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Preparation method of p-dodecylphenol

A technology of dodecylphenol and alkylation, applied in the field of preparation of p-dodecylphenol, can solve the problems of unfavorable p-dodecylphenol production, long synthesis distance, increased production cost, etc. Healthy and sustainable development, high content of para-structure, and the effect of promoting development and progress

Pending Publication Date: 2022-05-10
广东华锦达新材科技有限公司
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  • Abstract
  • Description
  • Claims
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AI Technical Summary

Problems solved by technology

However, there are very few sources of n-dodecene, halogenated dodecane, and n-dodecyl alcohol, the synthesis process is long and the price is high, and it is impossible to achieve large-scale production of p-dodecylphenol with a high para-position structure; tetrapropylene and trimeric isobutylene The raw materials are all propylene and isobutylene resources with high prices, and the production cost is higher than that of carbadodecene of trimeric n-butene, and it is impossible to produce high para-structure dodecylphenol products
And in the process of preparing dodecylphenol, there are also higher requirements for raw materials, which makes the production cost increase
[0005] And the current alkylation catalysts, such as boron trifluoride ether, produce more salty wastewater, which has a great impact on the environment
Alkylation catalysts such as ionic liquids, acidified attapulgite, and cation-exchange resins have low para-selectivity, require special distillation and purification, complex processes, and high energy consumption, which are not conducive to the para-dodecylphenol production, and is not conducive to subsequent distillation and purification

Method used

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  • Preparation method of p-dodecylphenol
  • Preparation method of p-dodecylphenol
  • Preparation method of p-dodecylphenol

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preparation example Construction

[0035] Such as figure 1 Shown, the first aspect of the present invention provides a kind of preparation method of dodecylphenol, comprising:

[0036] Dehydration: adding olefin raw materials to metal hydroxide-loaded molecular sieves for dehydration to obtain dehydrated olefins;

[0037] Alkylation: add dehydrated olefin and phenol with a molar ratio of 1: (3-5) to the catalyst, and react at 60-120°C to obtain an alkylated crude product;

[0038] Rectification: rectify the crude alkylation product to obtain p-dodecylphenol product.

[0039] dehydration

[0040] In one embodiment, the olefin raw material of the present invention is selected from one of n-dodecene, halogenated dodecane, n-dodecyl alcohol, tetrapropylene, trimerized isobutene, trimerized n-butene, preferably The base is tripoly-n-butene.

[0041] A small amount of bound water and free water in trimeric n-butene in industry, because the catalyst used in the present invention is sensitive to water, it is necess...

Embodiment 1-1～1-6、2-1～2-7

[0078] Embodiment 1-1~1-6, 2-1~2-7: Dehydration

[0079] Examples 1-1 to 1-6 and Examples 2-1 to 2-7 provide methods for the dehydration of trimeric n-butene: adding metal hydroxide-supported molecular sieves to olefin raw materials to obtain dehydrated olefins; the metal hydroxide The preparation method of the metal hydroxide-loaded molecular sieve is as follows: adding sodium hydroxide to water, adding 13X molecular sieve for adsorption, drying, and roasting to obtain the metal hydroxide-loaded molecular sieve.

[0080] Examples 1-1 to 1-6 See Table 1 for the dehydration test results of the molecular sieve pore size of polar molecular sieves.

[0081] Table 1

[0082]

[0083] Examples 2-1 to 2-7 The dehydration test results of testing the metal hydroxide loading capacity of polar molecular sieves are shown in Table 2.

[0084] Table 2

[0085]

Embodiment 3-1～3-6、4-1～4-6、5-1～5-7

[0086] Embodiment 3-1~3-6, 4-1~4-6, 5-1~5-7: Alkylation

[0087] Embodiments 3-1 to 3-6, 4-1 to 4-6, and 5-1 to 5-7 provide dehydrated olefin and phenol alkylation methods, including:

[0088] Put the catalyst into the reactor, pass nitrogen gas, activate at 210°C for 4 hours, add dehydrated olefin and phenol with a molar ratio of (1:4), and react to obtain the crude alkylated product. The dehydrated olefin is the dehydrated olefin provided in Example 2-5.

[0089] The preparation method of described catalyst comprises: ZrO(NO 3 ) 2 2H 2 O added to water, adding nano ZrO 2 , adjust the pH to 8-9, precipitate and dry, add sulfuric acid solution at 75°C and mix for 2 hours, filter, dry, and roast at 450°C for 4 hours to obtain metal compound-loaded nanocarriers.

[0090] The crude alkylated products obtained in Examples 3-1~3-6, 4-1~4-6, 5-1~5-7 were analyzed using SP-2100 type chromatography, and the analytical column model of the chromatography was HP-PONA Chromatograp...

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Abstract

The invention relates to the field of fine chemical engineering, in particular to a preparation method of p-dodecylphenol. Comprising dehydration, alkylation and rectification. According to the present invention, the molecular sieve is adopted to dehydrate the raw material, the metal compound loaded nano-carrier is adopted as the catalyst to catalyze the alkylation reaction so as to obtain the high p-dodecylphenol, and the stabilizer and the rectification are adopted to prepare the dodecylphenol with the high para-position structure, and the petrochemical by-product trimerization n-butene is adopted as the raw material so as to prepare the high para-position structure dodecylphenol; the production cost is low. The preparation method provided by the invention has the advantages of simple process flow, high production efficiency, low production cost, few three wastes generated in the reaction process, environmental protection, safety, low production cost and high para-position structure content.

Description

technical field [0001] The invention relates to the field of fine chemical industry, more specifically, the invention relates to a preparation method of p-dodecylphenol. Background technique [0002] Dodecylphenol with high para-structure is a high value-added fine chemical product, which belongs to long-chain alkylphenol because of its high para-structure. Para-dodecylphenol can be used to synthesize a variety of non-ionic, ionic and zwitterionic surfactants. The product has multiple functions such as emulsification, dispersion, and wetting; it is widely used in pesticide spraying adjuvants, industrial Cleaning agent, textile printing and dyeing auxiliaries and oil field exploitation and refining and other fields. It can also be used as a raw material for antioxidants and stabilizers in rubber, plastics and other industries. It can be used to prepare rosin modified phenolic resin, sulfurized alkyl phenate calcium T115, dodecyl phenate calcium salt, dodecyl phenol barium sa...

Claims

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Application Information

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IPC IPC(8): C07C37/14C07C39/06C07C7/13C07C11/02
CPCC07C37/14C07C7/13C07C39/06C07C11/02Y02P20/52
Inventor 孙远辉左洪亮刘阳李建辉梁万杰邓东琴黄杰
Owner 广东华锦达新材科技有限公司
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