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US 7,622,544 B2Granted
Process for preparation of biodegradable polymers and resins from proteins, and plastics obtained thereby
AssigneeYissum Research Development Company of the Hebrew University of Jerusalem
InventorSergei Braun
Life of this patent
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Abstract
A method for preparing polyester/polyamide polymers, resins and plastics from proteins is disclosed. Using nitrous acid or nitrous oxide, a protein is converted to a hydroxyl carboxyl polyamide protomer. Protomers are condensed through hydroxyl and carboxyl groups to make inter-protomer ester bonds, resulting in a polyester polyamide polymer, resin or plastic.
Claims29
A process of producing a polymer comprising:
- (a) providing hydroxyl-carboxyl protomers;
- and
- (b) condensing said hydroxyl-carboxyl protomers to form at least one bond A-B, thereby producing the polymer,
- wherein:
- A is selected from the group of radicals consisting of:
- (NHX)(COY)CH—(CH2)3—NH—C(═NH)O.
- (NHX)(COY)CH—(CH2)4O.
- (NHX)(COY)CH—CH2O.
- (NHX)(COY)CH—CHCH3O.
- and (NHX)(COY)CH—CH2—C6H4p-O.,
- and
- B is selected from the group of radicals consisting of
- (NHW)(COZ)CH—CH2—C(═O).
- (NHW)(COZ)CH—(CH2)2—C(═O).
- and WNHCHRBC(═O).
- wherein RB is selected from the group consisting of:
- —(CH2)3—NH—C(NH2)(═NH), —(CH2)3—NH—C(OH)(═NH), —(CH2)4NH2, —(CH2)4OH,
- —CH2OH, —CHOHCH3, —CH2—C6H4 p-OH, —CH2CONH2, —CH2COOH, —(CH2)2CONH2, —(CH2)2COOH, —CH2SH, —H, —CH3, —CH2c(C═CH—N═CH—NH—), —CH(CH3)CH2CH3,
- —CH2CH(CH3)2, —(CH2)2SCH3, —CH2C6H5, —CH2-c(C═CH—NH-Ph-) and —CH(CH3)2,
- wherein Y and Z are independently selected from the group consisting of OH and a proteinaceous material;
- and
- wherein W and X, are independently selected from the group consisting of H and a proteinaceous material;
- and
- wherein bond A-B is an ester bond.
21 more elements
A process of producing a polymer comprising:
- (a) providing hydroxyl-carboxyl protomers;
- (b) providing at least one copolymer;
- (c) combining said hydroxyl-carboxyl protomers with said at least one copolymer to make a precursor mix;
- and
- (d) condensing molecules in said precursor mix to form the polymer, said condensing comprising forming at least one bond A-B,
- wherein:
- A is selected from the group of radicals consisting of:
- (NHX)(COY)CH—(CH2)3—NH—C(═NH)O.
- (NHX)(COY)CH—(CH2)4O.
- (NHX)(COY)CH—CH2O.
- (NHX)(COY)CH—CHCH3O.
- and (NHX)(COY)CH—CH2—C6H4 p-O.,
- and
- B is selected from the group of radicals consisting of
- (NHW)(COZ)CH—CH2—C(═O).
- (NHW)(COZ)CH—(CH2)2—C(═O).
- and WNHCHRBC(═O).
- wherein RB is selected from the group consisting of:
- —(CH2)3—NH—C(NH2)(═NH), —(CH2)3—NH—C(OH)(═NH), —(CH2)4NH2, —(CH2)4OH,
- —CH2OH, —CHOHCH3, —CH2—C6H4 p-OH, —CH2CONH2, —CH2COOH, —(CH2)2CONH2, —(CH2)2COOH, —CH2SH, —H, —CH3, —CH2c(C═CH—N═CH—NH—), —CH(CH3)CH2CH3,
- —CH2CH(CH3)2, —(CH2)2SCH3, —CH2C6H5, —CH2-c(C═CH—NH-Ph-) and —CH(CH3)2,
- wherein Y and Z are independently selected from the group consisting of OH and a proteinaceous material;
- and
- wherein W and X, are independently selected from the group consisting of H and a proteinaceous material;
- and
- wherein bond A-B is an ester bond.
23 more elements
A polymer comprising at least one bond A-B, wherein
- A is selected from the group of radicals consisting of:
- (NHX)(COY)CH—(CH2)3—NH—C(═NH)O.
- (NHX)(COY)CH—(CH2)4O.
- (NHX)(COY)CH—CH2O.
- (NHX)(COY)CH—CHCH3O.
- and (NHX)(COY)CH—CH2—C6H4 p-O.
- and
- B is selected from the group of radicals consisting of
- (NHW)(COZ)CH—CH2—C(═O).
- (NHW)(COZ)CH—(CH2)2—C(═O).
- and WNHCHRBC(═O).
- wherein RB is selected from the group consisting of:
- —(CH2)3—NH—C(NH2)(═NH), —(CH2)3—NH—C(OH)(═NH), —(CH2)4NH2, —(CH2)4OH,
- —CH2OH, —CHOHCH3, —CH2—C6H4 p-OH, —CH2CONH2, —CH2COOH, —(CH2)2CONH2, —(CH2)2COOH, —CH2SH, —H, —CH3, —CH2c(C═CH—N═CH—NH—), —CH(CH3)CH2CH3,
- —CH2CH(CH3)2, —(CH2)2SCH3, —CH2C6H5, —CH2-c(C═CH—NH-Ph-) and —CH(CH3)2,
- wherein Y and Z are independently selected from the group consisting of OH and a proteinaceous material;
- and
- wherein W and X, are independently selected from the group consisting of H and a proteinaceous material;
- and
- wherein bond A-B is an ester bond.
17 more elements
Dependencies are inferred from the claim text.