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Anionic polymerization method and method for producing polymer

An anionic polymerization and compound technology, applied in the field of polymer manufacturing, can solve problems such as increased cooling costs, unfavorable industrial production, and difficulty in exerting high activity, and achieve the effect of inhibiting gel components

Active Publication Date: 2021-04-02
KURARAY CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are sites in such polar monomers that are susceptible to nucleophilic attack by carbonyl groups and the like. Therefore, during anionic polymerization, due to side reactions to monomers, intramolecular cyclization reactions at the growing end (so-called backbiting; back- biting) and relatively difficult to exert high activity
In the conventional anionic polymerization method, in order to exert high activity, it is often necessary to use a complex polymerization initiator to synthesize and purify, and in many cases, it is necessary to keep the temperature of the anionic polymerization at a very low temperature of about -60°C, due to the increase in cooling costs, etc. , considered unfavorable in industrial production

Method used

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  • Anionic polymerization method and method for producing polymer
  • Anionic polymerization method and method for producing polymer
  • Anionic polymerization method and method for producing polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0131](1) Set a half-moon-type stir bar in a three-mouth flask of content accumulation, replace the atmosphere in the system. Toluene 28.3 g, 1,1,4,7,10,10-hexamethylene ethyl tetraamine 0.35 g and a three-substrate organic aluminum compound prepared in Reference Example 1 in a concentration of 0.46 mmol / L (A) The toluene solution was 6.5 ml, cooled to 20 ° C with a water bath. 1. 12 ml of cyclohexane containing sec-butyllithium 1.30 mmol was added thereto, stirred for 20 minutes. At this time, the concentration of 1,1,4,7,10,10-hexamethylene ethylenediamine and sec-butyl lithium were 34.1 mmol / kg, respectively. The solution was drastically stirred, and the methyl methacrylate was added dropwise to the methylene methacrylate at 20 ° C. The solution was originally colored as yellow, faded after 1 minute after the end of the drop.

[0132](2) A portion of the solution obtained in the above (1) is sampled, and it is injected into a large amount of methanol, and the precipitated white ...

Embodiment 2～4

[0135]"Example 2 to 4, Comparative Examples 1, 2"

[0136]The three-substituted organoal aluminum compound (a) prepared in Reference Example 1 was changed to the three-substituted organoaluminum compound prepared in Reference Examples 2 to 6, except that the polymerization operation and polymerization stopped in the same manner as in Example 1. operating. The polymerization conditions and polymerization are shown in Table 2 below.

[0137]"Comparative Example 3"

[0138]The use of 1,1,4,7,10,10-hexamethylenedicanethylenedicaine is omitted, and the polymerization operation and aggregation stop operation is performed in the same manner as in Example 1. The polymerization conditions and polymerization are shown in Table 2 below.

[0139][Table 2]

[0140]

[0141]The symbols in Table 2 above have the following meanings.

[0142]SBL: Zhongshiki

[0143]HMTETA: 1,1,4,7,10,10-hexamethylene ethyl tetraamine

[0144]MMA: methyl methacrylate

[0145]NBA: n-butyl acrylate

[0146]From the results shown in Table 2 described a...

Embodiment 5～7

[0149]The use of 1,1,4,7,10,10-hexamethylene tri-methylamine is changed to N, N, N ', N ", N, N", respectively, respectively, respectively, respectively, respectively. 2-dimethoxyethane, or diethyl ether, in the same manner as in Example 3, the polymerization operation and the aggregation stop operation. The polymerization conditions and polymerization are shown in Table 3 below.

[0150]"Comparative Example 4"

[0151]The three-substituted organoal aluminum compound (A) prepared in Reference Example 3 is made to the three-substituted organoal aluminum compound (a) prepared in Reference Example 5, except that the polymerization operation and the aggregation stop operation in the same manner as in Example 5. The polymerization conditions and polymerization are shown in Table 3 below.

[0152]"Comparative Example 5"

[0153]The three-substituted organoal aluminum compound (a) prepared in Reference Example 3 is changed to the three-substituted organoal aluminum compound (a) prepared in Reference E...

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Abstract

The present invention provides: a method for more reliable anionic polymerization of a (meth)acrylic acid ester, the method enabling high living properties without sacrificing properties inherent in a(meth)acrylic polymer, such as transparency; and a method for more reliably producing a (meth)acrylic acid ester block polymer having high uniformity of molecular weight. In this method for anionic polymerization of a (meth)acrylic acid ester, a tertiary organic aluminum compound (A), an organic lithium compound (B) and at least one type of Lewis base (C) are present in a polymerization system. The tertiary organic aluminum compound (A) contains a tertiary organic aluminum compound (A1) that has a chemical structure in which two or more of the three bonds in an aluminum atom are bonded to anaromatic ring via an oxygen atom. The molar ratio (A2) / (A1) of a tertiary organic aluminum compound (A2) to the tertiary organic aluminum compound (A1) falls within the range 0-0.8%, the tertiary organic aluminum compound (A2) having a chemical structure in which one or fewer of the three bonds of an aluminum atom in the tertiary organic aluminum compound (A) is bonded to an aromatic ring via an oxygen atom.

Description

Technical field[0001]The present invention relates to: a method of making an anionic polymerizable monomer for anionic polymerization and a method of producing a polymer by the polymerization process.Background technique[0002]Various studies were carried out for the method of preparing an anionic polymerization of polar monomers such as methacrylate, acrylate. However, this polar monomer is susceptible to the nucleophilic offensive of the carbonyl group, and therefore, the anionic polymerization, due to the molecularized reaction of the end of the monomer, the molecular ring of the growth end (BACK- Biting) and relatively difficult to play high activity. In the previous anionic polymerization method, in order to play a high activity, there is a need to use the synthesis and purification of complex polymerization initiators, and there is a significant low temperature at which the temperature is from -60 ° C at the time of -60 ° C, which is increased by the increase in cooling cost, e...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F20/10C08F2/06C08F4/12C08F4/48C08F4/54C08F297/02
CPCC08F4/54C08F4/48C08F2/06C08F297/026C08F20/10C08F297/02C08F4/12C08F220/1804C08F2/26C08F220/14C08F2438/00C08K5/17C08K5/56
Inventor 川原萌小野友裕
Owner KURARAY CO LTD
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