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Photoresponse type rosin-based anionic surfactant, preparation method thereof and photoresponse type viscoelastic liquid

A surfactant and light-responsive technology, applied in chemical instruments and methods, dissolution, steroids, etc., can solve the problems of unfavorable development of green chemistry, high cost, and limited application range, etc., to achieve rich types, high application value, The effect of good photoresponsiveness

Active Publication Date: 2020-12-22
INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, at present, the raw materials of photoresponsive worm micelles are mostly petrochemical products, and the cost is high, which is obviously not conducive to the development of green chemistry, and greatly limits its application range.

Method used

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  • Photoresponse type rosin-based anionic surfactant, preparation method thereof and photoresponse type viscoelastic liquid
  • Photoresponse type rosin-based anionic surfactant, preparation method thereof and photoresponse type viscoelastic liquid
  • Photoresponse type rosin-based anionic surfactant, preparation method thereof and photoresponse type viscoelastic liquid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] A light-responsive type rosin-based anionic surfactant N-azophenylimide sodium maleopimarate (AzoMPCOONa), its molecular structural formula is as follows:

[0032]

Embodiment 2

[0034] The synthetic route of N-azophenylimide sodium maleopimarate (AzoMPCOONa) is as follows:

[0035]

[0036] Concrete synthetic steps are as follows:

[0037] S1, the synthesis of maleopimaric acid:

[0038] Accurately weigh 200g (0.66mol) of rosin, 70g (0.72mol) of maleic anhydride and 80g of acetic acid into a 1000mL three-necked flask, and connect the mechanical stirring and reflux condensation device. Raise the temperature to 145°C and react for 3.5h. After the reaction solution was lowered to room temperature, the reaction solution was added to 250 mL of acetic acid, placed at 25°C for recrystallization to obtain a white solid, and continued to be recrystallized twice with acetic acid to obtain maleopimaric acid (107.6 g). 97.6%, the yield is 40.7%.

[0039] Synthesis of S2, 4-maleopimaric acid-based azobenzene:

[0040] Accurately weigh maleopimaric acid (20g, 0.050mol), 4-aminoazobenzene (10.8g, 0.055mol) and 150ml of DMF into a 500mL three-necked flask equipp...

Embodiment 3

[0046] Preparation of photoresponsive viscoelastic fluid:

[0047] Accurately weigh the light-responsive rosin-based anionic surfactant AzoMPCOONa (0.0271g), cetyltrimethylammonium bromide (CTAB) (0.1093g) and ultrapure water (3g) into the reagent bottle, stirring continuously, Heat to 70°C until the solution is clear and transparent, place it in a constant temperature box, and let it stand at 25°C for 48 hours to prepare a photoresponsive viscoelastic liquid, which is denoted as AzoMPCOONa (15mmol L -1 ) / CTAB (100mmol·L -1 ).

[0048] A series of AzoMPCOONa / CTAB photoresponsive viscoelastic fluids can also be prepared according to this method.

[0049] The photoresponsiveness test is carried out to the photoresponsive viscoelastic fluid prepared above, the method is as follows:

[0050] The above-mentioned AzoMPCOONa (15mmol L -1 ) / CTAB (100mmol·L -1 ) The rheological properties of the viscoelastic fluid, such as Figure 4 As shown, the shear viscosity remains constant ...

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Abstract

The invention discloses a photoresponse type rosin-based anionic surfactant (Azo MPCOONa) which has a molecular structure shown in the specification. The invention also discloses a preparation methodof the surfactant. The preparation method comprises the following steps: using rosin as an initial raw material, carrying out DA addition to synthesize maleopimaric acid, and introducing an azobenzenephoto-responsive group into the anhydride part of maleopimaric acid through imidization reaction; and performing acid-base neutralization to obtain a target product. In addition, the invention also discloses a photoresponse type viscoelastic liquid which can be prepared by compounding the surfactant and a cationic surfactant. The photoresponse type rosin-based anionic surfactant and the photoresponse type viscoelastic liquid have good photo-responsiveness, and the chirality of worm micelles is also photo-reversible so that the application of the viscoelastic liquid in the fields of drug and gene transportation, chiral sensing, molecular recognition, tissue engineering and the like is promoted, and the high-valued application of rosin is promoted.

Description

technical field [0001] The invention relates to a light-responsive rosin-based anionic surfactant, a preparation method thereof, and a light-responsive viscoelastic fluid, belonging to the fields of surfactant science and rosin chemical utilization. Background technique [0002] Worm micelles are a typical class of surfactant nanoaggregates, with cross-sectional diameters of several nanometers and lengths of up to several micrometers. The long worm micelles can be intertwined to form a three-dimensional network structure, which is similar to polymers, making the aqueous solution have good viscoelasticity. However, worm micelles are formed by non-covalent self-assembly of surfactants, and are in a dynamic balance of continuous fragmentation and reorganization, which makes worm micelles obviously different from polymers. Therefore, the research on worm micelles is in the ascendant, and is widely used in the fields of industrial washing, oil extraction, washing and biomedicine...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J73/00B01F17/32B01F17/22C09K8/584C09K23/22C09K23/32
CPCC07J73/005C09K8/584C09K2208/30C09K23/00
Inventor 翟兆兰叶圣丰商士斌刘鹤宋湛谦
Owner INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY