Check patentability & draft patents in minutes with Patsnap Eureka AI!

Green synthesis method of 4-nitro-2,7-naphthalene disulfonic acid

A naphthalene disulfonic acid, green synthesis technology, applied in the chemical field, can solve problems such as obstacles, and achieve the effects of reducing environmental pollution, overcoming large acid consumption, and improving the cleanliness of the reaction

Active Publication Date: 2015-02-25
ZAOZHUANG UNIV +1
View PDF7 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

A large amount of high-concentration waste acid will still be produced in the nitration process of the diamine method, which will cause great obstacles to the popularization and use of this method to prepare H acid, and become an urgent problem to be solved

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

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Green synthesis method of 4-nitro-2,7-naphthalene disulfonic acid
  • Green synthesis method of 4-nitro-2,7-naphthalene disulfonic acid
  • Green synthesis method of 4-nitro-2,7-naphthalene disulfonic acid

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0028] 0.5 g of 2,7-naphthalene disulfonic acid, 2 g of acetic acid, and 1.2 g of trifluoroacetic acid were added to a 10 ml reaction vessel. The reaction mixture was stirred evenly at 30° C., 0.5 g of nitric acid with a certain mass fraction was added dropwise, and the reaction was tracked by TLC until the raw material was completely converted. After 6 hours the reaction was stopped and the solvent was removed. The crude product was purified by recrystallization to obtain pure 4-nitro-2,7-naphthalene disulfonic acid. After drying, the HPLC detection purity was ≧95%, and the yield was ≧85%. yellow solid 1 H NMR (DMSO- d 6 , 400 MHz): δ = 8.57 (s, 1H, Ar-H), 8.39 (m, 3H, Ar-H), 8.01(d, J = 8.8Hz, 1H, Ar-H); MS (ES-API - ): m / z : 331.9 [(M-H) - ].

example 2

[0030] 0.5 g of 2,7-naphthalene disulfonic acid, 2 g of propionic acid, and 1.6 g of trifluoroacetic acid were added to a 10 ml reaction vessel. The reaction mixture was stirred evenly at 60° C., 0.5 g of nitric acid with a certain mass fraction was added dropwise, and the reaction was tracked by TLC until the raw material was completely converted. After 6 hours the reaction was stopped and the solvent was removed. The crude product was purified by recrystallization to obtain pure 4-nitro-2,7-naphthalene disulfonic acid. After drying, the HPLC detection purity was ≧95%, and the yield was ≧85%. yellow solid 1 H NMR (DMSO- d 6 , 400 MHz): δ = 8.57 (s, 1H, Ar-H), 8.39 (m, 3H, Ar-H), 8.01(d, J = 8.8 Hz, 1H, Ar-H); MS (ES-API - ): m / z expected: 332.9; found: 331.9 [(M-H) - ].

example 3

[0032] 0.5 g of 2,7-naphthalene disulfonic acid, 0.5 g of oxalic acid, and 2 g of acetic acid were added to a 10 ml reaction vessel. The reaction mixture was stirred evenly at 60° C., 0.5 g of nitric acid with a certain mass fraction was added dropwise, and the reaction was tracked by TLC until the raw material was completely converted. After 12 hours the reaction was stopped and the solvent was removed. The crude product was purified by recrystallization to obtain pure 4-nitro-2,7-naphthalene disulfonic acid. After drying, the HPLC detection purity was ≧95%, and the yield was ≧85%. yellow solid 1 H NMR (DMSO- d 6 , 400 MHz): δ = 8.57 (s, 1H, Ar-H), 8.39 (m, 3H, Ar-H), 8.01(d, J = 8.8 Hz, 1H, Ar-H); MS (ES-API - ): m / z : 331.9 [(M-H) - ].

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 green synthesis method of 4-nitro-2,7-naphthalene disulfonic acid, which comprises the following steps: 1) adding 2,7-naphthalene disulfonic acid and organic acid into a reactor; 2) setting the temperature of the reactor at -15 to 120 DEG C and the pressure at normal pressure to 35 MPa; 3) dropwisely adding nitric acid with proper concentration into the reactor; 4) stirring to react for 3-12 hours; and 5) separating and purifying to obtain the 4-nitro-2,7-naphthalene disulfonic acid. The method has the advantages of recoverable reaction solvent and high yield, does not generate wastewater, overcomes the defects of high acid consumption, high effluent water amount and difficulty in treatment in the existing synthesis method, enhances the reaction cleanness and lowers the environmental pollution.

Description

technical field [0001] The invention relates to the field of chemical industry, in particular to a green synthesis method of 4-nitro-2,7-naphthalene disulfonic acid. Background technique [0002] H acid is an important intermediate in the dye industry, mainly used in the production of reactive dyes, direct dyes, acid dyes, and can also be used in the production of other intermediate products such as chromotropic acid. The traditional H acid production method uses refined naphthalene as the raw material, and the product is obtained through sulfonation, nitration, reduction and other steps. Among them, mixed acid nitrification is used in nitrification, which consumes a lot of acid and is difficult to recycle waste acid; the discharge of waste water is large, and the waste water has a large salt content and many types of organic matter, which is difficult to treat. Therefore, the research on the green and environment-friendly synthetic method of H acid has become a research ho...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07C309/40C07C303/22
Inventor 曹晗吴鸿伟赵玉亮刘雪静张浩楠刘晓兰马珂
Owner ZAOZHUANG UNIV
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

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

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com