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Low-melting mixtures of di-n-butyl and diisobutyl terephthalate

A technology of diisobutyl phthalate and di-n-butyl phthalate is applied in the field of mixtures of terephthalic acid diesters and can solve problems such as increasing costs

Active Publication Date: 2010-02-24
EASTMAN CHEM CO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Solidification of these products usually requires the installation of heating tanks, transfer lines and associated processing equipment, thus increasing the cost of using these products

Method used

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  • Low-melting mixtures of di-n-butyl and diisobutyl terephthalate
  • Low-melting mixtures of di-n-butyl and diisobutyl terephthalate
  • Low-melting mixtures of di-n-butyl and diisobutyl terephthalate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] The reaction was carried out according to the general scheme illustrated on page 3 above, designed to give the product using a 50:50 mole percent mixture of n-butanol and isobutanol.

[0024] Add 436.9g (2.25mol, MW=194.19) dimethyl terephthalate, 207.5g (2.8mol, MW=74.12) n-butanol, 207.5g (2.8mol, MW=74.12) isobutanol and 223 ppm (0.19 g) titanium tetraisopropoxide (TIPT). The course of the reaction is summarized in Table 1 below:

[0025] Table 1

[0026] time

[0027] The stripped products are summarized in Table 2 below.

[0028] Table 2

[0029] stripping

[0030] After neutralization, drying, carbon treatment and finally filtration according to the general work-up procedure described above, the isolated product weighed 547.7 g. The theoretical amount of product is 626.28 g, so the isolated yield is 87.5%.

Embodiment 2

[0032] The reaction described in Example 1 was repeated to obtain the corresponding product from a 75:25 mole percent mixture of n-butanol and isobutanol. Add 233g (1.2mol, MW=194.19) dimethyl terephthalate, 200.1g (2.78mol, MW=74.12) n-butanol, 66.7g (0.9mol, MW=74.12) isobutanol and 220ppm to the reactor system (0.11 g) TIPT. The course of the reaction is summarized in Table 3 below:

[0033] table 3

[0034] time

[0035] The stripped product, as summarized in Example 1 above, was isolated as a clear liquid after neutralization, drying, carbon treatment and finally filtration.

Embodiment 3

[0037] The reaction described in Example 1 was repeated to obtain the corresponding product from a 25:75 mole percent mixture of n-butanol and isobutanol. Add 233g (1.2mol, MW=194.19) dimethyl terephthalate, 66.7g (0.9mol, MW=74.12) n-butanol, 200.1g (2.7mol, MW=74.12) isobutanol and 280ppm to the reactor system (0.14g) TIPT. The course of the reaction is summarized in Table 4 below:

[0038] Table 4:

[0039] time

Reaction time

(Hour)

Base

temperature °C

receive

temperature °C

receive

volume

(ml)

Notes

8:00

-

102

22

0

8:30

0.0

116

93

0

start reaction time; open access

@<66℃@20%

9:00

0.5

109

65

0

9:30

1.0

106

64

0

Lifter not working; shut down and replace

10:15

84

25

0

start heating

10:5...

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PUM

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Abstract

Mixtures of terephthalate diesters having lowered freezing points and methods of making the terephthalic acid diesters. The method includes contacting a first alcohol, a second different alcohol and dimethyl terephthalate in the presence of a catalyst to thereby form the terephthalate diesters.

Description

field of invention [0001] The present invention relates to a mixture of n-butyl-isobutyl terephthalate and a terephthalic acid diester having a low melting point. The present invention also relates to the preparation of a mixture of n-butyl-isobutyl terephthalate and terephthalic acid diester. Background of the invention [0002] Diesters of terephthalates, such as di-n-butyl terephthalate (DBT) and diisobutyl terephthalate (DiBT), are used as plasticizers in many polymeric materials, such as polyvinyl chloride. However, di-n-butyl terephthalate (DBT) has a melting point of about 16°C. Likewise, pure diisobutyl terephthalate freezes at a higher temperature of 54°C. This creates the problem that these products may freeze when stored at cold temperatures. Solidification of these products generally requires the installation of heating tanks, transfer lines and associated processing equipment, thus increasing the cost of using these products. The present invention solves thi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/03C07C69/82
CPCC07C69/82
Inventor M·S·霍尔特P·W·特纳S·L·库克M·J·斯廷普森
Owner EASTMAN CHEM CO
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