Catalyst systems based on phenolate complexes for immortal ring-opening polymerization of cyclic esters and carbohydrates
US-9512267-B2 · Dec 6, 2016 · US
US10155846B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10155846-B2 |
| Application number | US-201715626633-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jun 19, 2017 |
| Priority date | Dec 19, 2014 |
| Publication date | Dec 18, 2018 |
| Grant date | Dec 18, 2018 |
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The present invention relates to a polycarbonate resin containing, in the molecule, a structure represented by the following formula (1): wherein X has a structure represented by any one of the following formula (2) to (4): wherein each of R 1 to R 4 independently represents a hydrogen atom or an organic group having a carbon number of 1 to 30; the organic group may have an arbitrary substituent, and any two or more members of R 1 to R 4 may combine with each other to form a ring, which is excellent in heat resistance, transparency, light resistance, weather resistance and mechanical strength.
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The invention claimed is: 1. A polycarbonate resin comprising a structure represented by the following formula (1) in the molecule: wherein X has a structure represented by any one of the following formulae (2) to (4); in the formula (2) to (4), each of R 1 to R 4 independently represents a hydrogen atom or an organic group having a carbon number of 1 to 30; the organic group may have an arbitrary substituent; and any two or more members of R 1 to R 4 may combine with each other to form a ring. 2. A polycarbonate resin comprising a structure represented by the following formula (1) in the molecule: wherein X has a structure represented by any one of the following formulae (2) to (4); in the formula (2) to (4), each of R 1 to R 4 independently represents an organic group having a carbon number of 1 to 30; the organic group may have an arbitrary substituent; and any two or more members of R 1 to R 4 may combine with each other to form a ring. 3. The polycarbonate resin according to claim 1 , wherein X in the formula (1) is a structure represented by the formula (2). 4. The polycarbonate resin according to claim 1 , wherein each of R 1 and R 2 and R 3 and R 4 in the formula (2) to (4) mutually forms a ring via an acetal bond. 5. The polycarbonate resin according to claim 4 , wherein the cyclohexane ring in the formula (2) to (4) is an inositol residue derived from myo-inositol. 6. The polycarbonate resin according to claim 5 , wherein X in the formula (1) is a structure represented by the following formula (5): 7. The polycarbonate resin according to claim 6 , wherein in all myo-inositol derivative compounds obtained by hydrolyzing the polycarbonate resin, the ratio of a compound having a structure represented by the following formula (6) is 90 mol % or more and the ratio of a total of a compound represented by the following structural formula (7) and a compound represented by the following structural formula (8) is 5 mol % or less: 8. The polycarbonate resin according to claim 1 , wherein X in the formula (1) is a structure represented by the formula (4) and R 1 , R 3 and R 4 in the formula (4) form a ring. 9. The polycarbonate resin according to claim 8 , wherein the cyclohexane ring in the formula (4) is an inositol residue derived from myo-inositol. 10. The polycarbonate resin according to claim 1 , wherein the midpoint glass transition initiation temperature Tmg is 100° C. or more. 11. The polycarbonate resin according to claim 1 , wherein the reduced viscosity is from 0.20 to 1.50 dl/g. 12. The polycarbonate resin according to claim 1 , wherein when all carbonate repeating units are assumed to be 100, the polycarbonate resin contains 80 or less of a structure represented by the formula (1) as a repeating unit. 13. The polycarbonate resin according to claim 1 , wherein the polycarbonate resin has from 0.1 to 50 mass % of a structural unit derived from an aliphatic dihydroxy compound and/or an alicyclic dihydroxy compound. 14. The polycarbonate resin according to claim 1 , wherein the polycarbonate resin contains from 5 to 80 mass % of a structural unit derived from isosorbide. 15. The polycarbonate resin according to claim 1 , wherein the polycarbonate resin contains from 0.1 to 50 mass % of a structural unit derived from an aliphatic dihydroxy compound having a primary hydroxyl group. 16. The polycarbonate resin according to claim 1 , wherein the polycarbonate resin contains from 0.1 to 50 mass % of a structural unit derived from an alicyclic dihydroxy compound having a primary hydroxyl group. 17. The polycarbonate resin according to claim 1 , wherein the polycarbonate resin contains from 40 to 95 mass % of a structural unit derived from a compound represented by the following formula (9): wherein each of R 11 to R 14 independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having a carbon number of 1 to 20, a substituted or unsubstituted cycloalkyl group having a carbon number of 6 to 20, or a substituted or unsubstituted aryl group having a carbon number of 6 to 20, each of Y 1 and Y 2 independently represents a substituted or unsubstituted alkylene group having a carbon number of 2 to 10, a substituted or unsubstituted cycloalkylene group having a carbon number of 6 to 20, or a substituted or unsubstituted arylene group having a carbon number of 6 to 20, and each of m and n is independently an integer of 0 to 5. 18. The polycarbonate resin according to claim 1 , wherein the polycarbonate resin contains from 50 to 80 mol % of a structural unit derived from a compound represented by the following formula (10), relative to structural units derived from all dihydroxy compounds in the polycarbonate resin: wherein each of R 21 to R 24 independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having a carbon number of 1 to 20, a substituted or unsubstituted cycloalkyl group having a carbon number of 5 to 20, or a substituted or unsubstituted aryl group having a carbon number of 6 to 20. 19. The polycarbonate resin according to claim 1 , wherein the polycarbonate resin contains from 1 to 40 mass % of a structure represented by the following formula (11) and/or a structure represented by the following formula (12): wherein each of R 31 to R 33 independently represents a direct bond, an alkylene group having a carbon number of 1 to 4, which may have a substituent, and each of R 34 to R 39 independently represents a hydrogen atom, an alkyl group having a carbon number of 1 to 10, which may have a substituent, an aryl group having a carbon number of 4 to 10, which may have a substituent, an acyl group having a carbon number of 1 to 10, which may have a substituent, an alkoxy group having a carbon number of 1 to 10, which may have a substituent, an aryloxy group having a carbon number of 4 to 10, which may have a substituent, an amino group which may have a substituent, an alkenyl group having a carbon number of 2 to 10, which may have a substituent, an alkynyl group having a carbon number of 2 to 10, which may have a substituent, a sulfur atom having a substituent, a silicon atom having a substituent, a halogen atom, a nitro group, or a cyano group, provided that R 34 to R 39 may be the same as or different from each other and at least two adjacent groups out of R 34 to R 39 may combine with each other to form a ring.
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