PL448430A1 - Method for producing α,β-unsaturated glycerol polyesters with controlled double bond isomerization - Google Patents
Method for producing α,β-unsaturated glycerol polyesters with controlled double bond isomerizationInfo
- Publication number
- PL448430A1 PL448430A1 PL448430A PL44843024A PL448430A1 PL 448430 A1 PL448430 A1 PL 448430A1 PL 448430 A PL448430 A PL 448430A PL 44843024 A PL44843024 A PL 44843024A PL 448430 A1 PL448430 A1 PL 448430A1
- Authority
- PL
- Poland
- Prior art keywords
- reaction mixture
- producing
- dicarboxylic acid
- aliphatic dicarboxylic
- double bond
- Prior art date
Links
- 150000002314 glycerols Chemical class 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 229920000728 polyester Polymers 0.000 title abstract 2
- 238000006317 isomerization reaction Methods 0.000 title 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 6
- 239000011541 reaction mixture Substances 0.000 abstract 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 4
- 125000001931 aliphatic group Chemical group 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 239000000178 monomer Substances 0.000 abstract 1
- 238000010526 radical polymerization reaction Methods 0.000 abstract 1
- 238000003756 stirring Methods 0.000 abstract 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
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/52—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
-
- 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
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/52—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
- C08G63/54—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation the acids or hydroxy compounds containing carbocyclic rings
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
Przedmiotem wynalazku jest sposób wytwarzania α,β—nienasyconych poliestrów gliceryny w reakcji α,β—nienasyconego alifatycznego kwasu dikarboksylowego lub bezwodnika α,β—nienasyconego alifatycznego kwasu dikarboksylowego z gliceryną, charakteryzujący się tym, że w etapie a) miesza się ze sobą α,β—nienasycony alifatyczny kwas dikarboksylowy lub bezwodnik nienasyconego alifatycznego kwasu dikarboksylowego z gliceryną w stosunku molowym od 5:1 do 1:5. W kolejnym etapie b) ogrzewa się uzyskaną mieszaninę reakcyjną do temperatury 100°C — 180°C. Następnie, w etapie c) dodaje się do mieszaniny reakcyjnej inhibitor polimeryzacji rodnikowej w stężeniu do 10% wag. względem mieszaniny reakcyjnej, a w kolejnym etapie d) dodaje się do mieszaniny reakcyjnej katalizator w ilości od 0,5% do 5% wag. względem monomeru kwasu. Następnie, w etapie e) ogrzewa się uzyskaną mieszaninę reakcyjną w temperaturze 100°C — 180°C przez 1 — 10 h, cały czas mieszając.The subject of the invention is a method for producing α,β—unsaturated glycerol polyesters by reacting α,β—unsaturated aliphatic dicarboxylic acid or α,β—unsaturated aliphatic dicarboxylic acid anhydride with glycerol, characterized in that in step a) α,β—unsaturated aliphatic dicarboxylic acid or unsaturated aliphatic dicarboxylic acid anhydride is mixed with glycerol in a molar ratio of 5:1 to 1:5. In the next step b) the obtained reaction mixture is heated to a temperature of 100°C - 180°C. Then, in step c) a radical polymerization inhibitor is added to the reaction mixture in a concentration of up to 10 wt.%. relative to the reaction mixture, and in the next step d) a catalyst is added to the reaction mixture in an amount of 0.5% to 5% by weight relative to the acid monomer. Then, in step e) the obtained reaction mixture is heated at a temperature of 100°C - 180°C for 1 - 10 h, stirring all the time.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL448430A PL448430A1 (en) | 2024-04-26 | 2024-04-26 | Method for producing α,β-unsaturated glycerol polyesters with controlled double bond isomerization |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL448430A PL448430A1 (en) | 2024-04-26 | 2024-04-26 | Method for producing α,β-unsaturated glycerol polyesters with controlled double bond isomerization |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL448430A1 true PL448430A1 (en) | 2024-10-21 |
Family
ID=93155080
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL448430A PL448430A1 (en) | 2024-04-26 | 2024-04-26 | Method for producing α,β-unsaturated glycerol polyesters with controlled double bond isomerization |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL448430A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL451870A1 (en) * | 2025-04-25 | 2025-09-01 | Politechnika Warszawska | Method for producing itaconic polymers with a controlled degree of crosslinking |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106432701A (en) * | 2016-09-14 | 2017-02-22 | 中国科学院宁波材料技术与工程研究所 | Bio-based unsaturated polyester as well as preparation method and application thereof |
-
2024
- 2024-04-26 PL PL448430A patent/PL448430A1/en unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106432701A (en) * | 2016-09-14 | 2017-02-22 | 中国科学院宁波材料技术与工程研究所 | Bio-based unsaturated polyester as well as preparation method and application thereof |
Non-Patent Citations (3)
| Title |
|---|
| K. KOLANKOWSKI I INNI,: "ACS Omega 2023, 8, 23, 20352–20359", „OPTIMIZATION OF THE POLY(GLYCEROL CITRACONATE) SYNTHESIS USING THE BOX–BEHNKEN DESIGN" * |
| M. MIĘTUS I INNI,: "Materials 2023, 16(23), 731, DOI: 10.3390/ma16237319", „POLY(GLYCEROL ITACONATE) CROSSLINKING VIA THE AZA-MICHAEL REACTION—A PRELIMINARY RESEARCH" * |
| M. WRZECIONEK I INNI,: "ACS Omega 2022, 7, 25171−25178", „SYNTHESIS OF POLY(GLYCEROL BUTENEDIOATE)-PGB-UNSATURATED POLYESTER TOWARD BIOMEDICAL APPLICATIONS" * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL451870A1 (en) * | 2025-04-25 | 2025-09-01 | Politechnika Warszawska | Method for producing itaconic polymers with a controlled degree of crosslinking |
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