Monomer and polymers
AssigneeThe University of Manchester
InventorsMichael Shaver, Theona Sucu
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Abstract
Monomer as a cross-linker for polymers The present invention provides a use of a monomer as a cross-linker in ring-opening polymerisation, a cross-linked polymer which comprises the monomer and a method of preparing a cross-linked polymer.
Claims13
Use of compound (I) as a cross-linking monomer in a ring-opening polymerisation reaction,
- wherein A is a single bond or a group of the formula -L1-L2-L3-L4-L5-L6-L7-L8-L9-L10-L11-L12-L13-L14-L15, wherein each of L1 to L15 is independently absent, or selected from the group consisting of a substituted or unsubstituted 5-to 8-membered arylene group, a substituted or unsubstituted 5-to 8-membered heteroarylene group, wherein the heteroarylene group comprises at least one heteroatom selected from the group consisting of nitrogen, oxygen and sulfur;
- CH2, C(NH), C(O), C(S), NH, O, S, S(O), and S(O2), wherein each CH2, C(NH) and NH, if present, is substituted or unsubstituted.
A cross-linked polymer, comprising at least one cross-linking unit of the following formula (II),
- wherein A is a single bond or a group of the formula -L1-L2-L3-L4-L5-L6-L7-L8-L9-L10-L11-L12-L13-L14-L15,
- wherein each of L1 to L15 is independently absent, or selected from the group consisting of a substituted or unsubstituted 5- to 8-membered arylene group, a substituted or unsubstituted 5- to 8-membered heteroarylene group, wherein the heteroarylene group comprises at least one heteroatom selected from the group consisting of nitrogen, oxygen and sulfur;
- CH2, C(NH), C(O), C(S), NH, O, S, S(O), and S(O2), wherein each CH2, C(NH) and NH, if present, is substituted or unsubstituted.
A method of preparing a cross-linked polymer, the method comprising the step of contacting compound (I):
- wherein A is a single bond or a group of the formula -L1-L2-L3-L4-L5-L6-L7-L8-L9-L10-L11-L12-L13-L14-L15, wherein each of L1 to L15 is independently absent, or selected from the group consisting of a substituted or unsubstituted 5- to 8-membered arylene group, a substituted or unsubstituted 5- to 8-membered heteroarylene group, wherein the heteroarylene group comprises at least one heteroatom selected from the group consisting of nitrogen, oxygen and sulfur;
- CH2, C(NH), C(O), C(S), NH, O, S, S(O), and S(O2), wherein each CH2, C(NH) and NH, if present, is substituted or unsubstituted. with (i) at least one of a cyclic ester, a cyclic amide or a cyclic carbonate, or a combination thereof, or a combination of a cyclic anhydride and an epoxide, optionally (ii) a catalyst, and optionally (iii) an initiator, and performing a ring-opening polymerisation reaction.
The method of claim 6, wherein the cyclic ester is one selected from B-propiolactone, β-butyrolactone, 3-methyloxetan-2-one, γ-valerolactone, caprolactone, ε-caprolactone, ε-decalactone, 5,5-dimethyl-dihydro-furan-2-one, (S)—Y-hydroxymethyl-γ-butyrolactone, γ-octanoic lactone, γ-nonanoic lactone, δ-valerolactone, δ-hexalactone, δ-decalactone, δ-undecalactone, δ-dodecalactone, glycolide, L-lactide, D-lactide, meso-lactide, heptalactone, octalactone, nonalactone, decalactone or pentadecalactone, or substituted versions thereof, or a mixture thereof;
- the cyclic amide is one selected from caprolactam, propiolactam, capryllactam, lauric lactam, alpha-pyrrolidone, oenanthic lactam or substituted versions thereof, or any mixture thereof;
- the cyclic carbonate is one selected from trimethylene carbonate or ethylene carbonate or substituted versions thereof, or any mixture thereof;
- the cyclic anhydride is one selected from maleic anhydride, phthalic anhydride or succinic anhydride or substituted versions thereof, or any mixture thereof;
- and the epoxide is one selected from ethylene oxide, propylene oxide, butylene oxide or cyclohexene oxide, or substituted versions thereof, or any mixture thereof.
Dependencies are inferred from the claim text.