Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Carbodylated cellulose esters

A technology of cellulose ester and oxidized cellulose, used in cellulose coatings, inks, coatings, etc.

Inactive Publication Date: 2001-05-16
EASTMAN CHEM CO
View PDF3 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Unfortunately, however, in cellulose esters, in addition to the carboxyl groups, the ozonation treatment mentioned by Sand also produces peroxide, aldehyde and ketone functional groups

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

Embodiment 1

[0044]A 20 g sample of oxidized cellulose containing 77 meq / kg carboxyl groups was crushed into small pieces and soaked in demineralized water overnight. The impregnated cellulose was broken into smaller pieces by processing it in an EBERBACH(R) industrial blender. After draining the water using a vacuum glass filter, the water-activated oxidized cellulose was washed several times with acetic acid and then several times with butyric acid.

[0045] The esterification reagent was prepared by mixing 47 grams of butyric acid including a residual amount of water activated oxidized cellulose, 6.2 grams of acetic anhydride and 50.6 grams of butyric anhydride. 0.68 g of 8% sulfuric acid was added as catalyst. The esterification reagent and catalyst were added to water-activated oxidized cellulose and injected into a stirred round bottom flask. Place the flask in an ice bath that maintains the bath temperature near zero. After keeping the temperature of the water bath close to zero ...

Embodiment 2

[0052] Carboxylated cellulose ester was prepared using 20 g of the same oxidized cellulose used in Example 1. The procedure was similar to that described in Example 1, but the esterification reagent was prepared by mixing 80 grams of butyric acid including residual cellulose, 8.3 grams of acetic anhydride and 62.7 grams of butyric anhydride. The bath temperature of the reaction bath was maintained at zero degrees for two hours and then gradually increased to 35°C. The remaining steps of the method are the same as in Example 1. This cellulose ester is referred to as sample No. 2.

[0053] Cellulose acetate-butyrate was prepared using PLACETATE F(R) regular grade cellulose in the same manner as the above samples were prepared from oxidized cellulose. After neutralization the solution was filtered through a medium frit filter to remove excess fibers. This cellulose ester is referred to as sample No.3.

[0054] The analytical results of the two cellulose acetate-butyrates are ...

Embodiment 3

[0058] Carboxylated cellulose acetate-butyrate was prepared by using the same oxidized cellulose in Example 1. 150 grams of oxidized cellulose was reacted with an esterification reagent consisting of a total of 352.5 grams of butyric acid, 46.5 grams of acetic anhydride, and 379.5 grams of butyric anhydride. 6.18 g of 98% sulfuric acid were added as catalyst. The reaction was maintained at about zero degrees for five hours, and then the temperature was gradually increased to 40°C to complete the esterification. After completion of esterification, a mixture of 142.5 grams of acetic acid and 142.5 grams of water was added for hydrolysis. Hydrolysis was carried out at 60°C for 15 hours. The solution was filtered through a coarse frit filter and precipitated in 10% acetic acid solution. This cellulose ester is referred to as sample No.4. The analysis results of this carboxylated cellulose ester are shown in Table 4.

[0059] Sample №4

Carboxyl content (meq / k...

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

No PUM Login to View More

Abstract

A process for preparing a carboxylated cellulose ester from oxidized cellulose is described. The carboxylated cellulose esters have improved solvent solubility and coating resin compatibility when compared to cellulose esters made from regular grade cellulose. The process comprises activating the oxidized cellulose with water. The activated oxidized cellulose is then dehydrated by displacing the water with acetic acid and optionally displacing at least some of the acetic acid with butyric acid or propionic acid. After dehydration the activated cellulose is reacted with an esterifying reagent in the presence of a catalyst at about 0 DEG C. The temperature is gradually increased to a level sufficient to complete reaction and to obtain an intrinsic viscosity ranging from about 0.2 to about 1.6 dl / g. The reacted solution is then hydrolyzed to obtain a hydroxyl content ranging from about 0.05 to about 1.0. The catalyst is neutralized with a neutralizing agent and the solution is optionally filtered and the carboxylated cellulose ester is then precipitated with a precipitating agent. The invention also relates to carboxylated cellulose esters prepared by the process described above as well as high solids coating compositions containing carboxylated cellulose esters made by the above process.

Description

field of invention [0001] The present invention relates to a process for the preparation of carboxylated cellulose esters from oxidized cellulose. The carboxylated cellulose esters of the present invention can be formulated into coating compositions having very high solids content, ie, greater than 45%. The carboxylated cellulose esters prepared by the process of the present invention exhibit improved compatibility with coating resins and are soluble in a wider range of solvents than conventional cellulose esters. Background of the invention [0002] Cellulose esters are used in various applications such as filter tows, pharmaceutical coatings, ink compositions, moldings and industrial coatings. Thus, an economical process for their preparation is clearly very desirable. Coating compositions using typical cellulose esters often exhibit low solids content, ie, these compositions require excess solvent, which is detrimental with respect to drying time, solvent evaporation, a...

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
IPC IPC(8): C08B3/06C08B3/18C08B15/04C09D11/00C09D11/14C09D17/00C09D101/02C09D101/12C09D101/14
CPCC09D101/12C08B3/06C09D17/00C09D11/14C08B15/04C08B3/18C09D101/14C09D101/02
Inventor B·M·李C·M·古J·波西-道蒂L·G·库尔蒂斯
Owner EASTMAN CHEM CO
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products