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Chloride-free cationic polymers using acetate anions

A technology of acetate and ammonium cations, applied in detergent compositions, organic detergent compositions, detergent compounding agents, etc., can solve the problem of harmful metal components

Inactive Publication Date: 2020-04-17
UNION CARBIDE CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Similarly, the use of cationic polymers that include chloride ions can be detrimental to metal components exposed to said chloride ions

Method used

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  • Chloride-free cationic polymers using acetate anions
  • Chloride-free cationic polymers using acetate anions
  • Chloride-free cationic polymers using acetate anions

Examples

Experimental program
Comparison scheme
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example

[0045] Synthesis of Cationic Polymer / Acetate Counterion Pair

example 1

[0046] Example 1 : Synthesis of 3-(allyloxy)-2-hydroxy-N,N,N-trimethylpropane-1-ammonium acetate. Equip a one-liter round bottom flask with an overhead stirrer, dry ice condenser, and temperature probe. 199 g of a 29.9 wt % aqueous solution of trimethylamine (TMA) (59.1.5 g, 1.01 mol active material) were introduced into the round bottom flask. Immerse the flask in an ice bath until the solution temperature reaches 4 °C. 60.4 g (1.01 mol) of glacial acetic acid were added dropwise to the contents of the flask over 1 hour. The temperature was maintained between 4-8°C by addition. The resulting ammonium salt solution was clear and colorless. 0.5 g of 4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxyl (4-hydroxy-TEMPO or 4-HT) inhibitor was added and the solution was stirred for a further 30 minutes. The ice bath was removed and allowed to gradually warm to 20 °C. The resulting solution was clear and slightly orange. Replace the ice bath with a heating mantle and set the temper...

example 2

[0048] Example 2: Synthesis of 2-hydroxy-3-(methacryloyloxy)-N,N,N-trimethylpropane-1-ammonium acetate. Equip a two-liter, 4-neck round bottom flask with a complete jacket, dry ice condenser, temperature probe, and overhead stirrer. 203 g of TMA in water (30.05% by weight in water, 1.03 mol of active substance) were added. The jacket temperature was set to 1 °C and the overhead stirrer was set to 240 revolutions per minute. 60.4 g (1.00 mol) of glacial acetic acid were added dropwise within 1 hour. The temperature was maintained between 4-6°C during the addition. The resulting solution was clear and colorless. Add 0.06 g of 4-HT inhibitor and stir for 60 minutes while heating slowly to 39°C. 146 g (1.03 mol) of glycidyl methacrylate (GMA) was added dropwise to the solution within 2.5 hours while maintaining the temperature of the solution between 40-42°C. Ninety minutes after the addition was complete, the solution was clear, indicating that the reaction of GMA was comp...

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Abstract

A composition contains ethylenically unsaturated quaternary ammonium cations with acetate counterions, where each of the ethylenically unsaturated ammonium cations contain only one non-aromatic carbon-carbon double bond and the composition contains less than one mole-percent chloride relative to quaternary ammonium cations can be polymerized to form a cationic polymer acetate.

Description

technical field [0001] The present invention relates to polymerizable cationic monomers bearing acetate counterions which are suitable for use in the polymerization to substantially chloride-free, even substantially halogen-free, cationic polymers. Background technique [0002] Cationic polymers, in particular polymers containing quaternary ammonium functional groups, are useful in detergent formulations, including automatic dishwasher detergent formulations and washing machine detergent formulations. Quaternary ammonium compounds can be used to alter properties ranging from stains on dishes to static charges on clothing. [0003] Preparation of cationic polymers, in particular quaternary ammonium polymers, generally requires polymerization of monomeric cationic chloride salts. The presence of chlorides during this process is questionable. Free chlorides are corrosive to metals, including those commonly used in polymerization reactors. Therefore, reactors for the synthesi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C11D3/37C08F216/14C08F226/02C08F226/06C08F220/34
CPCC08F116/14C08F120/28C08F216/1416C08F216/1458C11D3/3769C08F220/281C08F220/283C08F220/346C08F220/365
Inventor S·巴克尔J·H·帕洛M·塞西欧萨姆E·P·沃瑟曼
Owner UNION CARBIDE CORP