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Vinyl bicyclic pyridone compound and preparation method thereof as well as bio-based stain-resistant emulsion and preparation method thereof

A technology of vinyl bicyclic pyridone and bicyclic pyridone, which is applied in the field of polymer chemistry, can solve the problems of post-dense water and affect the use effect, and achieve the effects of reducing intrusion ability, improving compactness and excellent thermal storage stability.

Pending Publication Date: 2022-04-05
WANHUA CHEM GRP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Patent CN110036083A discloses a water-based stain-resistant paint composition, which contains an emulsion polymer and a wax emulsion, wherein the emulsion polymer includes a phosphorus-containing monomer and a phosphorus-containing emulsifier, and the paint composition After heat storage, there are serious thickening and water separation phenomena, which affect the use effect

Method used

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  • Vinyl bicyclic pyridone compound and preparation method thereof as well as bio-based stain-resistant emulsion and preparation method thereof
  • Vinyl bicyclic pyridone compound and preparation method thereof as well as bio-based stain-resistant emulsion and preparation method thereof
  • Vinyl bicyclic pyridone compound and preparation method thereof as well as bio-based stain-resistant emulsion and preparation method thereof

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Effect test

preparation example Construction

[0079] With reference to the preparation method of heterocyclic ketene ketone amine (R is hydrogen), the only difference is: the raw material acetophenone in step 1) is replaced by p-methyl acetophenone to prepare methyl dimethyl sulfide;

[0080] By NMR analysis: H 1 NMR (400MHz, CDCl 3 ), δ2.34(3H,m), 2.80(6H,m), 6.62(1H,m), 6.64(2H,t), 7.42(2H,t), 7.97(2H,t);

[0081] Then the raw material dimethyl sulfide in step 2) is replaced by methyl dimethyl sulfide to prepare methyl-containing heterocyclic ketene ketone ketone;

[0082] By NMR analysis: H 1 NMR (400MHz, CDCl 3 ), δ1.81(2H, sext), 2.0(2H, m), 2.34(3H, m), 2.65(4H, t), 4.73(1H, m), 7.42(2H, t), 7,97( 2H, t).

[0083] 3. Preparation of heterocyclic ketene ketone (R is methoxy):

[0084] With reference to the preparation method of heterocyclic ketene ketone amine (R is hydrogen), the only difference is: the raw material acetophenone in step 1) is replaced by p-methoxy acetophenone to prepare dimethyl sulfide contai...

Embodiment 1

[0100] Preparation of vinyl bicyclic pyridone compound A (vinyl bicyclic pyridone VBR-R is hydrogen), the steps are:

[0101] Mix 20g of heterocyclic ketene ketone (R is hydrogen) and 20g of ethyl 2-bromomethacrylate, add 0.04g of potassium carbonate, and react at 120°C for 6h to obtain vinyl bicyclic pyridone compound A.

[0102] By NMR analysis: H 1 NMR (400MHz, CDCl 3 ), δ1.81(2H, sext), 2.0(1H, m), 2.63(2H, t), 4.23(2H, t), 5.62(1H, m), 6.00(1H, m), 7.64(2H, t), 7.73(1H,t), 7.89(2H,t).

Embodiment 2

[0104] Preparation of vinyl bicyclic pyridone compound B (methyl vinyl bicyclic pyridone VBRM-R is methyl), the steps are:

[0105] Mix 20g of methyl-containing heterocyclic ketene ketone amine (R is methyl) and 16g of ethyl 2-bromomethacrylate, add 0.04g of sodium carbonate, and react at 125°C for 6h to obtain vinyl bicyclic pyridone compound B.

[0106] By NMR analysis: H 1 NMR (400MHz, CDCl 3 ), δ1.81(2H, sext), 2.0(1H, m), 2.34(3H, t), 2.63(3H, t), 4.23(2H, t), 5.62(1H, m), 6.00(1H, m), 7.42(2H,t), 7.97(2H,t).

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Abstract

The invention discloses a vinyl bicyclic pyridone compound, a preparation method of the vinyl bicyclic pyridone compound, a bio-based stain-resistant emulsion and a preparation method of the bio-based stain-resistant emulsion, and the structure of the vinyl bicyclic pyridone compound is shown as a formula 1. The emulsion is prepared from the following raw material components in percentage by mass through emulsion polymerization: (a) 10-40 wt% of dibutyl itaconate; (b) 0.5 to 3 wt% of a crosslinking monomer; (c) 5 to 20 weight percent of a vinyl bicyclic pyridone compound; (d) 1-3 wt% of a carboxyl-containing hydrophilic monomer; and (e) 34 to 83.5 wt% of other ethylenically unsaturated monomers. A coating prepared from the emulsion has excellent stain resistance, scrubbing resistance, heat storage stability and freeze-thaw stability, and is mainly applied to the field of coating adhesives.

Description

technical field [0001] The invention belongs to the field of polymer chemistry, and relates to a bio-based stain-resistant emulsion, in particular to a vinyl bicyclic pyridone compound and a preparation method thereof, and a bio-based stain-resistant emulsion and a preparation method thereof. Background technique [0002] As the key raw material for the preparation of paint adhesives, water-based emulsions mainly rely on petroleum resources. With the shortage of petroleum resources and global warming, the paint adhesive industry is facing important changes in the selection of raw materials. The shift to bio-based products. Itaconate is a valuable bio-based raw material, and the bio-based products prepared from itaconate have broad application prospects in coating adhesives. In real life, there are problems such as stains contaminating walls and paint films being difficult to clean up after contamination, which affects the appearance of walls. An ideal coating should have ex...

Claims

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Application Information

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IPC IPC(8): C07D471/04C08F222/14C08F220/40C08F226/06C08F220/06C08F220/14C08F220/28C08F220/18C09D135/02C09J135/02
Inventor 贾贵玉张伟辉马吉全纪学顺纪宇轩
Owner WANHUA CHEM GRP
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