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Ethanolysis of PET to form DET and oxidation thereof

A technology for ethanol and ethylene glycol, used in waste polymers and optional other polymers, raw materials for the preparation of aromatic carboxylic acids, other polymers of aryl ester monomers, preparation of acetic acid, preparation of terephthalic acid, preparation of Aromatic carboxylic acids, in the field of preparation of acetic acid and aromatic carboxylic acids, can solve problems such as inapplicability of DMT

Inactive Publication Date: 2009-01-21
BP CORP NORTH AMERICA INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

TA is more commonly prepared by the liquid-phase oxidation of p-xylene, but DMT is not suitable for this liquid-phase oxidation because, inter alia, the methyl groups are converted to CO, CO 2 , methyl acetate, or other undesirable co-products

Method used

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  • Ethanolysis of PET to form DET and oxidation thereof
  • Ethanolysis of PET to form DET and oxidation thereof
  • Ethanolysis of PET to form DET and oxidation thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0130] 300 g of PET flakes of the type shown in Table 1 were reacted with ethanol in an ethanol:PET weight ratio of 3:1 according to the above procedure. The water content of ethanol is 0.0734 wt%. No extraneous catalysts were added. Both mixed flakes and neat clear flakes were obtained through NAPCOR (National Association for PET Container Resource). The mixed flakes contained about 55 wt% brown flakes, with the remainder mainly green, amber and clear PET flakes. Virgin bottle resin was obtained from Wellman Inc. under product number 61802. The theoretical maximum percentages of DET and ethylene glycol in the reaction mixture are 28.86 wt% and 8.06 wt%, respectively.

[0131]

[0132] * 45 wt% pure transparent flakes and 55% brown flakes

[0133] The results obtained for rounds 1 and 2 in Table 1 demonstrate that even without adding any catalyst, the hybrid flakes still contain catalytic impurities that catalyze the ethanol decomposition reaction. Runs 3 to 8 reveale...

Embodiment 2

[0135] In the presence of titanium in the form of organotitanate, 300 g of clear transparent PET flakes were reacted with 900 g of ethanol according to the above procedure. The organic titanate TYZOR TPT from DuPont was used as titanium source. The water concentration of ethanol was 0.0734 wt%. The organic titanate was added in an amount equal to 1000 ppmw (based on PET) titanium. The results are reflected in Run 9 in Table 2 below. Run round 10 using 200 g of virgin clear PET flakes and 600 g of ethanol according to the above procedure. The amount of organic titanate added was equal to 17.6 ppmw titanium (based on PET). The results are reflected in Table 2 below.

[0136]

[0137] Table 2 illustrates the efficiency of organotitanates in catalyzing the ethanol decomposition of PET. Even a very small amount used in the 10th round is effective.

Embodiment 3

[0139] Ethanololysis was run according to the above procedure, without catalyst addition, and using mixed PET flakes as described in Example 1, with a water content of 0.0734 wt% ethanol. The ethanol:PET ratio was 3:1 and no extraneous catalyst was added. After distillation of the reaction product as described above, the distillation bottoms were used as a catalyst for further ethanol decomposition reactions. An additional ethanolysis reaction was run using 600 g of ethanol with a water content of 0.0734 wt%, 162 g of clear clear PET flakes and 38 g of distillation bottoms. No additional catalyst was used. The results are shown in Table 3 below.

[0140]

[0141] Table 3 shows that the catalytic impurities present in the mixing sheet feed remain active after distillation treatment and that a portion of the distillation bottoms can be recycled to effectively catalyze the ethanololysis of PET. The comparison between run 4 in Table 1 and run 11 in Table 3 especially highlig...

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Abstract

A process for ethanolysis of PET is disclosed wherein a feed comprising PET is reacted with ethanol and recovering ethylene glycol and an aromatic diethyl ester such as diethyl isophthalate and / or diethyl terephthalate. PET, or a terpolymer comprising terephthalate monomer and ethylene glycol monomers, is reacted with ethanol and ethanol, diethyl terephthalate, ethylene glycol and optionally diethyl isophthalate are recovered. Recovered diethyl components can be subjected to liquid-phase oxidation to produce aromatic carboxylic acid. Acetic acid may also produced via liquid-phase oxidation of recovered diethyl components. The aromatic carboxylic acid can be used to form polymer.

Description

Background of the invention [0001] The present invention provides methods for oxidizing aromatic ethyl esters as well as recycled poly(ethylene terephthalate) ("PET") and other polymers including ethylene monomers and ester monomers, especially arylate monomers. method. The present invention also provides a method for recycling waste polymers containing PET and optionally other polymers. The present invention provides methods for recovering ethylene glycol and ethyl esters from these waste polymers and making polymers therefrom. The present invention also provides a raw material containing an aromatic ethyl ester component useful in the preparation of aromatic carboxylic acids and a process for the preparation of acetic acid and aromatic carboxylic acids. [0002] PET and other copolymers such as poly(ethylene isophthalate) (“PEI”), poly(ethylene naphthalate) (“PEN”), etc. are commonly used in films, fibers, packaging and many other applications . The widespread use of the...

Claims

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Application Information

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IPC IPC(8): C08J11/24C07C67/03C07C69/82B01J19/18C07C69/80C07C51/23C07C63/15C07C63/16C07C63/24C07C63/26C07C63/38
CPCY02W30/62
Inventor 罗纳德·L·安德森大卫·L·西肯加
Owner BP CORP NORTH AMERICA INC
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