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Process for producing high branched poly ester with unsaturated end group

A production method and unsaturated technology, applied in the field of producing hyperbranched polyesters with unsaturated end groups, can solve the problems of difficulty in converting OH end groups, polymer degradation, premature cross-linking, etc.

Inactive Publication Date: 2006-06-21
DAINIPPON INK & CHEM INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, tests performed by the present inventors in an attempt to modify OH-terminated hyperbranched polyesters with acrylate and methacrylate end groups demonstrated that conversion of OH End groups are very difficult because the modification is incomplete and may cause polymer degradation or premature crosslinking

Method used

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  • Process for producing high branched poly ester with unsaturated end group

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0069] Weigh 10.4g (0.025mol) trimethylolpropane trisorbate, 12.7g (0.056mol) hexanediol-1,6-diacrylate (HDDA), 0.05g phenothiazine, 0.015g tri-( Nonylphenyl-phosphite and 0.029g 2,6-di-tri-butyl-4-methyl-phenol (BHT), and placed in a 100ml round bottom flask equipped with a magnetic stirrer, mixed thoroughly and use N 2 Purified so that it is free from oxygen. The reaction mixture was heated under N 2 Stir in an oil bath at 138°C for 2h under protection. After cooling, a low viscosity resin was obtained. Gel chromatography (GPC) in THF with polystyrene standards showed the following molecular weights: M N = 1,380 and M W = 2,300 g / mol. The resin still contains 14% HDDA.

Embodiment 2

[0071] Weigh 8.3g (0.02mol) trimethylolpropane trisorbate for quantitative GPC analysis, 12.7g (0.056mol) dipropylene glycol diacrylate (DPGDA), 0.05g phenothiazine, 0.015g tris-( Nonylphenyl)-phosphite, 0.037g (BHT) and 3.7g hexylbenzene, and placed in a 100ml round-bottomed flask equipped with a magnetic stirrer, mixed well and rinsed with N 2 Purified so that it is free from oxygen. The reaction mixture was heated under N 2 Stir in an oil bath at 138°C for 10 h under protection. After 1, 3.5, 8 and 10 hours, samples were taken and analyzed by GPC, calibrated with hexylbenzene. Got the following result:

[0072] After 1h: M N =940g / mol, M W =1,280g / mol, residual monomer: 53%

[0073] After 3.5h: M N = 1,450 g / mol, M W =4,140g / mol, residual monomer: 35%

[0074] After 8h: M N = 2,780 g / mol, M W =9,200g / mol, residual monomer: 11%

[0075] After 10h: M N = 3,560 g / mol, M W =16,900g / mol, residual monomer: 6%

Embodiment 3

[0077] In a 100ml round bottom flask equipped with a magnetic stirrer, 8.3g (0.02mol) trimethylolpropane trisorbate, 10.9g (0.045mol) DPGDA, 0.019g phenothiazine and 0.019g BHT were dissolved in 20ml Process xylene, with N 2 Purified and while stirring, under N 2 Heated under protection for 6.5 hours to an internal temperature of 140-142°C. After cooling, at 1×10 3 Distill the xylene from the water bath under vacuum at Pa. The remaining resin has the following molecular weight: M N = 2,150 g / mol, M W = 18,400 g / mol; remaining DPGDA = 8%.

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Abstract

The present invention describes a one-step polymerization process that leads directly to hyperbranched polyesters with unsaturated acrylate or sorbate end groups, based on a defined ratio of polyfunctional sorbate and acrylate Diels-Alder reaction. A preferred embodiment of the present invention is Diels-Alder polymerization in aqueous emulsion.

Description

technical field [0001] The present invention relates to a process for the production of hyperbranched polyesters having unsaturated end groups which are useful in crosslinking systems. Background technique [0002] Synthetic products leading to hyperbranched polymers have been developed starting from the selective development of polymers that do not contain linear chains or fragments in a conventional pattern, but repeat from the central point of the polymer to the periphery Branched, that is what we call dendrimer (dendrimer). [0003] Dendrimers must be built from low molecular modules, Tomalia et al. in Angew.Chem.Int.Ed., 29, 138 (1990) and Frechet in Science, 263, 1719 (1994) and J.Macromol.Sci., Pure Appl.Chem.A31(11), described its construction principle in 1627(1994), different from dendritic polymers, although in the macromolecular structure, hyperbranched polymers no longer have highly regular branching, but It can be produced more easily and is preferably a one-...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G63/553C08F2/60C08G83/00
CPCC08F2/60C08G63/553C08G83/005C08G63/00
Inventor 赖纳·布鲁诺·弗林斯格瓦尔德·F·格拉厄柴田欧
Owner DAINIPPON INK & CHEM INC