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Methods and systems to form propylene chlorohydrin and propylene oxide

A technology of chloropropanol and chloride, applied in the field of forming PCH, which can solve the problems such as the difficulty in realizing the economical production process of propylene oxide

Inactive Publication Date: 2020-02-04
CALERA CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, an economical production process of environmentally acceptable propylene oxide remains elusive

Method used

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  • Methods and systems to form propylene chlorohydrin and propylene oxide
  • Methods and systems to form propylene chlorohydrin and propylene oxide
  • Methods and systems to form propylene chlorohydrin and propylene oxide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0216] Use copper chloride to form PCH, DCP, isopropanol and isopropyl chloride from propylene

[0217] Experiment 1: In a Parr reactor under propylene pressure, CuCl 2 (1.0 mol / kg), CuCl (0.19 mol / kg), NaCl (0.66 mol / kg) and HCl (0.0091 mol / kg) solution were heated to 130°C for 15 minutes. The reactor was depressurized at 0°C into a bubble trap to trap volatile compounds. When the reactor is opened, the solution is extracted three times with an organic solvent (e.g., ethyl acetate or dichloromethane), and analyzed by a gas chromatography equipped with a mass spectrometer. A total of 11.4umol of DCP and 12.0umol of PCH were measured. The amount of recyclable products is 622umol isopropanol, 47.9umol acetone and 73.0umol isopropyl chloride.

[0218] Experiment 2: In a Parr reactor under propylene pressure, CuCl 2 (0.71mol / kg), CuCl (0.71mol / kg) and NaCl (2.76mol / kg) solutions are heated to 150°C for 15 minutes. The reactor was depressurized at 0°C into a bubble trap to trap volat...

Embodiment 2

[0220] Use palladium chloride and copper chloride to form PCH from propylene

[0221] In the Parr reactor under propylene pressure, CuCl 2 (2.80mol / kg), CuCl (0.54mol / kg), NaCl (1.84mol / kg) and PdCl 2 (0.012mol / kg) solution was heated to 130°C for 15 minutes. The reactor was depressurized at 0°C into a bubble trap to trap volatile compounds. When the reactor is opened, the solution is extracted three times with an organic solvent (e.g., ethyl acetate or dichloromethane), and analyzed by a gas chromatography equipped with a mass spectrometer. A total of 0.29 mmol of DCP and 1.24 mmol of PCH were measured. The measured amount of recyclable product was 9.23 mmol of isopropanol, 3.17 mmol of acetone and 10.9 mmol of isopropyl chloride.

Embodiment 3

[0223] Recycling of isopropanol

[0224] Put CuCl in Parr reactor 2 (3.0 mol / kg), CuCl (0.50 mol / kg) and NaCl (2.0 mol / kg) solutions were heated to 140°C for 15 minutes with the addition of isopropanol. At 0℃, keep using N 2 The flow sweeps the reactor into a bubble trap to trap volatile compounds. When the reactor is opened, the solution is extracted three times with an organic solvent (e.g., ethyl acetate or dichloromethane), and analyzed by a gas chromatography equipped with a mass spectrometer. Propylene, isopropanol, isopropyl chloride, PCH and DCP were all detected, indicating that isopropanol can be recycled and converted into the desired product.

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Abstract

There are provided methods and systems to form propylene chlorohydrin by hydrolysis of 1,2-dichloropropane and to further form propylene oxide from propylene chlorohydrin.

Description

[0001] Cross references to related applications [0002] This application requires U.S. Provisional Application No. 62 / 512,900 filed on May 31, 2017; U.S. Provisional Application No. 62 / 531,669 filed on July 12, 2017; and U.S. Provisional Patent filed on December 8, 2017 The benefits of application number 62 / 596,215, all of which are incorporated herein by reference in their entirety in this disclosure. Background technique [0003] Polyurethane production is still one of the environmentally challenging manufacturing processes in industrial polymerization. Due to the challenges associated with the two raw materials, the polyurethane formed by the addition reaction of diisocyanate and polyol may have a significant embedded environmental footprint. Polyol itself is a polymerized derivative of propylene oxide as a raw material. Traditionally, propylene oxide (PO) can be synthesized from the chlorinated intermediate chloropropanol. However, the economical production process of envir...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C17/02C07D301/26C25B1/24C25B1/26C25B3/23
CPCC25B15/08C25B1/26C07C29/86C07C29/124C07C17/02C25B11/04C07C29/64C07C31/36C07C19/01C25B1/24C25B3/27C25B3/23C25B11/055
Inventor K·塞尔夫迈克尔·约瑟夫·韦斯R·J·吉利亚姆T·A·阿尔布雷希特
Owner CALERA CORP
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