Methods for Biocompatible Derivatization of Cellulosic Surfaces
AssigneeHumanitarian Scientific LLC
InventorGiuseppe Trigiante
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Abstract
The present invention describes methods of treating cellulosic materials with a composition that provides increased hydrophobicity to such materials without sacrificing the biodegradability thereof. The methods as disclosed provide for esterification of available hydroxyl groups on cellulosic materials, where such hydroxyl groups are “masked” by bulky organic chains, including that the disclosure provides products made by such methods. The materials thus treated display higher hydrophobicity, barrier function, and mechanical properties, and may be used in any application where such features are desired.
Claims20
A method for treating a surface of a cellulose-containing material comprising:
- (a) applying to said surface a composition comprising:
- (i) an alkanoic acid derivative having the formula (I):
- R—CO—X
- wherein R is a straight-chain, branched-chain, or cyclic aliphatic hydrocarbon radical having from 6 to 50 carbon atoms, and wherein X is Cl, Br, or O(CO)OR;
- (ii) a base;
- and
- (iii) a first solvent,
- (b) heating the applied composition on said surface;
- (c) rinsing said surface with a second solvent;
- and
- (d) drying said rinsed surface;
- wherein said composition esterifies at least a portion of the hydroxyl groups available of via the cellulose of the material and said dried surface comprises a water contact angle larger than 90°.
A method for treating a surface of a cellulose-containing material comprising:
- (a) applying to said surface a composition comprising:
- (i) (1) an alkanoic acid;
- and
- (2) a derivatizing agent selected from the group consisting of acid chlorides, acid bromides, acid iodides, anhydrides, ketenes, diketenes, chlorocarbolic acid esters, carbonic acid diesters, 2,5-diketooxazolidines, isatinic anhydride, isocyanates, carbamoyl chlorides, thiocyanates, thiocarbamoyl chlorides, sulfonyl chlorides, sulfonic acid anhydrides, N-chlorosulfonamides, sulfinic acid chlorides, N-chlorosulfinamides, and combinations thereof;
- (ii) a base;
- and
- (iii) a first solvent,
- (b) heating the applied composition on said surface;
- (c) rinsing said surface with a second solvent;
- and
- (d) drying said rinsed surface;
- wherein the resulting surface of the cellulose-based material exhibits a water contact angle larger than 90° and said composition esterifies at least a portion of the hydroxyl groups available of the cellulose of the material.
An article of manufacture comprising a surface comprising cellulose, wherein said surface comprises hydroxyl groups in ester linkage with a compound of:
- R—CO—X
- wherein R is a straight-chain, branched-chain or cyclic aliphatic hydrocarbon radical having from 6 to 50 carbon atoms, and wherein X is Cl, Br, or O(CO)OR and, said surface comprises a water contact angle larger than 90°.
A method for treating a surface of a cellulose-containing material comprising:
- (a) applying to said surface a composition comprising:
- (i) an alkanoic acid derivative having the formula (I):
- R—CO—X
- wherein R is a straight-chain, branched-chain, or cyclic aliphatic hydrocarbon radical having from 6 to 50 carbon atoms, and wherein X is Cl, Br, or O(CO)OR;
- (ii) a base;
- and
- (iii) a first solvent,
- (b) heating the applied composition on said surface;
- (c) rinsing said surface with a second solvent;
- and
- (d) drying said rinsed surface;
- wherein said composition esterifies at least a portion of hydroxyl groups available of said cellulose of said material and said dried surface comprises a water contact angle larger than 90°, and one or more of stable up to at least about 200° C., an oxygen permeability of less than about 10 Barrer units, and a water vapour permeability of less than about 20 Barrer units.
Dependencies are inferred from the claim text.