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Onium salt-containing polymer

A polymer, star-shaped polymer technology, applied in other chemical processes, chemical instruments and methods, etc., can solve the problems of display difficulty, mobility limitation, unpredictable high antistatic effect, etc.

Inactive Publication Date: 2010-12-08
NIPPON SODA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, substances containing polyethylene oxide cannot expect high antistatic effect, and in order to enhance the effect, it is sometimes necessary to add lithium salt, etc.
In addition, since the mobility of polymers containing ammonium is limited, the antistatic property tends to be lowered compared with substances in which ammonium exists as a counter cation, and the surface resistance value of the film surface using them is, for example, 10. 9 Ω / □, further performance improvement is required
In order to improve it, if the ammonium salt unit is added, it will become water-soluble, causing problems in durability after the coating film is formed, and when this substance is used in a complex, it also shows the disadvantage of poor compatibility.
In addition, the following disadvantages have been pointed out: in order to improve the antistatic effect of complexes containing these polymers, it is necessary to increase the polymer content, which impairs the physical properties of the composition and functions other than antistatic
However, these functions are opposite to the antistatic function, and it can be said that it is difficult to display these functions at the same time

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0228] Hereinafter, tetrahydrofuran is abbreviated as THF, n-butyllithium is abbreviated as n-BuLi, methacrylic acid is abbreviated as MA, allyl methacrylate is abbreviated as AMA, and methacrylic acid 3-[tri(trimethylmethacrylate) is abbreviated as Silyloxy)silyl]propyl is abbreviated as TMSPMA, 1H, 1H, 2H, 2H-perfluorooctyl methacrylate is abbreviated as PFOMA, and 1H, 1H, 2H, 2H-perfluorodecyl methacrylate is abbreviated as PFOMA. Abbreviated as PFDMA, ethylene glycol dimethacrylate as EDMA, styrene as ST, methyl methacrylate as MMA, 2-hydroxyethyl methacrylate as HEMA, methyl Vinyl acrylate is abbreviated as VMA, glycidyl methacrylate is abbreviated as GMA, and 2-dimethylaminoethyl methacrylate is abbreviated as DMAEMA.

[0229] In addition, the symbol " / " represents a block, "·" represents random copolymerization, and the inside () represents the molar ratio of copolymerization.

Synthetic example 1

[0230] [Synthesis Example 1] Synthesis of TMSPMA / AMA·MA (26-32-42) Polymer

[0231] THF (168.2g) and 3.80% lithium chloride THF solution (5.39g; 4.8mmol) were added into a 200mL four-necked flask fully replaced by nitrogen, and n-BuLi solution (1.13 g; 2.7mmol), stirred for 45 minutes. Then, it was cooled to -50°C and stirred for 35 minutes. Next, n-BuLi solution (2.06 g; 5.0 mmol) was added and stirred for 8 minutes, followed by tert-butyl crotonate (0.44 g; 3.1 mmol) and stirred for 17 minutes. Next, diethylzinc hexane solution (3.98 g; 5.5 mmol) was added, followed by 3-[tris(trimethylsilyloxy)silyl]propyl methacrylate in THF (8.2 g) (TMSPMA) (12.76 g; 30.2 mmol), and the solution dehydrated with diethylzinc hexane solution (0.52 g; 0.7 mmol) were added dropwise over 20 minutes, and stirred for 10 minutes after the dropwise addition was completed. Next, allyl methacrylate (AMA) (4.53 g; 35.9 mmol) and 1-ethoxyethyl methacrylate (7.61 g; 48.1 mmol) (7.61 g; 48.1 mmol) wer...

Synthetic example 2

[0233] [Synthesis Example 2] Synthesis of AMA / TMSPMA·MA(50-24-26) Polymer

[0234] THF (158.9g) and 3.80% lithium chloride THF solution (5.21g; 4.7mmol) were added into a 200mL four-necked flask fully replaced by nitrogen, and n-BuLi solution (1.13 g; 2.7mmol), stirred for 25 minutes. Then, it was cooled to -50°C and stirred for 55 minutes. Then n-BuLi solution (2.05 g; 4.9 mmol) was added and stirred for 10 minutes, followed by tert-butyl crotonate (0.50 g; 3.5 mmol) and stirred for 15 minutes. Next, add diethyl zinc hexane solution (3.39g; 4.7mmol), then, add allyl methacrylate (6.69g; 53.0mmol) in THF (9.1g), add diethyl methacrylate dropwise over 10 minutes The solution dehydrated with zinc hexane solution (0.48g; 0.7mmol) was stirred for 5 minutes after the dropwise addition was completed. Next, 3-[tris(trimethylsiloxy)silyl]propyl methacrylate (10.44 g; 24.7 mmol) and 1-ethoxyethyl methacrylate were added to THF (11.6 g) (4.37g; 27.6mmol), the solution dehydrated wit...

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Abstract

Disclosed is a polymer having high antistatic properties, while exhibiting high solubility in solvents and high compatibility in blends. Also disclosed are an antistatic agent, a curable composition and a water-repellent / oil-repellent agent, each containing the polymer. Specifically disclosed is a linear block polymer, block star polymer or block graft polymer, which has at least one block wherein an anion in a polymer side chain and a counter cation form an onium salt. Also disclosed is a composition containing the linear block polymer, block star polymer or block graft polymer. The linear block polymer preferably has a number average molecular weight of not more than 20,000, and the block star polymer and the block graft polymer preferably have a number average molecular weight of not less than 10,000.

Description

technical field [0001] The present invention relates to a polymer having an onium salt in at least one block, which is excellent in electrical conductivity and is suitable for use as an antistatic agent or the like. Background technique [0002] In recent years, the demand for antistatic agents has increased not only in displays and optical materials, but also in a wide range of fields related to food. Surfactants, metal oxides, and the like are known antistatic agents, but in consideration of a wide range of applications, polymer-type antistatic agents that are excellent in transparency and can expect permanent properties are considered to be preferable. In addition, among the antistatic requirements for the composition, an antistatic agent that can effectively function with a small amount of addition so as not to impair the characteristics of the composition as much as possible is required. [0003] Among the polymer type antistatic agents, those having polyethylene oxide...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F297/02C09K3/16C09K3/18
CPCC09K3/16C08F8/00C08F2800/10C08F2800/20C08F297/02C08F259/08C08F275/00
Inventor 高桥荣治
Owner NIPPON SODA CO LTD