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Sugar based vinyl monomers and copolymers useful in repulpable adhesives and other applications

A technology of vinyl monomers and copolymers, applied in the direction of polysaccharide adhesives, adhesive types, adhesives, etc., can solve problems such as ineffectiveness and cost

Inactive Publication Date: 2000-10-04
ECOSYNTHETIX INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Centrifugal cleaning and fine screening are currently considered the best systems for removing adherents, but they are expensive and ineffective

Method used

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  • Sugar based vinyl monomers and copolymers useful in repulpable adhesives and other applications

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Free radical emulsion or suspension copolymerization of vinyl monomer and APG maleate monomer. Emulsions were performed in a 1-liter four-neck round bottom reactor equipped with overhead mechanical stirrer, condenser tube, monomer pre-emulsion feed, thermocouple, initiator solution feed, nitrogen purge feed, and nitrogen bubbler polymerization. Distilled water was added to the reactor, stirred at 200 rpm, heated using a water bath controlled at 80±1°C and purged with nitrogen. The sodium carbonate buffer and the ammonium persulfate initiator dissolved in water were added to the reactor immediately after which the monomer feed was started. Examples of typical polymerization recipes are listed in Table 3.

[0042] Test number

[0043] Monomer pre-emulsions or suspensions were prepared as follows. Add the APG maleate monomer composition prepared by the method given in the following examples (corresponding example numbers are listed in Table 3) to conventional ...

Embodiment 2

[0045] The maleate ester of APG was prepared as follows. A 1 liter Erlenmeyer flask equipped with a magnetic stir bar was charged with 185.1 grams of anhydrous n-butanol (Aldrich, 99.8%), 36.1 grams of n-octanol (Aldrich, 99+%) and 2.0 grams of deionized water. To the stirred mixture was added 0.184 g (100 mL) concentrated sulfuric acid (J.T. Baker, 96.6%) using a 1 mL glass syringe. This mixture was added to a 500 mL three necked round bottom flask containing 50.0 g of anhydrous G-D-glucose (Aldrich, 96%) and a concave magnetic stir bar. The flask was equipped with a thermocouple probe, a dry air inlet, and a 25 ml Barrett receiver with two glass condenser tubes attached to a gas bubbler. The condensate collecting end of the Barrett receiver was filled with n-heptane, and the gas flowing through this end was wrapped in cotton wool for thermal insulation purposes. Dry air flowing through a 10 inch column packed with dry molecular sieves and Drierite was passed through the li...

Embodiment 3

[0049] The steps given in Example 2. The reaction time to generate APG was 3 hours and 20 minutes. Determining the DP of the APG n is 1.67. 75.90 grams of maleic anhydride was used instead of 71.35 grams, 200.0 grams of anhydrous n-butanol was used instead of n-hexanol in the esterification step; 0.75 grams of "TYZOR" TBT catalyst was used, and 89 grams of dry basic alumina was used instead of molecular sieves. Excess butanol was removed using a rotary evaporator. The samples were taken out for NMR and thin-layer chromatographic analysis, and it was confirmed that APG, APG-maleic acid / octylmaleic acid mixture and their partial esterification products were generated. The pH of the APG-maleic / octylmaleic mixture was about 1.8, while the pH of the final product was 2.6.

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Abstract

Copolymers of formula (I) prepared from novel alkyl polyglycoside maleic acid esters and vinyl monomers are biodegradable and repulpable and are useful in adhesives, coatings, sizing agents, toners, retention aids and related polymer resins in paper and paperboard applications, in wood gluing, packaging and other applications. Formula (I) wherein Glu is a saccharide moiety; R1 and R2 are substituent groups of a vinyl monomer; R is selected from the group consisting of a C1 to C30 alkyl or a mixture thereof; R''' is selected from the group consisting of hydrogen, a C1 to C30 alkyl or a mixture thereof; n is an integer of 0 to 10; x and y are integers of 0 to 3 or 0 to 4, where the maximum value of 3 or 4 for x and y equals the number of hydroxyls on the Glu moiety, but not both x and y are zero; and p and q are integers of 0 to 1000, but not both p and q are zero.

Description

field of invention [0001] The present invention relates to novel alkyl polyglycoside maleates and corresponding copolymers for use in adhesives, coatings and other applications. More particularly, the present invention relates to glycosyl vinyl monomers and copolymers for repulpable and adhesives. Background of the invention [0002] Polymeric binders and paper coatings are used in many single-use packaging applications. A wide range of adhesives and glossy coatings are used for the packaging of products such as salt, sugar, tea, coffee and bottle labels. All of these products and many other packaging materials largely end up in the municipal solid waste (MSW) stream in landfills. Paper and cardboard make up the majority of the MSW stream (approximately 35% by volume), and efforts are underway to recycle some waste streams and other compost. Large quantities of these cellulose packaging materials should be suitable for composting or paper recycling operations. [0003] A...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H13/12C08B37/00C08F2/00C08F218/08C08F220/10C08F222/20C08F290/02C09J105/00D21H17/37D21H17/38D21H19/58D21H21/00
CPCD21H17/37C09J105/00C08F222/20D21H17/38C08F218/08D21H19/58C08F220/10C07H13/12C08B37/00
Inventor S·布卢姆伯根I·J·姆伦南R·纳拉扬
Owner ECOSYNTHETIX INC
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