Process for recovering an esterified cellulose ether from a reaction product mixture

A technology for esterifying cellulose ethers and reaction products, which is applied in the field of recycling cellulose ether esters, and can solve problems such as difficult to effectively remove impurities

Active Publication Date: 2019-10-22
DOW GLOVAL TECH LLC
View PDF20 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Interparticle coagulation prevents water from penetrating between the particles, which makes it difficult to effectively remove impurities like acetic acid, sodium acetate, succinic acid, phthalic acid, unreacted hydroxypropyl methylcellulose (HPMC), etc.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

example

[0053] All parts and percentages are by weight unless otherwise indicated. The following test program was used in the examples.

[0054] Ether and ester group content in hydroxypropylmethylcellulose acetate succinate (HPMCAS)

[0055] Ether groups in esterified cellulose ethers are determined in the same manner as described for "Hypromellose", United States Pharmacopeia and National Formulary, USP 35, pp. 3467-3469 group content.

[0056] Acetyl group (-CO-CH 3 ) of the ester substitution and the succinyl group (-CO-CH 2 -CH 2 -COOH) ester substitution. Reported values ​​for ester substitution were corrected for volatiles (determined as described in the section "Loss on Drying" in the HPMCAS monograph above).

[0057] Properties of Hydroxypropyl Methyl Cellulose (HPMC)

[0058]Methoxy groups and hydroxypropoxy groups in HPMC were determined as described for "Hypromellose", United States Pharmacopeia and National Formulary, USP 35, pp. 3467-3469 group content.

[00...

example 1

[0061] I. Generation of reaction product mixture comprising HPMCAS

[0062] 514.07 g of glacial acetic acid, 202.49 g (dry content 98.77%) of hydroxypropyl methylcellulose (HPMC) and 43.54 g of sodium acetate (without water) were introduced into a glass reactor with an inner diameter of 147 mm, and were diameter, MIG running at 300rpm TM Stirrer (two-blade axial flow impeller, EKATO, Schopfheim, Germany) mixed vigorously. HPMC has a viscosity of 5 mPa·s measured as a 2% aqueous solution at 20° C., a methoxyl degree of substitution DS (methoxy) of 2.0 and a hydroxypropoxyl degree of substitution MS (hydroxypropoxyl) of 0.86.

[0063] The glass reactor was placed in a heating bath, and the mixture was heated to 85°C. 33.84 g of succinic anhydride and 147.69 g of acetic anhydride were added. Mixing was continued for 30 minutes, then 130.61 g of sodium acetate (no water) was added. Vigorous mixing was continued for 3 hours to achieve esterification while maintaining the bath...

example 2

[0087] I. Generation of reaction product mixture comprising HPMCAS

[0088] A reaction product mixture comprising HPMCAS was generated as in Example 1.

[0089] II: HPMCAS is reclaimed according to the method of the present invention

[0090] The hot reaction product mixture as obtained in Procedure I was quenched by adding 318.46 g of water. Water has room temperature. 100 g of HPMC of the same type as in Example 1 were added as a solid to the diluted reaction product mixture. After 10 min, HPMCAS was precipitated from the diluted reaction product mixture by adding 2 L of water at 21 °C.

[0091] HPMCAS was separated from the resulting suspension by filtration. The filter cake was even less viscous than in Example 1.

[0092] The filter cake was then resuspended in 3 L of boiling water using an Ultra-Turrax mixer S50-G45, and again separated from the resulting suspension by filtration (as described in Example 1). Again, the resulting filter cake was even less viscou...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
viscosityaaaaaaaaaa
viscosityaaaaaaaaaa
viscosityaaaaaaaaaa
Login to View More

Abstract

A process for recovering an esterified cellulose ether from a reaction product mixture obtained from a reaction of (a) a cellulose ether with (b) an aliphatic monocarboxylic acid anhydride or a di- ortricarboxylic acid anhydride or a combination of an aliphatic monocarboxylic acid anhydride and a di- or tricarboxylic acid anhydride, comprises the steps of (i) contacting the reaction product mixture with an aqueous liquid and precipitating the esterified cellulose ether from the reaction product mixture, and (ii) isolating the precipitated esterified cellulose ether from the mixture obtained in step (i). Tackiness of the esterified cellulose ether can be reduced when a cellulose ether is added before or in step (i) to the reaction product mixture, to the aqueous liquid or a combination thereof.

Description

technical field [0001] The present invention relates to an improved process for the recovery of esters of cellulose ethers from reaction product mixtures. Background technique [0002] Esters of cellulose ethers, their use and methods for preparing them are generally known in the art. [0003] A conventional method for producing esterified cellulose ethers is described in WO 2013 / 148154. Typically, the combination of cellulose ether with an aliphatic monocarboxylic anhydride or a di- or tricarboxylic anhydride or an aliphatic monocarboxylic anhydride and a di- or tricarboxylic anhydride in the presence of an aliphatic carboxylic acid and optionally an esterification catalyst The next reaction. [0004] Some esterified cellulose ethers have important uses. Hydroxypropylmethylcellulose acetate succinate (HPMCAS), hydroxypropylmethylcellulose acetate (HPMCA), and hydroxypropylmethylcellulose phthalate (HPMCP) can be used in pharmaceutical dosage forms. HPMCAS can be used as...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & AuthorityApplications(China)
IPC IPC(8): C08B13/00
CPCC08B13/00
InventorO·彼得曼R·克林M·斯皮尔
OwnerDOW GLOVAL TECH LLC