IP Library Granted Patent US 8,173,799
Granted Patent B2
US 8,173,799 · App. 10/822,926 · Granted May 8, 2012

Raw cotton linters composition, method of making, and uses thereof

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Quick Facts
Patent No.
US 8,173,799
App. No.
10/822,926
Granted
May 8, 2012
Kind
B2
Abstract

A composition of a loose mass of comminuted raw cotton linter fibers has a bulk density of at least 8 g/100 ml and at least 50% of the fibers in the mass passes through a US standard sieve size #10 (2 mm opening). This composition is made by obtaining a loose mass of first cut, second cut, third cut, or mill runs raw cotton linters or mixtures thereof and comminuting the loose mass of raw cotton linters to a size wherein at least 50% pass through a US standard sieve size #10 (2 mm opening). This composition is used to make cellulose ether derivatives.

Claims (29)

1. A process for making a cellulose ether derivative comprising

a) mixing a composition comprising a loose mass of raw cut cotton linter fibers that

i) has a bulk density of at least 20 g/100 ml and

ii) at least 50 wt % of the fibers in the loose mass passes through a US standard sieve size #10 (2 mm opening) as a starting material with a base to form an activated cellulose mixture and,

b) reacting the activated cellulose mixture with at least one etherifying agent to form a cellulose ether derivative product containing a cellulose ether derivative, wherein mixing power of the activated cellulose mixture is 5% lower than the mixing power of the same process using comparably comminuted purified celluloses, wherein the cutting is carried out in a rotary cutter, wherein the upper limit of cellulose content in the fibers in the cut mass of raw cotton linters is 95 wt %, wherein the molecular weight of the raw cut cotton linter fibers as determined by intrinsic viscosity (IV) has not been reduced by more than 20% relative to non-comminuted raw cotton linters, wherein the loose mass of raw cut cotton linter fibers have a number average length range of 253-541.

2. The process of claim 1 , wherein the mixing power of the activated cellulose mixture is 10% lower than the mixing power of the same process using comparably comminuted purified celluloses.

3. The process of claim 1 , wherein the mixing power of the activated cellulose mixture is 15% lower than the mixing power of the same process using comparably comminuted purified celluloses.

4. The process of claim 1 , wherein the base is selected from the group consisting of sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, ammonium hydroxide, lithium hydroxide, strong organic bases and mixtures thereof.

5. Process of claim 1 wherein the base is selected from the group consisting of amines, quaternary ammonium hydroxides, and mixtures thereof.

6. The process of claim 1 , wherein the etherifying agent is selected from the group consisting of alkyl halides, alkenyl halides, alkylene oxides, glycidyl ethers, metal salts of alpha-halogenoalkanoates, vinyl sulfonates, and mixtures thereof.

7. The process of claim 1 , wherein the etherifying agent is selected from the group consisting of methyl chloride, ethyl chloride, ethylene oxide, propylene oxide, butylene oxide, monochloroacetic acid and salts thereof, butyl glycidyl ether, and glycidyl silane.

8. The process of claim 1 , wherein the cellulose ether derivative is selected from the group consisting of carboxymethylcellulose (CMC), hydrophobically modified carboxymethylcellulose (HMCMC), methylcellulose (MC), ethylcellulose (EC), hydroxyethylcellulose (HEC), carboxymethylhydroxyethylcellulose (CMHEC), carboxymethyl hydrophobically modified hydroxyethylcellulose (CMHMHEC), hydrophobically-modified hydroxyethylcellulose (HMHEC), methylhydroxyethylcellulose (MHEC), methylhydroxypropylcellulose (MHPC), ethylhydroxyethylcellulose (EHEC), hydrophobically-modified ethyhydroxyethylcellulose, (HMEHEC), methylethylhydroxyethylcellulose (MEHEC), hydroxypropylcellulose (HPC), and hydrophobically-modified hydroxypropylcellulose (HMHPC).

9. The process of claim 8 , wherein the cellulose ether derivative is carboxymethylcellulose having a degree of substitution of 0.1 to 2.5.

10. The process of claim 1 , wherein cellulose ether derivative product is further processed to increase its purity.

11. The process of claim 10 , wherein the further processing comprises extracting nonpolymeric salts from the cellulose ether derivative product through the use of liquid media in which the cellulose ether derivative is rendered substantially insoluble.

12. The process of claim 1 , wherein the starting material or the cellulose ether derivative product is further processed with a viscosity reducing agent to lower the intrinsic viscosity of the cellulose ether product.

13. The process of claim 12 , wherein the viscosity reducing agent is performed by chemical means.

14. The process of claim 12 , wherein the viscosity reducing agent is performed by mechanical means.

15. The process of claim 12 , wherein the viscosity reducing agent is performed by irradiation.

16. The process of claim 12 , wherein the viscosity reducing ac en performed by enzymatic means.

17. The process of claim 1 , wherein the cellulose ether derivative product contains at least 65% of the cellulose ether derivative.

18. The process of claim 1 , wherein the cellulose ether derivative product contains at least 75% of the cellulose ether derivative.

19. The process of claim 1 , wherein the cellulose ether derivative product contains at least 95% of the cellulose ether derivative.

20. The process of claim 1 wherein the starting material is dispersed in a nonreactive organic diluent.

21. The process of claim 20 wherein the nonreactive organic diluent is selected from the group consisting of acetone, methanol, ethanol, isopropanol, t-butyl alcohol, and mixtures thereof.

22. The process claim 21 wherein the nonreactive organic diluent contains water.

23. The process of claim 1 , wherein the bulk density of the loose mass of raw cut cotton linter fibers has an upper limit of 75 g/100 ml.

24. The process of claim 1 , wherein the bulk density of the loose mass of raw cut cotton linter fibers has an upper limit of 60 g/100 ml.

25. The process of claim 1 , wherein the bulk density of the loose mass of raw cut cotton linter fibers has an upper limit of 50 g/100 ml.

Assignments (12)
RELEASE OF SECURITY INTEREST Recorded Jan 10, 2020
From: THE BANK OF NOVA SCOTIA
To: AVOCA LLC; HERCULES LLC; ISP INVESTMENTS LLC; PHARMACHEM LABORATORIES LLC
Reel/Frame 051557/0504 →
SECURITY AGREEMENT Recorded Jul 3, 2017
From: AVOCA, INC.; HERCULES LLC; ISP INVESTMENTS LLC; PHARMACHEM LABORATORIES, INC.
To: THE BANK OF NOVA SCOTIA, AS ADMINISTRATIVE AGENT
Reel/Frame 043084/0753 →
CHANGE OF NAME Recorded May 18, 2017
From: HERCULES INCORPORATED
To: HERCULES LLC
Reel/Frame 042497/0331 →
RELEASE OF PATENT SECURITY AGREEMENT Recorded Mar 18, 2013
From: THE BANK OF NOVA SCOTIA
To: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; ISP INVESTMENTS INC.; HERCULES INCORPORATED
Reel/Frame 030025/0320 →
SECURITY AGREEMENT Recorded Sep 16, 2011
From: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; HERCULES INCORPORATED; AQUALON COMPANY; ISP INVESTMENT INC.
To: THE BANK OF NOVA SCOTIA, AS ADMINISTRATIVE AGENT
Reel/Frame 026918/0052 →
RELEASE OF PATENT SECURITY AGREEMENT Recorded Sep 15, 2011
From: BANK OF AMERICA, N.A.
To: ASHLAND, INC.; ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; HERCULES INCORPORATED
Reel/Frame 026927/0247 →
SECURITY AGREEMENT Recorded Apr 14, 2010
From: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; HERCULES INCORPORATED
To: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 024225/0289 →
RELEASE OF SECURITY INTEREST Recorded Apr 13, 2010
From: BANK OF AMERICA, N.A., AS COLLATERAL AGENT
To: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; HERCULES INCORPORATED
Reel/Frame 024218/0928 →
SECURITY AGREEMENT Recorded Dec 3, 2008
From: ASHLAND LICENSING AND INTELLECTUAL PROPERTY...; AQUALON COMPANY; HERCULES INCORPORATED
To: BANK OF AMERICA, N.A. AS ADMINISTRATIVE AGENT
Reel/Frame 021924/0001 →
PATENT TERMINATION CS-019690-0452 Recorded Dec 1, 2008
From: CREDIT SUISSE, CAYMAN ISLANDS BRANCH
To: HERCULES INCORPORATED
Reel/Frame 021901/0360 →
NOTICE OF GRANT OF SECURITY INTEREST Recorded Aug 15, 2007
From: HERCULES INCORPORATED
To: CREDIT SUISSE, CAYMAN ISLANDS BRANCH (FORMERLY KNOWN AS CREDIT SUISSE FIRST BOSTON) AS COLLATERAL AGENT
Reel/Frame 019690/0452 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 7, 2006
From: GILLETTE, PAUL C.; MAJEWICZ, THOMAS G.; SAU, ARJUN C.
To: HERCULES INCORPORATED
Reel/Frame 017241/0086 →