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Polymers of ethylene oxide and carbon dioxide

A technology of ethylene oxide and polymers, applied in the field of novel metal complexes, can solve the problem of low catalytic activity

Inactive Publication Date: 2011-04-13
CORNELL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Various EO / CO based on Zn, Al or double metal cyanide have been reported. 2 Copolymerized system; however, it requires high CO 2 pressure, and has the problem of low catalytic activity

Method used

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  • Polymers of ethylene oxide and carbon dioxide
  • Polymers of ethylene oxide and carbon dioxide
  • Polymers of ethylene oxide and carbon dioxide

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0399] Example 1. Highly active cobalt catalyst for the alternating copolymerization of ethylene oxide and carbon dioxide

[0400] The inventors have recently found that (salcy)CoOBzF 5 (salcy=N, N'-bis(3,5-di-tert-butyl salicylidene)-1,2-diaminocyclohexane; OBzF 5 = pentafluorobenzoate group; 1) effectively make epoxy cyclohexane (cyclohexene oxide, CHO) or propylene oxide (propylene oxide, PO) and CO 2 A copolymerization reaction occurs. However, the relationship between EO and CO has not been reported 2 1 was used in the copolymerization reaction to make PEC. This paper reports the development of a highly active Co(salcy) catalyst for EO / CO 2 at low CO 2 Copolymerization under pressure to produce copolymers with high carbonate percentages.

[0401] Recently, 1 and bis(triphenylphosphoranylidene)ammonium chloride ([PPN]Cl) were used to make PO and CO 2 The success of the copolymerization reaction led us to investigate the use of this catalytic system for EO and CO 2(...

example 2

[0438] Example 2. Polymerization of Ethylene Oxide (PEO)

[0439] (Salcy)CoOBzF 5 The polymerization reaction of ethylene oxide (EO) was induced in the presence of PPNCl. Activity was significantly correlated with the PPNCl / Co ratio (see Table 7 and image 3 ).

[0440] Scenario 2

[0441]

[0442] Table 7. Effect of [PPNCl] / [Co]

[0443] [PPNCl] / [Co]

[0444] [EO] 0 =20M, [Co] 0 =5.0mM, [PPNCl] 0 =1.0-5.0mM, room temperature, 10 minutes.

example 3

[0445] Example 3. Synthesis of Block Copolymers of PEO-b-PEC

[0446] The one-pot PEO-b-PEC synthesis was then examined. PEO was first polymerized in a glass autoclave, followed by CO 2 Pressurize the reaction solution for EO / CO 2 Copolymerization reaction. This polymer is composed of hard segment (PEO) / soft segment (PEC), so it is considered to have new functions (see Figure 4 A-4B, illustrating TGA and DSC analysis of PEO-b-PEC).

[0447] Option 3

[0448]

[0449] other embodiments

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Abstract

The present disclosure is directed, in part, to methods of synthesizing a poly(ethylene carbonate) polymer from the reaction of ethylene oxide (EO) and carbon dioxide (CO2) in the presence of a metal complex. The present disclosure also provides novel metal complexes. In one aspect, the metal complex is of formula (I), wherein R1, R2, R3, M, X and Ring A are as defined herein.

Description

[0001] priority statement [0002] This application claims priority to US Provisional Patent Application Serial No. 61 / 052,061, filed May 9, 2008. The entire content of said priority application is incorporated herein by reference. Background technique [0003] Poly(ethylene carbonate), PEC is a gas barrier (especially for O 2 ) Higher flexible, biocompatible biodegradable materials. It is obtained by ring-opening polymerization of ethylene carbonate (EC) or by ethylene oxide (EO) and CO 2 produced by the copolymerization reaction. EC by KOH or Sn(OAc) at high temperature 2 Ring-opening polymerization occurs initially, yielding poly(ethylene oxide-co-ether carbonate) instead of PEC. The high reaction temperature required for this pathway leads to the elimination of CO during the polymerization 2 . In 1969, Inoue first discovered the relationship between epoxide and CO 2 Alternating copolymerization occurs to form polycarbonate. Since then, a variety of epoxide / CO 2 ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G64/02C08G64/18C08G64/34
CPCC08G64/34C08G64/0208C08G64/183
Inventor 杰夫·卡奥迪史考特·艾伦安藤刚
Owner CORNELL UNIVERSITY