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A kind of trimeric surfactant containing hydroxyl in head group and preparation method thereof

A technology of surfactant and hydroxyl group, which is applied to the field of trimerization surfactant containing hydroxyl group in head group and its preparation field, can solve the problems of difficult synthesis of trimerization surfactant, complicated operation, low yield and the like, and achieves high conversion rate , The effect of simple preparation process and low cost of raw materials

Active Publication Date: 2017-09-29
WUHAN INSTITUTE OF TECHNOLOGY +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But the synthesis of trimeric surfactant is comparatively difficult, loaded down with trivial details, takes a long time, and yield is low, for example Esumi group (Esumi K, Taguma K, Koide Y.Aqueous properties of multichain quaternary cationic surfactants[J].Langmuir,1996,12 (16):4039-4041.) In n-propanol, use N,N,N',N",N"-pentamethyldiethylenetriamine as raw material to react with brominated alkanes of different carbon chain lengths Trimeric surfactant, not only the reaction time is as long as 10 days, the raw material is expensive, and the yield is lower than 20%.

Method used

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  • A kind of trimeric surfactant containing hydroxyl in head group and preparation method thereof
  • A kind of trimeric surfactant containing hydroxyl in head group and preparation method thereof

Examples

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Embodiment 1

[0025] A kind of trimeric surfactant that head group contains hydroxyl, wherein R 1 =C 8 h 17 -, the preparation method comprises the following steps:

[0026] 1) Synthesis steps of the intermediate product 2,4,6-tris[bis(2-hydroxyethyl)aminomethyl]phenol: mix phenol and diethanolamine uniformly at room temperature, then slowly add formaldehyde aqueous solution dropwise within 0.5h , the molar ratio of phenol, formaldehyde and diethanolamine is 1:3:3, react the resulting mixed solution at 40°C for 10h, then carry out oil-water separation and vacuum distillation to remove the water in the product to obtain the 2,4,6 - Tris[bis(2-hydroxyethyl)aminomethyl]phenol, which is light yellow transparent liquid;

[0027] 2) Mix 2,4,6-tris[bis(2-hydroxyethyl)aminomethyl]phenol and bromooctane at a molar ratio of 1:3, and react at 80°C with absolute ethanol as a solvent 2d. After the reaction was completed, the solvent ethanol was removed with a rotary evaporator. The residue was rec...

Embodiment 2

[0030] A kind of trimeric surfactant that head group contains hydroxyl, wherein R 1 =C 10 h 21 -, the preparation method comprises the following steps:

[0031] 1) Synthesis steps of the intermediate product 2,4,6-tris[bis(2-hydroxyethyl)aminomethyl]phenol: uniformly mix phenol and diethanolamine at room temperature, then slowly add aqueous formaldehyde dropwise within 1 h, The molar ratio of phenol, formaldehyde and diethanolamine is 1:4:4, react the resulting mixture at 60°C for 4 hours, then carry out oil-water separation and vacuum distillation to remove water in the product to obtain the 2,4,6- Tris[bis(2-hydroxyethyl)aminomethyl]phenol is light yellow transparent liquid.

[0032] 2) Mix 2,4,6-tris[bis(2-hydroxyethyl)aminomethyl]phenol and bromodecane at a molar ratio of 1:3.5, and react at 95°C with absolute ethanol as a solvent 2d. After the reaction was completed, the solvent ethanol was removed with a rotary evaporator. The residue was recrystallized three times...

Embodiment 3

[0035] A kind of trimeric surfactant that head group contains hydroxyl, wherein R 1 =C 12 h 25 -, the preparation method comprises the following steps:

[0036]1) Synthesis steps of the intermediate product 2,4,6-tris[bis(2-hydroxyethyl)aminomethyl]phenol: uniformly mix phenol and diethanolamine at room temperature, then slowly add aqueous formaldehyde dropwise within 1 h, The molar ratio of phenol, formaldehyde and diethanolamine is 1:6:6, react the resulting mixture at 80°C for 4 hours, then carry out oil-water separation and vacuum distillation to remove water in the product to obtain the 2,4,6- Tris[bis(2-hydroxyethyl)aminomethyl]phenol is light yellow transparent liquid.

[0037] 2) Mix 2,4,6-tris[bis(2-hydroxyethyl)aminomethyl]phenol and dodecane bromide at a molar ratio of 1:4, and use absolute ethanol as a solvent at 95°C React 2d. After the reaction was completed, the solvent ethanol was removed with a rotary evaporator. The residue was recrystallized three time...

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Abstract

The invention discloses a trimeric surfactant whose head group contains hydroxyl groups. The structural formula is: R1=C8H17-, C10H21-, C12H25-, C14H29- or C16H33-. The preparation method of the hydroxyl-containing trimerized surfactant of the head group comprises that phenol, formaldehyde and diethanolamine carry out the Mannich condensation reaction to obtain 2,4,6-three [bis(2-hydroxyethyl)aminomethyl]phenol and 2 , 4,6-tris[bis(2-hydroxyethyl)aminomethyl]phenol and brominated alkanes undergo quaternization reaction to obtain the trimeric surfactant containing hydroxyl groups in the head group in two steps. The raw material source involved in the invention is simple, the cost is low, and the preparation process is simple, and the obtained product has good surface activity.

Description

technical field [0001] The invention belongs to the field of surfactant science and application, and in particular relates to a trimeric surfactant with a head group containing hydroxyl groups and a preparation method thereof. Background technique [0002] Surfactants are a class of compounds with hydrophilic head groups and hydrophobic fatty chains, and have both hydrophilic and lipophilic properties. Oligomeric surfactant molecules are a new class of surfactants formed by two or more amphiphilic molecules linked together by chemical bonds at or near their hydrophilic headgroups. . Current research on trimeric surfactants has been confirmed (Zana R. Dimeric and oligomeric surfants. Behavior at interfaces and in aqueous solution: a review [J]. Advances in colloid and interface science, 2002,97 (1): 205-253 .), compared with traditional surfactants, trimeric surfactants have higher surface activity and lower critical micelle concentration (CMC). But the synthesis of trimer...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01F17/18B01F17/38C07C213/08C07C215/66C09K23/18C09K23/38
Inventor 刘治田郑乐驰王成张旗
Owner WUHAN INSTITUTE OF TECHNOLOGY