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US 5,750,677 AGranted
Direct process for the production of cellulose esters
AssigneeEastman Chemical Company
InventorsKevin J. Edgar, Richard T. Bogan
Life of this patent
Estimating the term…
Abstract
The present invention relates to a process for preparing cellulose esters having a total DS/AGU of 0.1 to 3.0, said process comprising contacting the following: (i) a cellulose material, (ii) a solubilizing amount of a solvent system comprising a carboxamide diluent or a urea-based diluent, (iii) an acylating reagent, and (iv) a titanium-containing compound.
Claims57
A process for preparing cellulose esters having a total DS/AGU of 0.1 to 3.0, said process comprising contacting the following:
- (i) a cellulose material,
- (ii) a solubilizing amount of a solvent system for said resultant cellulose esters comprising either a carboxamide diluent or a urea-based diluent,
- wherein the carboxamide portion of said carboxamide diluent comprises the structure:
- R.sup.4 R.sup.5 NCOCR.sup.6 R.sup.7 R.sup.8, wherein R.sup.4, R.sup.5, R.sup.6, R.sup.7, and R.sup.8 are independently selected from the group consisting of hydrogen, alkyl having from about 1 to about 20 carbon atoms, branched alkyl having from about 1 to about 20 carbon atoms, phenyl, naphthyl, alkenyl having from about 1 to about 20 carbon atoms, and branched alkenyl having from about 1 to about 20 carbon atoms, and
- wherein said urea portion of said urea-based diluent comprises the structure:
- R.sup.9 R.sup.10 NCONR.sup.11 R.sup.12, wherein R.sup.9, R.sup.10, R.sup.11, and R.sup.12 are independently selected from the group consisting of hydrogen, alkyl having from about 1 to about 20 carbon atoms, branched alkyl having from about 1 to about 20 carbon atoms, phenyl, naphthyl, alkenyl having from about 1 to about 20 carbon atoms, and branched alkenyl having from about 1 to about 20 carbon atoms,
- (iii) an acylating reagent selected from the group consisting of
- (a) an acid chloride, and optionally, an acid acceptor,
- (b) a carboxylic acid anhydride,
- (c) any one of diketene, ketene, 2,2,6-trimethyl-4H-1,3-dioxin-4-one, and an ester of acetoacetic acid,
- (d) an ester of a carboxylic acid, and combinations of one or more of (a)-(d), and
- (iv) a titanium-containing compound;
- wherein said components (i) and (ii) are contacted first and components (iii) and (iv) are contacted with the product of said contacting of components (i) and (ii), in any order.
10 more elements
A process for preparing cellulose esters having a total DS/AGU of 0.1 to 3.0, said process comprising contacting the following:
- (i) a cellulose material,
- (ii) a solubilizing amount of a solvent system for said resultant cellulose esters comprising a carboxamide diluent,
- wherein the carboxamide of said carboxamide diluent has the structure:
- R.sup.4 R.sup.5 NCOCR.sup.6 R.sup.7 R.sup.8, wherein R.sup.4, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are independently selected from the group consisting of hydrogen, alkyl having from about 1 to about 20 carbon atoms, branched alkyl having from about 1 to about 20 carbon atoms, phenyl, naphthyl, alkenyl having from about 1 to about 20 carbon atoms, and branched alkenyl having from about 1 to about 20 carbon atoms,
- (iii) an acylating reagent selected from the group consisting of
- (a) an acid chloride, and optionally, an acid acceptor,
- (b) a carboxylic acid anhydride,
- (c) any of one of diketene, ketene, 2,2,6-trimethyl-4H-1,3-dioxin-4-one, an ester of acetoacetic acid,
- (d) an ester of a carboxylic acid, and combinations of one or more of (a)-(d), and
- (iv) a titanium-containing compound;
- wherein said components (i) and (ii) are contacted first and components (iii) and (iv) are contacted with the product of said contacting of components (i) and (ii), in any order.
8 more elements
A process for preparing cellulose esters having a total DS/AGU of 0.1 to 3.0, said process comprising contacting the following:
- (i) a cellulose material,
- (ii) a solubilizing amount of a solvent system for said resultant cellulose esters comprising a urea-based diluent,
- wherein said urea-based compound of said urea-based diluent has the structure:
- R.sup.9 R.sup.10 NCONR.sup.11 R.sup.12, wherein R.sup.9, R.sup.10, R.sup.11, and R.sup.12 are independently selected from the group consisting of hydrogen, alkyl having from about 1 to about 20 carbon atoms, branched alkyl having from about 1 to about 20 carbon atoms, phenyl, naphthyl, alkenyl having from about 1 to about 20 carbon atoms, and branched alkenyl having from about 1 to about 20 carbon atoms,
- (iii) an acylating reagent selected from the group consisting of
- (a) an acid chloride, and optionally, an acid acceptor,
- (b) a carboxylic acid anhydride,
- (c) any one of diketene, ketene, 2,2,6-trimethyl-4H-1,3-dioxin-4-one, and an ester of acetoacetic acid,
- (d) an ester of a carboxylic acid, and combinations of one or more of (a)-(d), and
- (iv) a titanium-containing compound;
- wherein said components (i) and (ii) are contacted first and components (iii) and (iv) are contacted with the product of said contacting of components (i) and (ii), in any order.
8 more elements
Dependencies are inferred from the claim text.