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Nitration of activated aromatics in microreactors

A technology of microreactors and aromatic hydrocarbons, applied in chemical/physical/physical chemical reactors, chemical instruments and methods, chemical/physical/physical chemical processes, etc., can solve problems such as limiting microreactor unit assembly, and achieve commercial and environmental advantages, high yield, and simple method

Inactive Publication Date: 2009-04-01
LONZA LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The risk of microreactor rupture limits the assembly of larger microreactor units, as leakage of nitrating agents is a potentially significant safety risk with environmental threats

Method used

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  • Nitration of activated aromatics in microreactors

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1 and 2

[0071] Corning glass microreactor (Corning Inc.)

[0072] Temperature adjustment liquid: water, 200ml / min

[0073] Mixture 1: HNO 3 65% (161g, 1.66mol)

[0074] Mixture 2: Phenol (765g, 3.31mol), AcOH (199g), water (2296g)

[0075] Phenol supply: 3.68 to 3.73 g / min

[0076] AcOH supply: 0.96 to 0.97g / min

[0077] Water supply: 12.07 to 13.46g / min

[0078] HNO 3 Supply: 2.61 to 4.39g / min

Embodiment 3 to 8

[0080] Corning glass microreactor (Corning Inc.)

[0081] Temperature adjustment liquid: water, 200ml / min

[0082] Mixture 1: HNO 3 65% (1,000g, 10.32mol)

[0083] Mixture 2: phenol (900g, 9.56mol), water (100g)

[0084] Phenol supply: 2.75 to 2.77g / min

[0085] Water supply: 1.97 to 1.99g / min

[0086] HNO 3 Supply: 3.10 to 3.13g / min

Embodiment 9 to 11

[0088] Corning glass microreactor (Corning Inc.)

[0089] Temperature adjustment liquid: water, 200ml / min

[0090] Mixture 1: HNO 3 65% (1,000g, 10.32mol)

[0091] Mixture 2: phenol (900g, 9.56mol), water (100g)

[0092] Phenol supply: 2.758 to 2.760 g / min

[0093] Water supply: 1.669 to 2.554g / min

[0094] HNO 3 Supply: 2.531 to 4.173g / min

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PUM

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Abstract

The invention relates to the nitration of aromatic or heteroaromatic compounds, wherein an activated aromatic or heteroaromatic compound and a nitrating agent, in the presence, if desired, of a solvent, are mixed intensely in a microreactor, and wherein the proportion of the nitrating agent to the activated aromatic or heteroaromatic compound, the concentration of nitrating agent in the reaction mixture, and the temperature are selected at levels such that the nitration begins autocatalytically, and wherein the nitration product is obtained after leaving the microreactor and, if desired, after an after-reaction time outside the microreactor.

Description

technical field [0001] The present invention relates to the autocatalytic nitration of activated aromatic or heterocyclic aromatic compounds in a microreactor. Background technique [0002] Organic compounds are usually nitrated with nitric acid or nitrating acid. [0003] Nitrifying acid is the common name for combinations of nitric acid and concentrated sulfuric acid, their respective derivatives and / or salts, of variable stoichiometry. [0004] Nitrifying agents contain at least one electrophilic nitrocation (NO 2 ) + (comp. Nitration, Methods and Mechanisms, Series: Organic Nitro Chemistry Series, Olah, G.A., Malhotra, R., Narang, S.C., Verlag VCH, Weinheim 1989). The used nitrating agent needs to be recovered more or less carefully after nitration. The handling of nitrating mixtures without sulfuric acid and its derivatives and / or salts is easier than handling of nitrating acids. Aromatic and heteroaromatic compounds are often readily nitrated, and it is often diff...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07B43/02B01J19/00C07C201/08C07C205/22C07C205/23
CPCB01J19/0093C07C205/25B01J2219/0086B01J2219/00984C07C205/60C07C205/37C07C205/23C07C201/08C07C205/22C07C205/59
Inventor 多米尼克·罗贝热洛朗·迪克吕
Owner LONZA LTD
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