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Poly(monothiocarbonic ester) containing crystals and preparation method of poly(monothiocarbonic ester)

A technology of polymonothiocarbonate and crystal, which is applied in the field of polymonothiocarbonate containing crystals and its preparation, and can solve problems such as unsatisfactory crystalline polymers.

Active Publication Date: 2016-12-21
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, there have been no reports of biodegradable crystalline polymers that meet the above conditions

Method used

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  • Poly(monothiocarbonic ester) containing crystals and preparation method of poly(monothiocarbonic ester)
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  • Poly(monothiocarbonic ester) containing crystals and preparation method of poly(monothiocarbonic ester)

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Embodiment 1 (Salen) CrX catalyst catalyzes COS / OX one-pot copolymerization into polymonothiocarbonate

[0042] Before the polymerization reaction, the 10mL autoclave was dehydrated at 110°C for about 2 hours and cooled to room temperature in a desiccator; several masses of SalenCrX catalyst 1a and cocatalyst bis(triphenylphosphorane base) ammonium chloride ([PPN]Cl), the two are equimolar; the molar ratio of the catalyst to the monomer OX is 1 / 250; then add 3.8g COS and 2.0mL OX (the molar ratio of COS to OX is 2:1). Then the autoclave was closed and placed in an oil bath at 120° C. for 4 h under autogenous pressure. After the reaction was completed, it was cooled to room temperature, and the yellow product was taken out. The crude product was first dissolved by heating to 130°C with DMSO, and then the polymer was precipitated in methanol. The white product was obtained by repeated washing three times, and dried in vacuo to constant weight. Calculate the conversion r...

Embodiment 2

[0043] Embodiment 2 (Salen) CrX catalyst catalyzes COS / OX one-pot copolymerization into polymonothiocarbonate

[0044] Before the polymerization reaction, the 10mL autoclave was dehydrated at 110°C for about 2 hours and cooled to room temperature in a desiccator. Several masses of SalenCrX catalyst 1a and co-catalyst 1,5,7-diazabicyclo[5.4.0]undec-7-decene (TBD) were sequentially added into the reactor, both in equal molar numbers. The molar ratio of catalyst to monomer OX is 1 / 5000. Then add 4.8g COS and 1.0mL OX (the molar ratio of COS to OX is 5:1). Then the autoclave was closed and placed in an oil bath at 150° C. for 0.5 h under autogenous pressure. After the reaction was completed, it was cooled to room temperature, and the yellow product was taken out. The crude product was first dissolved by heating to 130°C with DMSO, and then the polymer was precipitated in methanol. The white product was obtained by repeated washing three times, and dried in vacuo to constant wei...

Embodiment 3

[0045] Embodiment 3 (Salen) CrX catalyst catalyzes COS / OX one-pot copolymerization into polymonothiocarbonate

[0046] Before the polymerization reaction, the 10mL autoclave was dehydrated at 110°C for about 2 hours and cooled to room temperature in a desiccator. Add several qualities of SalenCrX catalyst 1b and co-catalyst cetyltrimethylammonium bromide (CTAB) in the reactor in sequence, both in equimolar numbers. The molar ratio of catalyst to monomer OX is 1 / 2500. Then add 1.4g COS and 3.0mL OX (the molar ratio of COS to OX is 0.5:1). Then the autoclave was closed and placed in an ice bath at 0 °C for 24 h under autogenous pressure. After the reaction was completed, it was cooled to room temperature, and the yellow product was taken out. The crude product was first dissolved by heating to 130°C with DMSO, and then the polymer was precipitated in methanol. The white product was obtained by repeated washing three times, and dried in vacuo to constant weight. Calculate the...

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Abstract

The invention discloses poly(monothiocarbonic ester) containing crystals and a preparation method of poly(monothiocarbonic ester), and belongs to the field of polymer materials. The method includes the steps of adding carbon oxysulfide, oxetane, third monomer, chain transfer agent, catalyst and promoter into a dry high-pressure reaction still, conducting copolymerization reaction for 0.5-24 hours on a body or a solution under the self-generated pressure at a temperature of 0-150 DEG C, and conducting purifying and drying to obtain poly(monothiocarbonic ester) containing crystals. Prepared poly(monothiocarbonic ester) containing crystals contains sphero-crystal structures in the crystals and has the crystallinity of 13-85%, the crystallization temperature of 60-110 DEG C, the melting temperature of 100-135 DEG C and the melting enthalpy value of 4-90 J / g. By means of the method, oxygen-sulfur exchange reaction is completely restrained at high polymerization temperature, poly(monothiocarbonic ester) clear in structure and adjustable in crystallization property is obtained, and poly(monothiocarbonic ester) has a degradable thiocarbonic ester structure, can crystallize like high density polyethylene, has a wide processing window and has high strength and toughness.

Description

technical field [0001] The invention belongs to the field of polymer material synthesis, and in particular relates to a crystal-containing polymonothiocarbonate and a preparation method thereof. Background technique [0002] Polythiocarbonate is a sulfur-containing polymer with excellent optical properties, chemical stability and good heavy metal ion adsorption capacity. It has broad application prospects in high-performance optical fiber manufacturing, adhesives and wastewater treatment containing heavy metal ions . Usually polythiocarbonate is prepared by reacting dithiol with phosgene or chloroform in an organic solvent. Due to the toxicity of the raw materials phosgene, chloroform and solvents used, this synthetic route is difficult to survive. Another method for synthesizing polythiocarbonates is through the ring-opening polymerization of five- or six-membered rings of mono-, di-, and trithiopropylene carbonates. However, these five-membered ring or six-membered ring ...

Claims

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Application Information

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IPC IPC(8): C08G64/38
CPCC08G64/38C08G2230/00
Inventor 张兴宏杨嘉良吴海林李洋张滢滢
Owner ZHEJIANG UNIV
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