Novel biobased polyester
US-2024327659-A1 · Oct 3, 2024 · US
US10005875B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10005875-B2 |
| Application number | US-201415023795-A |
| Country | US |
| Kind code | B2 |
| Filing date | Sep 10, 2014 |
| Priority date | Sep 26, 2013 |
| Publication date | Jun 26, 2018 |
| Grant date | Jun 26, 2018 |
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The present invention provides a co-polymer polyol which has an ABA block structure wherein each A block comprises a plurality of hydroxy-carboxylic acid residues and the B block comprises at least one dimer fatty residue selected from a dimer fatty diacid residue, a dimer fatty diol residue and a dimer fatty diamine residue, wherein the co-polymer polyol comprises at least two hydroxyl end groups. The invention also provides a method of making the co-polymer polyol and a polyurethane comprising the co-polymer polyol.
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The invention claimed is: 1. A co-polymer polyol which has an ABA block structure wherein: each A block comprises a plurality of hydroxy-carboxylic acid residues; and the B block comprises: at least one dimer fatty residue selected from a dimer fatty diacid residue, a dimer fatty diol residue and a dimer fatty diamine residue; and one or more non-dimeric dicarboxylic acids; wherein the co-polymer polyol comprises at least two hydroxyl end groups. 2. The co-polymer polyol as claimed in claim 1 wherein the hydroxy-carboxylic acid residues in each A block are derived from at least one lactone, wherein the at least one lactone comprises from 4 to 8 carbon atoms. 3. The co-polymer polyol as claimed in claim 1 wherein each A block does not comprise a dimer fatty residue. 4. The co-polymer polyol as claimed in claim 1 wherein each A block consists of hydroxy-carboxylic acid residues. 5. The co-polymer polyol as claimed in claim 2 wherein each A block is formed by ring-opening polymerisation of the at least one lactone on to the B block. 6. The co-polymer polyol as claimed in claim 1 wherein the B block further comprises a non-dimeric diol. 7. The co-polymer polyol as claimed in claim 1 wherein the B block comprises a non-dimeric dicarboxylic acid comprising from 6 to 12 carbon atoms. 8. The co-polymer polyol as claimed in claim 1 wherein the B block does not comprise a hydroxy-carboxylic acid residue. 9. The co-polymer polyol as claimed in claim 1 wherein the weight ratio of the weight of the B block to the total weight of the A blocks is from at least 0.75:1 to at most 1.25:1. 10. The co-polymer polyol as claimed in claim 1 which is obtained by forming each A block on the B block by a ring opening polymerisation reaction of at least one lactone on to the B block wherein the ring opening polymerisation reaction is performed at a temperature of up to 180° C. and wherein the temperature of the reaction is such that substantially no re-arrangement of the residues between the A block and the B block occurs. 11. A polyurethane comprising a co-polymer polyol as claimed in claim 1 . 12. The polyurethane as claimed in claim 11 wherein the A blocks and B block of the co-polymer polyol are phase separated in the formed polyurethane. 13. The polyurethane as claimed in claim 11 wherein the polyurethane is a polyurethane elastomer with a tensile strength at break of at least 200 N when measured according to ISO 527-2. 14. A method of making a co-polymer polyol as claimed in claim 1 comprising forming each A block on the B block by ring opening polymerisation of at least one lactone on to the B block. 15. The method as claimed in claim 14 wherein the ring opening polymerisation is carried out at a temperature of up to 180° C. 16. A method of making a polyurethane comprising reacting a co-polymer polyol as claimed in claim 1 with an isocyanate to form: (a) the polyurethane; or (b) an isocyanate-terminated pre-polymer which is then reacted with a chain extender to form the polyurethane. 17. An adhesive, coating, elastomer or foam comprising a co-polymer polyol as claimed in claim 1 .
Acids or hydroxy compounds containing cycloaliphatic rings, e.g. Diels-Alder adducts · CPC title
prepared from hydroxycarboxylic acids and/or lactones · CPC title
Hydroxylated esters of higher fatty acids · CPC title
from polyesters · CPC title
prepared from a combination of hydroxycarboxylic acids and/or lactones with polycarboxylic acids or ester forming derivatives thereof and polyhydroxy compounds · CPC title
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