Method for manufacturing thermoplastic poly(vinyl alcohol) derivative in a melt state reaction and products thereof

Patent metadata

Field	Value
Publication number	US-12441820-B2
Application number	US-202318391895-A
Country	US
Kind code	B2
Filing date	Dec 21, 2023
Priority date	Mar 18, 2019
Publication date	Oct 14, 2025
Grant date	Oct 14, 2025

Abstract

The invention relates to a method for manufacturing thermoplastic poly(vinyl alcohol) derivative in a melt state reaction and a product thereof, wherein the method thermoplastic poly(vinyl alcohol) that has been dried is heated and admixed with an organic acid anhydride that has a catenated carbon structure which ends into a vinyl group, such that a mixture is obtained which is above the melting point of the mixture, thereby causing an ester bond forming condensation reaction in a melt state, wherein at least some of the organic acid anhydride reacts with hydroxyl groups of the thermoplastic poly(vinyl alcohol), such that reaction product is formed which contains carboxylic acid residue and thermoplastic poly(vinyl alcohol) derivative which contains ester bonded pendant chains of which at least some end into vinyl groups. The invention further relates to a method for manufacturing a paper substrate and a product thereof, which contains a primer layer that contains the reaction product.

First claim

The invention claimed is:

1. A paper substrate which is suitable for binding silicone in a catalytic hydrosilation reaction, the paper substrate comprising
a cellulose fiber-based support layer and
a primer layer which contains thermoplastic poly(vinyl alcohol) derivative which contains ester bonded pendant chains of which at least some end into vinyl groups,
wherein the ester bonded pendant chains that end into vinyl groups contain a catenated carbon structure of at least 4 carbon atoms, the primer layer further comprising carboxylic acid residue and/or salt of said carboxylic acid residue, and wherein the carboxylic acid residue and/or the salt of said carboxylic acid residue is an organic compound that contains the same kind of catenated carbon structure of at least 4 carbon atoms that end into vinyl group as the ester bonded pendant chains.

2. A paper substrate according to claim 1 , wherein the paper substrate has
a smoothness of at least 900 sec/min (according to ISO 5627), and/or
a density of at least 1.0, such as in the range of 1.0 to 1.2, wherein the density refers to grammage (ISO536) per thickness (according to ISO 534), and/or
a porosity equal to or less than 15000 pm/Pas (according to ISO 11004) and/or
a transparency of equal to or higher than 40% (according to ISO 2470).

3. A paper substrate (SUBST 1 ) according to claim 1 wherein the cellulose fiber-based support layer is an industrially manufactured paper substrate that has been calendered.

4. The paper substrate according to claim 3 , wherein the cellulose fiber-based support layer is glassine paper, super calendared Kraft (SCK) paper or clay coated Kraft (CCK) paper.

5. A method for manufacturing a paper substrate which is suitable for binding silicone in a catalytic hydrosilation reaction, the method comprising:
heating thermoplastic poly(vinyl alcohol) having hydroxyl groups, wherein the thermoplastic poly(vinyl alcohol) has been dried and has a degree of hydrolysis in the range of 65 to 90 mol-%, and
admixing reagent with the thermoplastic poly(vinyl alcohol), wherein said reagent (RGT 1 ) is an organic acid anhydride having at least a chain which has a catenated carbon structure of at least 4 carbon atoms and which ends into a vinyl group,
such that a mixture is obtained which contains molten thermoplastic poly(vinyl alcohol) having hydroxyl groups and organic acid anhydride which contains chains which end into vinyl groups, and
mixing the mixture at a temperature which is above the melting point of the mixture, thereby causing a reaction in a melt state, wherein at least some of the organic acid anhydride reacts with the hydroxyl groups of the thermoplastic poly(vinyl alcohol) in an ester bond forming condensation reaction,

such that reaction product is formed which contains
carboxylic acid residue of the ester bond forming condensation reaction, wherein at least some of said carboxylic acid residue contains chains which end into vinyl groups, and
thermoplastic poly(vinyl alcohol) derivative, which contains ester bonded pendant chains of which at least some end into vinyl groups, and

coating at least one side of a cellulose fiber-based support layer with a coating composition that contains the reaction product,
thereby forming a paper substrate with a primer layer (PRIM 1 ) that contains thermoplastic poly(vinyl alcohol) derivative which contains ester bonded pendant chains of which at least some end into vinyl groups, wherein the pendant chains which end into vinyl groups contain a catenated carbon structure of at least 4 carbon atoms, the primer layer further comprising carboxylic acid residue, wherein the carboxylic acid residue is an organic compound that contains the same kind of catenated carbon structure of at least 4 carbon atoms that end into vinyl group as the pendant chains of the thermoplastic poly(vinyl alcohol) derivative, the paper substrate thereby being suitable for binding silicone in a catalytic hydrosilation reaction.

6. The method according claim 5 , further comprising neutralizing at least some of the carboxylic acid residue of the reaction product with an alkaline reagent prior to coating the cellulose fiber-based support layer, thereby forming a salt of the carboxylic acid residue, such that at least some of the carboxylic acid residue on the primer layer is in the form of a salt of said carboxylic acid residue.

Assignees

• Upm Kymmene Corp

Inventors

• Littunen Kuisma
• Kosonen Harri
• Antila Janne
• Rautalahti Jaakko
• Rissanen Mikko

Classifications

• D21H27/06

  Vegetable or imitation parchment; Glassine paper · CPC title

• D21H27/001

  Release paper · CPC title

• D21H19/824

  two superposed coatings, both being non-pigmented · CPC title

• D21H19/32

  obtained by reactions forming a linkage containing silicon in the main chain of the macromolecule · CPC title

• D21H19/20

  comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds · CPC title