MX2010011149A - Metodo para la produccion continua de poliesteres biodegradables. - Google Patents
Metodo para la produccion continua de poliesteres biodegradables.Info
- Publication number
- MX2010011149A MX2010011149A MX2010011149A MX2010011149A MX2010011149A MX 2010011149 A MX2010011149 A MX 2010011149A MX 2010011149 A MX2010011149 A MX 2010011149A MX 2010011149 A MX2010011149 A MX 2010011149A MX 2010011149 A MX2010011149 A MX 2010011149A
- Authority
- MX
- Mexico
- Prior art keywords
- acid
- aliphatic
- component
- weight
- mixture
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 71
- 239000004622 biodegradable polyester Substances 0.000 title claims abstract description 34
- 229920000229 biodegradable polyester Polymers 0.000 title claims abstract description 34
- 238000010924 continuous production Methods 0.000 title claims abstract description 10
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 74
- 239000000203 mixture Substances 0.000 claims abstract description 74
- -1 aromatic dicarboxylic acids Chemical class 0.000 claims abstract description 58
- 150000001875 compounds Chemical class 0.000 claims abstract description 49
- 239000003054 catalyst Substances 0.000 claims abstract description 31
- 238000006243 chemical reaction Methods 0.000 claims abstract description 30
- 150000002148 esters Chemical class 0.000 claims abstract description 21
- 150000001991 dicarboxylic acids Chemical class 0.000 claims abstract description 15
- 239000004970 Chain extender Substances 0.000 claims abstract description 13
- 230000032050 esterification Effects 0.000 claims abstract description 9
- 238000005886 esterification reaction Methods 0.000 claims abstract description 9
- 239000007788 liquid Substances 0.000 claims abstract description 8
- 238000005809 transesterification reaction Methods 0.000 claims abstract description 7
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- 230000008569 process Effects 0.000 claims description 55
- 239000002253 acid Substances 0.000 claims description 53
- 125000003118 aryl group Chemical group 0.000 claims description 30
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- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 25
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- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 17
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 14
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- 239000001361 adipic acid Substances 0.000 claims description 12
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- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 12
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- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 7
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- 239000003795 chemical substances by application Substances 0.000 claims description 7
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- 239000003381 stabilizer Substances 0.000 claims description 7
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 claims description 6
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- 239000010936 titanium Substances 0.000 claims description 6
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 5
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 4
- UAUDZVJPLUQNMU-UHFFFAOYSA-N Erucasaeureamid Natural products CCCCCCCCC=CCCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-UHFFFAOYSA-N 0.000 claims description 4
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 4
- 239000001913 cellulose Substances 0.000 claims description 4
- 229920002678 cellulose Polymers 0.000 claims description 4
- UAUDZVJPLUQNMU-KTKRTIGZSA-N erucamide Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-KTKRTIGZSA-N 0.000 claims description 4
- 150000002978 peroxides Chemical class 0.000 claims description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 4
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 4
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims description 4
- BCHZICNRHXRCHY-UHFFFAOYSA-N 2h-oxazine Chemical compound N1OC=CC=C1 BCHZICNRHXRCHY-UHFFFAOYSA-N 0.000 claims description 3
- SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 claims description 3
- 241000132092 Aster Species 0.000 claims description 3
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- 229920000954 Polyglycolide Polymers 0.000 claims description 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 3
- 229960002684 aminocaproic acid Drugs 0.000 claims description 3
- 238000011065 in-situ storage Methods 0.000 claims description 3
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 3
- 229910052698 phosphorus Inorganic materials 0.000 claims description 3
- 239000011574 phosphorus Substances 0.000 claims description 3
- 239000004633 polyglycolic acid Substances 0.000 claims description 3
- 229910052719 titanium Inorganic materials 0.000 claims description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 2
- 229920002988 biodegradable polymer Polymers 0.000 claims description 2
- 239000004621 biodegradable polymer Substances 0.000 claims description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 2
- 125000001033 ether group Chemical group 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 239000011552 falling film Substances 0.000 claims description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 2
- 239000002516 radical scavenger Substances 0.000 claims description 2
- 230000001174 ascending effect Effects 0.000 claims 1
- 125000001589 carboacyl group Chemical group 0.000 claims 1
- 239000000047 product Substances 0.000 description 17
- 125000004432 carbon atom Chemical group C* 0.000 description 16
- 238000004519 manufacturing process Methods 0.000 description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
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- 230000007062 hydrolysis Effects 0.000 description 6
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- 229920002959 polymer blend Polymers 0.000 description 5
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 5
- 239000001993 wax Substances 0.000 description 5
- UWNADWZGEHDQAB-UHFFFAOYSA-N 2,5-dimethylhexane Chemical group CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 description 4
- 239000005058 Isophorone diisocyanate Substances 0.000 description 4
- FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 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 4
- 150000003018 phosphorus compounds Chemical class 0.000 description 4
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- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 4
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- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 4
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 4
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- AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 description 3
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- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
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- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
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Classifications
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- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
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Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP08154541 | 2008-04-15 | ||
| PCT/EP2009/054116 WO2009127556A1 (de) | 2008-04-15 | 2009-04-07 | Verfahren zur kontinuierlichen herstellung von biologisch abbaubaren polyestern |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX2010011149A true MX2010011149A (es) | 2010-11-05 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2010011149A MX2010011149A (es) | 2008-04-15 | 2009-04-07 | Metodo para la produccion continua de poliesteres biodegradables. |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US8614280B2 (enExample) |
| EP (1) | EP2268702B1 (enExample) |
| JP (1) | JP5675587B2 (enExample) |
| KR (1) | KR101543489B1 (enExample) |
| CN (1) | CN102007159B (enExample) |
| BR (1) | BRPI0911045B8 (enExample) |
| ES (1) | ES2397765T3 (enExample) |
| MX (1) | MX2010011149A (enExample) |
| WO (1) | WO2009127556A1 (enExample) |
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| KR20240174775A (ko) * | 2023-06-09 | 2024-12-17 | 씨제이제일제당 (주) | 생분해성 수지용 결정핵제 및 이를 포함하는 생분해성 수지 조성물 |
| WO2025109041A1 (en) | 2023-11-22 | 2025-05-30 | Sabic Global Technologies B.V. | Process for producing polycarbonate |
| CN117510809A (zh) * | 2023-11-28 | 2024-02-06 | 金发科技股份有限公司 | 一种脂肪族-芳香族聚酯及其制备方法和应用 |
| KR20250097272A (ko) * | 2023-12-21 | 2025-06-30 | 대상 주식회사 | 생분해성 수지 조성물의 제조 방법 |
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| DE19500757A1 (de) * | 1995-01-13 | 1996-07-18 | Basf Ag | Biologisch abbaubare Polymere, Verfahren zu deren Herstellung sowie deren Verwendung zur Herstellung bioabbaubarer Formkörper |
| DE19509551A1 (de) | 1995-03-16 | 1996-09-19 | Basf Ag | Verfahren zur kontinuierlichen Herstellung von thermoplastischen Polyestern |
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| DE10351085A1 (de) | 2003-10-31 | 2005-06-16 | Inventa-Fischer Gmbh & Co. Kg | Turmreaktor sowie dessen Verwendung zur kontinuierlichen Herstellung von hochmolekularem Polyester |
| CN1284779C (zh) * | 2004-07-13 | 2006-11-15 | 武汉大学 | 一种连续制造丙交酯的方法 |
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| JP2006328378A (ja) * | 2005-04-26 | 2006-12-07 | Mitsubishi Chemicals Corp | ポリエステルの製造方法 |
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| JP5176415B2 (ja) * | 2006-07-18 | 2013-04-03 | 三菱化学株式会社 | 脂肪族ポリエステルの製造方法 |
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2009
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- 2009-04-07 EP EP09733143A patent/EP2268702B1/de active Active
- 2009-04-07 MX MX2010011149A patent/MX2010011149A/es active IP Right Grant
- 2009-04-07 WO PCT/EP2009/054116 patent/WO2009127556A1/de not_active Ceased
- 2009-04-07 KR KR1020107025423A patent/KR101543489B1/ko active Active
- 2009-04-07 BR BRPI0911045A patent/BRPI0911045B8/pt not_active IP Right Cessation
- 2009-04-07 JP JP2011504420A patent/JP5675587B2/ja active Active
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Also Published As
| Publication number | Publication date |
|---|---|
| BRPI0911045B8 (pt) | 2020-03-10 |
| KR101543489B1 (ko) | 2015-08-10 |
| EP2268702A1 (de) | 2011-01-05 |
| EP2268702B1 (de) | 2012-11-14 |
| US20140128514A1 (en) | 2014-05-08 |
| CN102007159B (zh) | 2013-03-13 |
| US8614280B2 (en) | 2013-12-24 |
| US9040639B2 (en) | 2015-05-26 |
| WO2009127556A1 (de) | 2009-10-22 |
| BRPI0911045A2 (pt) | 2015-12-29 |
| ES2397765T3 (es) | 2013-03-11 |
| JP2011516709A (ja) | 2011-05-26 |
| KR20110007185A (ko) | 2011-01-21 |
| CN102007159A (zh) | 2011-04-06 |
| JP5675587B2 (ja) | 2015-02-25 |
| US20110039999A1 (en) | 2011-02-17 |
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