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Preparation of maleic di-ester cationoid polymerisable emulsifier

A technology of maleic anhydride diesters and polymerized emulsifiers, applied in chemical instruments and methods, chemical/physical processes, transportation and packaging, etc., can solve the problem of insufficient stable emulsion, high reactivity, and the number of polymerizable emulsifiers There are not many problems, and the effects of avoiding the reduction of emulsification effect, simple reaction operation and excellent emulsification performance are achieved.

Inactive Publication Date: 2004-04-21
HUBEI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] 1. The number of new polymerizable emulsifiers synthesized is small, especially the number of polymerizable emulsifiers with excellent performance is even more limited, even among the synthesized polymerizable emulsifiers, such as allyl (allyloxy) type, Acrylamide-type, styrene-type, (meth)acrylic acid-type polymerizable emulsifiers sometimes affect their emulsifying properties because of their high reactivity or easy formation of homopolymers, which cannot fully stabilize the emulsion and affect their emulsifying properties
[0007] 2. The preparation method of polymerizable emulsifier is cumbersome, the product is not easy to purify, and the yield is not high
Therefore, the application of polymerizable emulsifiers is limited

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Example 1 Preparation of dodecyl maleic anhydride diester cationic polymerizable emulsifier

[0023] 1-1 prepare dodecyl maleic anhydride half ester by maleic anhydride and lauryl alcohol, reaction formula is as follows:

[0024]

[0025] Synthesis steps: Heat 49g (0.5mol) of maleic anhydride and 93g (0.5mol) of dodecanol to a molten state and react for 1h, then add 150ml of n-heptane, continue the reaction for 15min, then stir at room temperature for 3h, then at 15°C After reacting for 2-3 hours, the resulting white precipitate was collected and recrystallized with 150ml of n-heptane to obtain half ester of dodecyl alkyl maleic anhydride with a melting point of 58.9-59.3°C and a yield of 91.5%.

[0026] Infrared spectral analysis (IR, cm -1 , KBr): 3418 (OH), 1722 (C=O), 1646 (C=C).

[0027] NMR (600MHz, CDCl 3 )analyze:

[0028] δH: 0.89(t, 3H, CH 3 ), 1.27(m, 18H, (CH 2 ) 9 ), 1.73 (m, 2H, CH 2 ), 4.30(t, 2H, CH 2 O), 6.37-6.50 (d, 2H, HC=CH).

[0029] 1...

Embodiment 2

[0039] Example 2 Preparation of cetyl maleic anhydride diester cationic polymerizable emulsifier

[0040] 2-1 Prepare hexadecyl maleic anhydride half ester from maleic anhydride and cetyl alcohol, the reaction formula is as follows:

[0041]

[0042] Synthesis steps: Heat 49g (0.5mol) of maleic anhydride and 121g (0.5mol) of cetyl alcohol to a molten state for 1 hour, then add 150ml of n-heptane, continue the reaction for 15mm, then stir at room temperature for 3 hours, then at 15°C After reacting for more than 2 hours, the resulting white precipitate was collected and recrystallized with 150 ml of n-heptane to obtain hexadecyl maleic anhydride half ester with a melting point of 58.9-59.3°C and a yield of 92.3%.

[0043] Infrared spectral analysis (IR, cm -1 , KBr): 3415 (OH), 1722 (C=O), 1639 (C=C).

[0044] NMR (600MHz, CDCl 3 )analyze:

[0045] δH: 0.90(t, 3H, CH 3 ), 1.30(m, 26H, (CH 2 ) 13 ), 1.75 (m, 2H, CH 2 ), 4.31(t, 2H, CH 2 O), 6.38-6.52 (d, 2H, HC=CH). ...

Embodiment 3

[0056] Example 3 Preparation of octadecyl maleic anhydride diester cationic polymerizable emulsifier

[0057] 3-1 Prepare octadecyl maleic anhydride half ester from maleic anhydride and stearyl alcohol, the reaction formula is as follows:

[0058]

[0059] Synthetic steps: Heat 49g (0.5mol) maleic anhydride and 135g (0.5mol) octadecyl alcohol to molten state for 1h reaction, then add 150ml of n-heptane, continue the reaction for 15min, then stir at room temperature for 3h, then at 15°C The reaction was carried out for 2-3 hours, and the resulting white precipitate was collected and recrystallized with 150 ml of n-heptane to obtain octadecyl maleic anhydride half ester with a melting point of 58.9-59.3° C. and a yield of 91.8%.

[0060] Infrared spectral analysis (IR, cm -1 , KBr): 3417 (OH), 1722 (C=O), 1646 (C=C).

[0061] NMR (600MHz, CDCl 3 )analyze:

[0062] δH: 0.88(t, 3H, CH 3 ), 1.26(m, 30H, (CH 2 ) 15 ), 1.72 (m, 2H, CH 2 ), 4.30(t, 2H, CH 2 O), 6.38-6.51 (...

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Abstract

A process for preparing the dual-ester cationic polymerizable emulfurizer from maleic acid an hydride includes such steps as the loop-opening reaction between maleic acid anhydride and long-chain alcohol in hydrocarbon solvent to generate the semi-ester of long-chain alkylmaleic acid anhydride, reaction on 2-(diethylamino)chloroethane hydrochloride in weakly alkaline condition to generate long-chain alkylalamine, and quaternary amination reaction on excessive benzyl bromide in organic solvent at 50-70 deg.C. The resultant emulsifier features excellent emulsifying performance, lower critical micellar concentration and high output rate.

Description

technical field [0001] The invention belongs to the preparation of a polymerizable emulsifier, in particular to a method for preparing a maleic anhydride diester cationic polymerizable emulsifier by using maleic anhydride as a starting material, and then undergoing two-step reactions of tertiary amination and quaternary amination. Background technique [0002] The emulsifier is one of the four elements (monomer, water, initiator and emulsifier) ​​in the implementation of emulsion polymerization, which plays a vital role in promoting the dispersion of monomers into tiny monomer beads in aqueous media , to form an emulsion; the micelles and solubilized micelles formed by the emulsifier in the system lead to the formation of latex particles as a polymerization reaction site according to the micelle nucleation mechanism; To keep the polymer emulsion stable, the emulsifier also directly affects the emulsion polymerization reaction rate, polymer molecular w...

Claims

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Application Information

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IPC IPC(8): C08F2/28C09K23/34
Inventor 鲁德平龚涛管蓉熊芬陆威
Owner HUBEI UNIV
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