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Polymerization catalyst for unsaturated monomer, novel transition metal compound, and polymerization method and copolymer using them

A technology of polymerization catalyst and polymerization method, which is applied in the fields of compounds containing elements of group 4/14 of the periodic table, compounds containing elements of group 3/13 of the periodic table, chemical instruments and methods, etc., which can solve the problems of low polymerization activity and polymer production. Low rate, low polymer molecular weight and other problems

Inactive Publication Date: 2005-05-25
MITSUI CHEM INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

For other metals, there is no discovery that can not only polymerize monomers containing strong polar functional groups (such as acrylamide and acrylonitrile) but also polymerize monomers containing moderately polar functional groups (such as formazan). Acrylic acid esters) and low polarity monomers (such as styrene) polymerized, and can also make these monomers copolymerized organic transition metal complex catalyst characteristics of the polymerization catalyst
Furthermore, traditional base catalysts based on alkali metals or alkaline earth metals and conventional limited organometallic complexes tend in many cases to have low polymerization activity, low polymer yields, and low molecular weights of the resulting polymers.

Method used

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  • Polymerization catalyst for unsaturated monomer, novel transition metal compound, and polymerization method and copolymer using them
  • Polymerization catalyst for unsaturated monomer, novel transition metal compound, and polymerization method and copolymer using them
  • Polymerization catalyst for unsaturated monomer, novel transition metal compound, and polymerization method and copolymer using them

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0074] Synthesis of polymerization catalysts

[0075] (1) Catalyst A: [((CH 3 ) 3 Si) 2 N] 2 Sm(OC 4 h 8 ) 2 Synthesis

[0076] At room temperature in a nitrogen atmosphere, 20 ml of a THF solution of sodium bis(trimethylsilyl)amide (20 mmol) was added dropwise to 100 ml of a stirred THF solution of divalent samarium iodide (10 mmol), and the resulting mixture Stir for 6 hours. The solvent was distilled off from the solution to obtain a reddish-purple solid. The solid was extracted with pentane and the white precipitate formed was filtered off on a glass filter. After the filtrate was concentrated, it was cooled overnight at -30°C, and the precipitated crystals were separated by filtration, and dried in vacuo to obtain 5.4 g of a dark reddish-purple solid.

[0077] Elemental Analysis - Calculated: C, 39.04%; H, 8.52%; N, 4.55%. Found: C, 38.62%; H, 8.43%; N, 4.59%. 1 H-NMR spectrum (400MHz, C 6 D. 6 ): δ4.42 (12H), -0.46 (6H).

[0078] (2) Catalyst B: [((CH 3 )...

Embodiment 2

[0085] After the air in the 50 ml Schlink flask was completely replaced with nitrogen, 100 mg of acrylamide and 10 ml of toluene were added thereto. A toluene solution containing 10 mg of the catalyst A obtained in Example 1 was added thereto, and the monomer was polymerized at 110° C. for 2 hours. The polymerization was stopped by adding 0.5 ml of methanol, followed by the addition of acetone. The suspended polymer was separated by filtration, washed well with hydrochloric acid / methanol and methanol, and dried at 80° C. under reduced pressure for 6 hours. The yield of the polymer thus obtained was 98 mg, and the specific viscosity (η SP / C) is 0.504dl / g (C is measured under the condition that the concentration of the polymer in formic acid is 0.1g / dl), and the melting point (Tm) measured by DSC method is 321°C. The result of NMR spectral analysis shows that this polymkeric substance is poly-beta-alanine ( figure 2 ).

Embodiment 3

[0087] After the air in the 50 ml serene flask was completely replaced with nitrogen, 300 mg of methyl methacrylate and 5 ml of toluene were added thereto. A toluene solution containing 8 mg of the catalyst A obtained in Example 1 was added thereto, and the monomer was polymerized at 80°C for 2 hours. The polymerization was stopped by adding 0.5 ml of methanol, and then the reaction mixture was added to hydrochloric acid / methanol. The suspended polymer was separated by filtration, washed well with methanol, and then dried at 80°C for 6 hours under reduced pressure. The polymer thus obtained had a yield of 253 mg, a weight average molecular weight based on polystyrene internal standard of 13,000, and a molecular weight distribution (Mw / Mn) of 1.51. The glass transition point (Tg) of the polymer measured by DSC method was 93°C.

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Abstract

A general formula [1]: MR 1 k R 2 m R 3 n Q h Polymerization catalysts representing unsaturated monomers, where R 1 is a ligand containing at least one nitrogen, sulfur, phosphorus or oxygen atom, R 2 is a cyclic hydrocarbon ligand containing π-electrons, R 1 and R 2 can together form a bridge structure, R 3 is an alkyl group, an aryl group, a silyl-containing or a silicon-containing aryl ligand, M is a metal belonging to Group 3 of the periodic table, each Q is independently a halogen atom or an electron-donating ligand, and multiple Qs can be selected from the same or A combination of different members, k is an integer of 1-4, m, n and h are 0 or an integer of 1-4.

Description

technical field [0001] The present invention relates to polymerization catalysts for unsaturated monomers, novel transition metal compounds, polymerization methods using them and polymers thereof containing linkages formed by migration of active hydrogen in unsaturated monomers. More specifically, the present invention relates to a polymerization catalyst for an unsaturated monomer comprising an organic transition metal complex having a specific structure, a method for polymerizing an unsaturated monomer using the polymerization catalyst, and Copolymers of bonds formed by the migration of hydrogen. Background technique [0002] A large number of catalysts for the polymerization of unsaturated monomers have been reported by many researchers for a long time. The use of these catalysts is appropriately selected to suit the type of unsaturated monomer being polymerized. According to the polymerization mechanism, such catalysts are broadly classified into cationic polymerizatio...

Claims

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Application Information

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IPC IPC(8): C08F4/52
CPCC08F4/52
Inventor 须永忠弘河野宽
Owner MITSUI CHEM INC
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