Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Preparation method for co-production of TBHQ (tertiary butylhydroquinone) and butylated hydroxyanisole

A technology for tert-butylhydroxyanisole and tert-butylhydroquinone is applied in the field of preparing 2-tert-butylhydroquinone and co-producing tert-butylhydroxyanisole, which can solve the problem of insignificant effect and low yield. Ideal and other problems, to achieve the effect of simple recovery method, high utilization rate of raw materials, and less phenolic by-products

Active Publication Date: 2013-04-17
WENGYUAN GUANGYE QINGYI FOOD TECH +1
View PDF4 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Some people try to improve the selectivity of the mono-tert-butyl substitution reaction to reduce the generation of by-products, adding a certain proportion of aliphatic ketones in the reaction solution as disclosed in US4323713, JP62081338 and other related patents, but the effect is not obvious
In addition to using strong acids as catalysts, some people have studied the use of solid strong acids, strong acid cation exchange resins and MCM-49 as catalysts, but the yields are not ideal.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Take 100g of Amberlyst36 resin, add 500ml of methanol to soak for 24 hours, separate the methanol, put the resin into an ion exchange column, wash the resin with methanol, and control the flow rate at 50-80ml / h until the methanol flows out without color or other impurities. With pre-prepared 15% mass concentration of Ce 2 (SO 4 ) 3 Rinse the resin with the solution, and control the flow rate at 15-30ml / h until the H ions in the resin are completely exchanged. 4 2- After detection, the resin is dried for later use.

[0032] Add 2500mL of 9:1 methanol / 1,4-dioxane into a 5000mL reactor as a solvent, 500g of hydroquinone and stir to dissolve, add 100g of Ce 3+ -Amberlyst36 catalyst, the temperature was raised to 118° C. within 15 minutes, and 255 grams of isobutylene was started to be added, and the addition was completed within 1.5 hours, and the entire reaction process was kept at a constant temperature. After the isobutene has been passed through, keep the reaction ...

Embodiment 2

[0034] Fe 3+ - Refer to Example 1 for the treatment method of Amberlyst36 active metal ion-carrying catalyst.

[0035] Add 2500mL of 9:1 methanol / 1,4-dioxane into a 5000mL reactor as a solvent, 500g of hydroquinone and stir to dissolve, add 100g of Fe 3+ -Amberlyst36 catalyst, the temperature was raised to 118° C. within 15 minutes, and 255 grams of isobutylene was started to be added, and the addition was completed within 1.5 hours, and the entire reaction process was kept at a constant temperature. After the isobutene has been passed through, keep the reaction for 30 minutes, take the reaction and analyze it with gas chromatography. The results show that the remaining HQ of the raw material is 6.3%, the content of TBHQ is 63.8%, the content of BHA is 20.9%, the content of DTBHQ is 3.7%, and other components are 5.3%. The aftertreatment method is the same as that in Example 1, and finally the product TBHQ476.3 grams and BHA166.8 grams are obtained.

Embodiment 3

[0037] Ce 3+ - Refer to Example 1 for the treatment method of Amberlyst36 active metal ion-carrying catalyst.

[0038] Add 2500mL of 9:1 methanol / 1,4-dioxane into a 5000mL reactor as a solvent, 500g of hydroquinone and stir to dissolve, add 100g of Ce 3+-Amberlyst36 catalyst, the temperature was raised to 110° C. within 15 minutes, and 255 grams of isobutylene was started to be added, and the addition was completed within 1.5 hours, and the entire reaction process was kept at a constant temperature. After the isobutene has been passed through, keep the reaction for 30 minutes. Take the reaction and analyze it with gas chromatography. The results show that the remaining HQ of the raw material is 4.5%, the content of TBHQ is 86.0%, BHA is 6.7%, DTBHQ is 1.7%, and other components are 1.1%. The post-treatment process is the same as in Example 1, and the final product TBHQ643.2 grams and BHA51.5 grams are obtained.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a preparation method for co-production of TBHQ and butylated hydroxyanisole. The method takes hydroquinone as the raw material and includes dissolving hydroquinone in a mixed methanol solvent first; adding a catalyst; heating quickly to a target reaction temperature, and then adding isobutene until charging is over; performing a thermal insulation reaction until the reaction is over; and finally performing purification treatment to obtain the final products TBHQ and butylated hydroxyanisole. Compared with the prior art, the preparation method has the following advantages: (1) the raw material utilization rate is high, and phenols by-products are few; (2) the main product TBHQ is low in cost and good in quality; (3) the proportion of 2-BHA (butylated hydroxyanisole) to 3-BHA in the secondary product BHA is about 98.5:1.5; (4) the catalyst can be reused, and the recovering method is simple; and (5) the whole technique achieves environmental-friendliness truly, and harmful waste is not discharged.

Description

technical field [0001] The invention relates to a method for preparing 2-tert-butyl hydroquinone and co-producing tert-butyl hydroxyanisole. Background technique [0002] Tert-butylhydroquinone Chemical name: 2-tert-butylhydroquinone (TBHQ) [0003] English name: 2-t-butyl-1,4-dihydroxybenzene [0004] tert-butyl hydroxyanisole chemical name: 2-tert-butyl-4-hydroxyanisole or 3-tert-butyl-4-hydroxyanisole (BHA) [0005] English name: Butylated hydroxyanisole [0006] Hydroquinone Chemical name 1,4-Hydroquinone (HQ) [0007] English name hydroquinone [0008] Tert-butylhydroquinone (TBHQ) is a commonly used food antioxidant, which can be widely used in food, feed and other fields. Its anti-oxidation performance is better than other similar products (BHA, BHT), especially in oil and its products, and the anti-oxidation effect will be greatly improved when used in combination with BHA. BHA belongs to TBHQ, and it is also a very good food antioxidant. It is more commonly us...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07C39/08C07C37/14C07C43/23C07C41/09
Inventor 李家林
Owner WENGYUAN GUANGYE QINGYI FOOD TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com