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Method of preparing phosphonium compound for cyclic olefin polymerization

A technology of compound and general formula, applied in the field of preparation of phosphonium compounds, to achieve the effect of high yield

Active Publication Date: 2014-04-16
LG CHEM LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0010] In WO2005 / 019277, Korean Patent Application Nos. 2004-0052612 and 2004-0074307, the use of phosphonium compounds as an alternative to the above-mentioned cocatalysts has been proposed, but there is no description of the efficient preparation of phosphonium compounds in these documents

Method used

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  • Method of preparing phosphonium compound for cyclic olefin polymerization
  • Method of preparing phosphonium compound for cyclic olefin polymerization
  • Method of preparing phosphonium compound for cyclic olefin polymerization

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preparation example Construction

[0056] The preparation method of the present invention may further comprise preparing a phosphonium compound represented by the general formula 2 by treating a phosphine compound represented by the following general formula 4 with an acid:

[0057]

[0058] [(R 1 )-P(R 2 ) a (R 2’ ) b ]

[0059] Among them, R 1 , R 2 , R 2’ , a and b are as defined above.

[0060] In more detail, the phosphonium compound represented by the general formula 2 can be prepared by reacting a protonic acid with the phosphine compound represented by the general formula 4. Here, the protic acid is such as HCl, HBr, HI, HF or HPF 6 Acids that can act as H+ donors. The protic acid is not particularly limited and may be any acid commonly used in the art. The reaction between the phosphine compound represented by the general formula 4 and a protic acid may be performed in a solvent such as hydrocarbon (for example, hexane) and ether to prepare the protic phosphonium compound represented by th...

Embodiment 1

[0099] (Cy) 3 Preparation of PHCl

[0100] Will (Cy) 3 P (2.02 g, 7.2 mmol, Cy=cyclohexyl) was charged into a 250 mL Schlenk flask, and diethyl ether (150 mL) was added thereto. Then, anhydrous HCl (14.4 mL, 1.0 M in ether) was added to the flask at room temperature and the reaction mixture was allowed to react for about 20 minutes. The resulting white precipitate was filtered through a glass filter and washed three times with diethyl ether (80 mL), and the residual solvent was removed in vacuo at room temperature to give (Cy) 3 PHCl (86%, 1.95 g).

[0101] 1 H-NMR (600MHz, CD 2 Cl 2 ): δ7.02~6.23 (d, 1H, J H-P =470Hz), 2.56~1.30(m, 33H); 13 C-NMR (600MHz, CD 2 Cl 2 ): δ28.9(d), 28.5(d), 26.8(d), 25.6(s). 31 P-NMR (600MHz, CD 2 Cl 2 ): δ22.98 (d, J P-H = 470 Hz).

Embodiment 2

[0103] (n-Bu) 3 Preparation of PHCl

[0104] Will (n-Bu) 3 P (2.0 g, 10.0 mmol, n-Bu=n-butyl) was charged into a 250 mL Schlenk flask, and diethyl ether (100 mL) was added thereto. Then, anhydrous HCl (20.0 mL, 1.0 M in ether) was added to the flask at room temperature, and the reaction mixture was allowed to react for about 20 minutes. The resulting white precipitate was filtered through a glass filter and washed with diethyl ether (80 mL), and the residual solvent was removed in vacuo at room temperature to give (n-Bu) 3 PHCl (90%, 2.15 g).

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Abstract

Provided is a method of preparing a phosphonium compound by reacting a protic phosphonium compound represented by [(R1)-P(R2)a(R2)b] HX and a salt compound represented by [C] [Ani]. Therefore, a phosphonium compound used as a cocatalyst for the preparation of a polar cyclic olefin polymer can be produced at high yield.

Description

technical field [0001] The present invention relates to a method of preparing phosphonium compounds, and more particularly, to a method of preparing phosphonium compounds for use as cocatalysts in catalyst systems for the polymerization of cycloolefin monomers having polar functional groups. Background technique [0002] Cycloolefin polymers are polymers composed of cycloolefin monomers such as norbornene, which have better transparency, heat and chemical resistance, and lower bi Refractive and hygroscopic, and therefore widely used as optical materials for CD, DVD or POF (plastic optical fiber); information and electronic materials for capacitor films or low dielectrics; for low-absorption syringes or blister packs (blister packagings) medical materials, etc. [0003] Generally, for a polymer to be used as an information and electronic material, the polymer needs to be resistant to metals such as silicon, silicon oxide, silicon nitride, aluminum oxide, copper, aluminum, go...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/54
CPCC07F9/54C08F4/6097
Inventor 尹性澈元永喆朴迎焕全成浩崔大胜
Owner LG CHEM LTD
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