSA-N 2,2-dimethylpropane-1,3-diol;3-hydroxy-2,2-dimethylpropanoic acid Chemical class OCC(C)(C)CO.OCC(C)(C)C(O)=O CZZVAVMGKRNEAT-UHFFFAOYSA-N 0.000 claims 1
- IGVCHDYYGFVQRR-UHFFFAOYSA-N 2-isocyanatoethanol prop-2-enoic acid Chemical compound C(C=C)(=O)O.C(C=C)(=O)O.C(C=C)(=O)O.OCCN=C=O IGVCHDYYGFVQRR-UHFFFAOYSA-N 0.000 claims 1
- ARJMTSLMOKRKPM-UHFFFAOYSA-N C(C=C)(=O)O.C(C=C)(=O)O.C(C=C)(=O)O.N=C=O Chemical compound C(C=C)(=O)O.C(C=C)(=O)O.C(C=C)(=O)O.N=C=O ARJMTSLMOKRKPM-UHFFFAOYSA-N 0.000 claims 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims 1
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 claims 1
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims 1
- 229940074391 gallic acid Drugs 0.000 claims 1
- 235000004515 gallic acid Nutrition 0.000 claims 1
- 125000001400 nonyl group Chemical group [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 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract description 27
- 239000003973 paint Substances 0.000 abstract description 21
- 239000002966 varnish Substances 0.000 abstract description 13
- HQHCYKULIHKCEB-UHFFFAOYSA-N tetradecanedioic acid Natural products OC(=O)CCCCCCCCCCCCC(O)=O HQHCYKULIHKCEB-UHFFFAOYSA-N 0.000 abstract description 8
- TVIDDXQYHWJXFK-UHFFFAOYSA-N n-Dodecanedioic acid Natural products OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 abstract description 6
- WTKWFNIIIXNTDO-UHFFFAOYSA-N 3-isocyanato-5-methyl-2-(trifluoromethyl)furan Chemical compound CC1=CC(N=C=O)=C(C(F)(F)F)O1 WTKWFNIIIXNTDO-UHFFFAOYSA-N 0.000 abstract description 4
- 125000001931 aliphatic group Chemical group 0.000 abstract 7
- 239000000470 constituent Substances 0.000 abstract 6
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 46
- 238000011049 filling Methods 0.000 description 39
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- 230000002079 cooperative effect Effects 0.000 description 17
- 238000000034 method Methods 0.000 description 16
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- 125000004429 atom Chemical group 0.000 description 11
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 11
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- 239000001301 oxygen Substances 0.000 description 11
- XTTGYFREQJCEML-UHFFFAOYSA-N tributyl phosphite Chemical compound CCCCOP(OCCCC)OCCCC XTTGYFREQJCEML-UHFFFAOYSA-N 0.000 description 10
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- 238000002360 preparation method Methods 0.000 description 9
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
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- FAOSYNUKPVJLNZ-UHFFFAOYSA-N butylstannane Chemical compound CCCC[SnH3] FAOSYNUKPVJLNZ-UHFFFAOYSA-N 0.000 description 7
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- 239000000126 substance Substances 0.000 description 6
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- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
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Classifications
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- 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
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
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- 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
- C08L67/06—Unsaturated polyesters
- C08L67/07—Unsaturated polyesters having terminal carbon-to-carbon unsaturated bonds
-
- 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
- C09D167/06—Unsaturated polyesters having carbon-to-carbon unsaturation
- C09D167/07—Unsaturated polyesters having carbon-to-carbon unsaturation having terminal carbon-to-carbon unsaturated bonds
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31786—Of polyester [e.g., alkyd, etc.]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31786—Of polyester [e.g., alkyd, etc.]
- Y10T428/31794—Of cross-linked polyester
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)
- Polyesters Or Polycarbonates (AREA)
- Paints Or Removers (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE9600905A BE1010712A3 (fr) | 1996-10-25 | 1996-10-25 | Compositions en poudre a base de polyesters semi-cristallins et de polyesters amorphes, contenant des groupes methacrylyle terminaux. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW515810B true TW515810B (en) | 2003-01-01 |
Family
ID=3890058
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW086115591A TW515810B (en) | 1996-10-25 | 1997-10-22 | Power compositions based on semi-crystalline polyesters and on amorphous polyesters containing end methacryloyl groups |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US6380279B1 (enExample) |
| EP (1) | EP0934359B1 (enExample) |
| JP (1) | JP2001502744A (enExample) |
| KR (1) | KR100476734B1 (enExample) |
| CN (1) | CN1102162C (enExample) |
| AR (1) | AR009387A1 (enExample) |
| AT (1) | ATE286092T1 (enExample) |
| AU (1) | AU729735B2 (enExample) |
| BE (1) | BE1010712A3 (enExample) |
| BR (1) | BR9712380A (enExample) |
| CA (1) | CA2268880C (enExample) |
| DE (1) | DE69732125T2 (enExample) |
| ES (1) | ES2234003T3 (enExample) |
| ID (1) | ID21783A (enExample) |
| IL (1) | IL129070A0 (enExample) |
| NO (1) | NO991953L (enExample) |
| NZ (1) | NZ334888A (enExample) |
| PL (1) | PL333109A1 (enExample) |
| TR (1) | TR199900875T2 (enExample) |
| TW (1) | TW515810B (enExample) |
| WO (1) | WO1998018862A1 (enExample) |
| ZA (1) | ZA979451B (enExample) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1292076B1 (it) * | 1997-06-04 | 1999-01-25 | Vianova Resins S P A | Composizioni in polvere a base di polimeri insaturi per la produzione di vernici opacanti,e procedimento di fabbricazione e di applicazione |
| DE19917965A1 (de) * | 1999-04-21 | 2000-10-26 | Daimler Chrysler Ag | Strahlungshärtbare Verbundschichtplatte oder -folie |
| EP1125996A1 (en) * | 2000-02-09 | 2001-08-22 | Ucb, S.A. | Radiation curable powder compositions |
| DE10063159A1 (de) * | 2000-12-18 | 2002-07-04 | Basf Coatings Ag | Mit aktinischer Strahlung aktivierbare Blends aus kristallinen und amorphen Verbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung |
| AU2002228453A1 (en) | 2001-01-11 | 2002-07-24 | DSM IP Assests N.V. | Process for the preparation of esters of (meth)acrylic acid |
| US20030060596A1 (en) * | 2001-07-18 | 2003-03-27 | Turner Sam Richard | Amorphous copolyesters |
| US7834127B2 (en) * | 2001-07-18 | 2010-11-16 | Eastman Chemical Company | Amorphous copolyesters |
| TW587090B (en) * | 2001-07-19 | 2004-05-11 | Ucb Sa | Radiation curable powder coating compositions |
| TWI237052B (en) * | 2001-07-26 | 2005-08-01 | Surface Specialties Sa | Radiation curable powder coating compositions |
| US6586494B2 (en) * | 2001-08-08 | 2003-07-01 | Spectra Group Limited, Inc. | Radiation curable inkjet composition |
| DE10163826A1 (de) | 2001-12-22 | 2003-07-03 | Degussa | Strahlen härtbare Pulverlackzusammensetzungen und deren Verwendung |
| DE10163827A1 (de) * | 2001-12-22 | 2003-07-03 | Degussa | Strahlen härtbare Pulverlackzusammensetzungen und deren Verwendung |
| US20040087736A1 (en) * | 2002-11-04 | 2004-05-06 | Bin Wu | Powder coating compositions containing anhydride end-capped crystalline polyesters |
| US20040151854A1 (en) * | 2003-02-03 | 2004-08-05 | Pecorini Thomas Joseph | Extrusion blow molded articles |
| DE10331794A1 (de) * | 2003-07-11 | 2005-02-03 | Degussa Ag | Strahlen härtbare Pulverlackzusammensetzungen und deren Verwendung |
| TW200503903A (en) * | 2003-07-18 | 2005-02-01 | Ucb Sa | Method of forming heat resistant raised print from radiation curable solid particulate compositions |
| KR100615379B1 (ko) * | 2004-03-23 | 2006-08-25 | 가부시키가이샤 닛폰 쇼쿠바이 | 폴리에스테르(메타)아크릴레이트 |
| CN100418998C (zh) * | 2004-03-25 | 2008-09-17 | 株式会社日本触媒 | 聚酯（甲基）丙烯酸酯 |
| US20050217572A1 (en) * | 2004-03-30 | 2005-10-06 | Ming-Wan Young | Ultraviolet particle coating systems and processes |
| EP1753833B1 (en) * | 2004-05-07 | 2008-10-29 | Cytec Surface Specialties, S.A. | Radiation curable low gloss powder coating compositions |
| CN100572473C (zh) * | 2004-05-07 | 2009-12-23 | 氰特表面技术有限公司 | 辐射固化性低光泽粉末涂料组合物 |
| EP1645583A1 (en) * | 2004-10-06 | 2006-04-12 | Cytec Surface Specialties, S.A. | Radiation curable powder coating compositions |
| EP1826224A1 (en) * | 2006-02-28 | 2007-08-29 | Cytec Surface Specialties, S.A. | Radiation curable compositions |
| JPWO2007119714A1 (ja) * | 2006-04-12 | 2009-08-27 | 東洋紡績株式会社 | 活性光線硬化型ハイパーブランチポリマー |
| JP5326207B2 (ja) * | 2006-12-15 | 2013-10-30 | 東洋紡株式会社 | コーティング組成物、積層体及びフレキシブルフラットケーブル |
| ES2595082T3 (es) * | 2011-03-25 | 2016-12-27 | Dsm Ip Assets B.V. | Composiciones de resina para composiciones de revestimiento en polvo termoendurecibles |
| WO2013058330A1 (ja) * | 2011-10-19 | 2013-04-25 | Dic株式会社 | 活性エネルギー線硬化型樹脂組成物、接着剤及び積層フィルム |
| US12030969B2 (en) * | 2020-07-13 | 2024-07-09 | Alliance For Sustainable Energy, Llc | Plastic waste-derived polymers and resins and methods of making the same |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5419895B2 (enExample) * | 1973-07-27 | 1979-07-18 | ||
| US4822829A (en) * | 1985-05-07 | 1989-04-18 | Huels Troisdorf Aktiengesellschaft | Radiation-curable macromers based on (meth)acrylate-functional polyesters, and their use |
| WO1991000306A1 (en) * | 1989-06-26 | 1991-01-10 | Eastman Kodak Company | Novel semi-crystalline polyesters, blends thereof with amorphous polyesters and powder coating compositions based on such blends |
| ATE159268T1 (de) * | 1992-03-16 | 1997-11-15 | Ucb Sa | Cycloaliphatische polyester mit carboxylendgruppen zur darstellung von pulverlacken |
| NL9200506A (nl) * | 1992-03-19 | 1993-10-18 | Dsm Nv | Bindmiddelsamenstelling voor poedercoatings. |
| DE4226520A1 (de) * | 1992-08-11 | 1994-02-17 | Bayer Ag | Radikalisch härtbare Kompositionen und ihre Verwendung |
| DE4228514A1 (de) * | 1992-08-27 | 1994-03-03 | Hoechst Ag | Bindemittel für Pulverlacke |
| DE4315830A1 (de) * | 1993-05-12 | 1994-11-17 | Basf Ag | Emissionsarme ungesättigte Polyesterharze |
| GB9508458D0 (en) * | 1995-04-26 | 1995-06-14 | Ind Gmbh | Crystalline methacrylyl terminated polyesters |
| DE19604185A1 (de) * | 1996-02-06 | 1997-08-07 | Bayer Ag | Strahlenhärtbare Mischung und ihre Verwendung |
| US5922473A (en) * | 1996-12-26 | 1999-07-13 | Morton International, Inc. | Dual thermal and ultraviolet curable powder coatings |
| US6011080A (en) * | 1998-08-19 | 2000-01-04 | Morton International, Inc. | Non-hazing UV curable powder coatings containing crystalline resins |
-
1996
- 1996-10-25 BE BE9600905A patent/BE1010712A3/fr not_active IP Right Cessation
-
1997
- 1997-10-22 ZA ZA979451A patent/ZA979451B/xx unknown
- 1997-10-22 TW TW086115591A patent/TW515810B/zh not_active IP Right Cessation
- 1997-10-24 CN CN97199068A patent/CN1102162C/zh not_active Expired - Fee Related
- 1997-10-24 IL IL12907097A patent/IL129070A0/xx unknown
- 1997-10-24 WO PCT/BE1997/000124 patent/WO1998018862A1/fr not_active Ceased
- 1997-10-24 EP EP97909087A patent/EP0934359B1/fr not_active Expired - Lifetime
- 1997-10-24 ES ES97909087T patent/ES2234003T3/es not_active Expired - Lifetime
- 1997-10-24 AR ARP970104925A patent/AR009387A1/es unknown
- 1997-10-24 CA CA002268880A patent/CA2268880C/fr not_active Expired - Fee Related
- 1997-10-24 AT AT97909087T patent/ATE286092T1/de not_active IP Right Cessation
- 1997-10-24 ID IDW990233A patent/ID21783A/id unknown
- 1997-10-24 JP JP10519825A patent/JP2001502744A/ja not_active Ceased
- 1997-10-24 PL PL97333109A patent/PL333109A1/xx unknown
- 1997-10-24 AU AU46960/97A patent/AU729735B2/en not_active Ceased
- 1997-10-24 US US09/284,879 patent/US6380279B1/en not_active Expired - Fee Related
- 1997-10-24 BR BR9712380-3A patent/BR9712380A/pt not_active Application Discontinuation
- 1997-10-24 TR TR1999/00875T patent/TR199900875T2/xx unknown
- 1997-10-24 NZ NZ334888A patent/NZ334888A/xx unknown
- 1997-10-24 KR KR10-1999-7003566A patent/KR100476734B1/ko not_active Expired - Fee Related
- 1997-10-24 DE DE69732125T patent/DE69732125T2/de not_active Expired - Fee Related
-
1999
- 1999-04-23 NO NO991953A patent/NO991953L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| US6380279B1 (en) | 2002-04-30 |
| CA2268880C (fr) | 2008-03-18 |
| ZA979451B (en) | 1998-07-28 |
| EP0934359B1 (fr) | 2004-12-29 |
| EP0934359A1 (fr) | 1999-08-11 |
| KR20000052761A (ko) | 2000-08-25 |
| AU729735B2 (en) | 2001-02-08 |
| KR100476734B1 (ko) | 2005-03-16 |
| BE1010712A3 (fr) | 1998-12-01 |
| PL333109A1 (en) | 1999-11-08 |
| DE69732125T2 (de) | 2005-06-09 |
| DE69732125D1 (de) | 2005-02-03 |
| AR009387A1 (es) | 2000-04-12 |
| BR9712380A (pt) | 1999-08-31 |
| CN1234050A (zh) | 1999-11-03 |
| IL129070A0 (en) | 2000-02-17 |
| NZ334888A (en) | 2000-11-24 |
| CN1102162C (zh) | 2003-02-26 |
| ATE286092T1 (de) | 2005-01-15 |
| CA2268880A1 (fr) | 1998-05-07 |
| NO991953D0 (no) | 1999-04-23 |
| ID21783A (id) | 1999-07-22 |
| JP2001502744A (ja) | 2001-02-27 |
| NO991953L (no) | 1999-04-23 |
| AU4696097A (en) | 1998-05-22 |
| ES2234003T3 (es) | 2005-06-16 |
| TR199900875T2 (xx) | 2000-09-21 |
| WO1998018862A1 (fr) | 1998-05-07 |
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Legal Events
| Date | Code | Title | Description |
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| GD4A | Issue of patent certificate for granted invention patent | ||
| MM4A | Annulment or lapse of patent due to non-payment of fees |