CN105801816A - 一种制备可生物降解材料聚β-羟基丁酸酯的方法 - Google Patents
一种制备可生物降解材料聚β-羟基丁酸酯的方法 Download PDFInfo
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- CN105801816A CN105801816A CN201610188698.3A CN201610188698A CN105801816A CN 105801816 A CN105801816 A CN 105801816A CN 201610188698 A CN201610188698 A CN 201610188698A CN 105801816 A CN105801816 A CN 105801816A
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- Prior art keywords
- poly
- biodegradable material
- product
- beta
- hydroxybutyrate
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- 238000000034 method Methods 0.000 title claims abstract description 22
- 239000000463 material Substances 0.000 title claims abstract description 14
- 229920000331 Polyhydroxybutyrate Polymers 0.000 title abstract 4
- 229920001397 Poly-beta-hydroxybutyrate Polymers 0.000 title abstract 3
- OMSUIQOIVADKIM-UHFFFAOYSA-N ethyl 3-hydroxybutyrate Chemical compound CCOC(=O)CC(C)O OMSUIQOIVADKIM-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000003054 catalyst Substances 0.000 claims abstract description 15
- 238000006243 chemical reaction Methods 0.000 claims abstract description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 238000010438 heat treatment Methods 0.000 claims abstract description 9
- 239000002253 acid Substances 0.000 claims description 18
- FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical group [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 claims description 10
- 238000005485 electric heating Methods 0.000 claims description 10
- 239000008367 deionised water Substances 0.000 claims description 6
- 229910021641 deionized water Inorganic materials 0.000 claims description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract description 8
- 238000004519 manufacturing process Methods 0.000 abstract description 6
- 238000002360 preparation method Methods 0.000 abstract description 6
- 238000003786 synthesis reaction Methods 0.000 abstract description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 abstract description 4
- 229910052757 nitrogen Inorganic materials 0.000 abstract description 4
- 229910052786 argon Inorganic materials 0.000 abstract description 2
- 239000011261 inert gas Substances 0.000 abstract description 2
- 230000035484 reaction time Effects 0.000 abstract 2
- 239000000047 product Substances 0.000 description 31
- 230000000052 comparative effect Effects 0.000 description 9
- 238000012360 testing method Methods 0.000 description 7
- GSCLMSFRWBPUSK-UHFFFAOYSA-N beta-Butyrolactone Chemical compound CC1CC(=O)O1 GSCLMSFRWBPUSK-UHFFFAOYSA-N 0.000 description 6
- 238000001228 spectrum Methods 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- 230000004044 response Effects 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- WHBMMWSBFZVSSR-UHFFFAOYSA-N 3-hydroxybutyric acid Chemical compound CC(O)CC(O)=O WHBMMWSBFZVSSR-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 238000009876 asymmetric hydrogenation reaction Methods 0.000 description 2
- MUALRAIOVNYAIW-UHFFFAOYSA-N binap Chemical compound C1=CC=CC=C1P(C=1C(=C2C=CC=CC2=CC=1)C=1C2=CC=CC=C2C=CC=1P(C=1C=CC=CC=1)C=1C=CC=CC=1)C1=CC=CC=C1 MUALRAIOVNYAIW-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- WASQWSOJHCZDFK-UHFFFAOYSA-N diketene Chemical compound C=C1CC(=O)O1 WASQWSOJHCZDFK-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 229920002521 macromolecule Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000012265 solid product Substances 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
- IJMWOMHMDSDKGK-UHFFFAOYSA-N Isopropyl propionate Chemical compound CCC(=O)OC(C)C IJMWOMHMDSDKGK-UHFFFAOYSA-N 0.000 description 1
- QLACRIKFZRFWRU-UHFFFAOYSA-N [4-oxo-4-(4-oxobutan-2-yloxy)butan-2-yl] 3-hydroxybutanoate Chemical compound CC(O)CC(=O)OC(C)CC(=O)OC(C)CC=O QLACRIKFZRFWRU-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 229920003232 aliphatic polyester Polymers 0.000 description 1
- 238000013475 authorization Methods 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- -1 binap ruthenium (II) complexes Chemical class 0.000 description 1
- 238000011953 bioanalysis Methods 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 231100000357 carcinogen Toxicity 0.000 description 1
- 239000003183 carcinogenic agent Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- OBNCKNCVKJNDBV-UHFFFAOYSA-N ethyl butyrate Chemical compound CCCC(=O)OCC OBNCKNCVKJNDBV-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000002362 mulch Substances 0.000 description 1
- 229910052756 noble gas Inorganic materials 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 230000035935 pregnancy Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000010408 sweeping Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000010936 titanium Substances 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/06—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/85—Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/87—Non-metals or inter-compounds thereof
-
- 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
- C08G2230/00—Compositions for preparing biodegradable polymers
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
Description
Claims (6)
Priority Applications (1)
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CN201610188698.3A CN105801816B (zh) | 2016-03-28 | 2016-03-28 | 一种制备可生物降解材料聚β-羟基丁酸酯的方法 |
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CN201610188698.3A CN105801816B (zh) | 2016-03-28 | 2016-03-28 | 一种制备可生物降解材料聚β-羟基丁酸酯的方法 |
Publications (2)
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CN105801816A true CN105801816A (zh) | 2016-07-27 |
CN105801816B CN105801816B (zh) | 2018-07-13 |
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CN201610188698.3A Expired - Fee Related CN105801816B (zh) | 2016-03-28 | 2016-03-28 | 一种制备可生物降解材料聚β-羟基丁酸酯的方法 |
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111961322A (zh) * | 2020-08-21 | 2020-11-20 | 青岛科技大学 | 聚(4-羟基丁酸酯)生物可降解包装薄膜及其制备方法 |
CN113773474A (zh) * | 2021-10-21 | 2021-12-10 | 辽宁科信生物科技有限公司 | 聚β-羟基丁酸酯的合成方法 |
CN114947046A (zh) * | 2022-05-12 | 2022-08-30 | 华南理工大学 | 聚3-羟基丁酸酯作为面粉或面制品添加剂的应用 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4855483A (en) * | 1988-02-18 | 1989-08-08 | General Electric Company | Method for preparing polysalicylates |
CN103467715A (zh) * | 2013-09-26 | 2013-12-25 | 南京年吉冷冻食品有限公司 | 可生物降解的聚羟基丁酸酯共聚混合物的合成方法 |
CN103483562A (zh) * | 2013-09-26 | 2014-01-01 | 南京年吉冷冻食品有限公司 | 一种聚羟基丁酸酯的化学合成方法 |
-
2016
- 2016-03-28 CN CN201610188698.3A patent/CN105801816B/zh not_active Expired - Fee Related
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4855483A (en) * | 1988-02-18 | 1989-08-08 | General Electric Company | Method for preparing polysalicylates |
CN103467715A (zh) * | 2013-09-26 | 2013-12-25 | 南京年吉冷冻食品有限公司 | 可生物降解的聚羟基丁酸酯共聚混合物的合成方法 |
CN103483562A (zh) * | 2013-09-26 | 2014-01-01 | 南京年吉冷冻食品有限公司 | 一种聚羟基丁酸酯的化学合成方法 |
Non-Patent Citations (1)
Title |
---|
王加宁等: "聚羟基丁酸酯的化学合成及生物降解性", 《化学工业与工程》 * |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111961322A (zh) * | 2020-08-21 | 2020-11-20 | 青岛科技大学 | 聚(4-羟基丁酸酯)生物可降解包装薄膜及其制备方法 |
CN111961322B (zh) * | 2020-08-21 | 2022-02-22 | 青岛科技大学 | 聚(4-羟基丁酸酯)生物可降解包装薄膜及其制备方法 |
CN113773474A (zh) * | 2021-10-21 | 2021-12-10 | 辽宁科信生物科技有限公司 | 聚β-羟基丁酸酯的合成方法 |
CN113773474B (zh) * | 2021-10-21 | 2022-11-29 | 辽宁科信生物科技有限公司 | 聚β-羟基丁酸酯的合成方法 |
CN114947046A (zh) * | 2022-05-12 | 2022-08-30 | 华南理工大学 | 聚3-羟基丁酸酯作为面粉或面制品添加剂的应用 |
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CN105801816B (zh) | 2018-07-13 |
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Address after: 510530 No. 18, Rui Lu, Luogang District, Guangdong, Guangzhou Co-patentee after: COLLEGE OF MUNICIPAL WORKS & CONSTRUCTION, GUANGZHOU University Patentee after: SOUTH CHINA INSTITUTE OF ENVIRONMENTAL SCIENCES. MEE Address before: Tianhe District West Village Guangzhou city Guangdong province 510655 No. seven compound Co-patentee before: COLLEGE OF MUNICIPAL WORKS & CONSTRUCTION, GUANGZHOU University Patentee before: South China Institute of Environmental Sciences. MEP |
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