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Nonionic biomass-based surfactant and preparation method thereof

A material and quality technology, applied in the field of non-ionic biomass-based surfactants and their preparation, can solve problems such as environmental pollution and difficult degradation of surfactants

Active Publication Date: 2017-06-13
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At the same time, such surfactants are difficult to degrade, and the pollution to the environment is also a problem that cannot be underestimated.

Method used

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  • Nonionic biomass-based surfactant and preparation method thereof
  • Nonionic biomass-based surfactant and preparation method thereof
  • Nonionic biomass-based surfactant and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0084] Embodiment 1, synthetic nonionic biomass-based surfactant BS-1

[0085] according to figure 1 (A) shown route synthetic non-ionic biomass-based surfactant, concrete steps are as follows:

[0086] (1) Add 10.1 g of D-sorbitol and 80 mL of 1,4-dioxane into the reaction vessel, stir in an ice bath, and add 10.1 mL of acetyl bromide dropwise. Adjust the reaction temperature to 18°C ​​and stir for 14h. The solvent was distilled off under reduced pressure and extracted with dichloromethane to obtain bromosorbitol represented by formula IV-A as a yellow liquid with a yield of 85%. The structure verification data is as follows: 1 H-NMR (400MHz,D 2 O): δ=3.27(dd,1H),3.33(dd,1H),5.30(m,1H),5.41(dd,1H),5.08(m,1H),3.37(dd,1H),3.51(dd ,1H); MALDI-TOF-MS(M+H) + :Calcd.for C 6 h 12 Br 2 o 4 :307.Found:308. Verified that the structure is correct.

[0087]

[0088] (2) Add 6.2g of bromosorbitol shown in formula IV-A, 5.68g of n-octylamine, and 20mL of anhydrous methanol in...

Embodiment 2

[0091] Embodiment 2, synthetic nonionic biomass-based surfactant BS-2

[0092] according to figure 1 (A) shown route synthetic non-ionic biomass-based surfactant, concrete steps are as follows:

[0093] (1) Add 10.1 g of D-sorbitol and 80 mL of 1,4-dioxane into the reaction vessel, stir in an ice bath, and add 10.1 mL of acetyl bromide dropwise. Adjust the reaction temperature to 18°C ​​and stir for 14h. The solvent was distilled off under reduced pressure and extracted with dichloromethane to obtain bromosorbitol represented by formula IV-A as a yellow liquid with a yield of 85%. 1 H-NMR (400MHz,D 2 O): δ=3.27(dd,1H),3.33(dd,1H),5.30(m,1H),5.41(dd,1H),5.08(m,1H),3.37(dd,1H),3.51(dd ,1H); MALDI-TOF-MS(M+H) + :Calcd.for C 6 h 12 Br 2 o 4 :307.Found:308. Verified that the structure is correct.

[0094]

[0095] (2) Add 6.2g of bromosorbitol shown in formula IV-A, 8.15g of n-dodecylamine, and 25mL of anhydrous methanol into the reaction vessel, heat up to 40°C and st...

Embodiment 3

[0097] Embodiment 3, synthetic nonionic biomass-based surfactant BS-3

[0098] according to figure 1 (C) The route shown in (C) synthesizes non-ionic biomass-based surfactant, and the specific steps are as follows:

[0099] (1) Add 10.1 g of isosorbide and 80 mL of 1,4-dioxane into a reaction vessel, stir in an ice bath, and add 10.1 mL of acetyl bromide dropwise. Adjust the reaction temperature to 18°C ​​and stir for 14h. The solvent was distilled off under reduced pressure and extracted with dichloromethane to obtain the dehydrated bromosorbitol derivative shown in XII-A as light yellow liquid with a yield of 90%. The structure verification data is as follows: 1 H-NMR (400MHz,D 2 O): δ=3.82(dd,1H),3.88(dd,1H),5.42(m,1H),5.36(dd,1H),5.12(m,1H),3.94(dd,1H),3.86(dd ,1H); MALDI-TOF-MS: Calcd.for C 6 h 12 Br 2 o 2 :271.Found:294(M+Na); After verification, the structure is correct.

[0100]

[0101] (2) Add 8.0g of bromosorbitol dehydrated derivative shown in formula ...

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Abstract

The invention discloses a nonionic biomass-based surfactant and a preparation method thereof. The nonionic biomass-based surfactant can be a compound shown in Formula I-Formula III, wherein in the Formula I-Formula III, R1, R2, R3 and R4 are independently selected from H or C1-22 branch-chain or straight-chain alkyl respectively, but R1 and R2 can not be H simultaneously and R3 and R4 can not be H simultaneously. The nonionic biomass-based surfactant can also be a compound shown in Formula VII, wherein in the Formula VII, R1 and R2 are independently selected from H or C1-22 branch-chain or straight-chain alkyl respectively, but R1 and R2 can not be H simultaneously. The nonionic biomass-based surfactant can also be a compound shown in Formula IX-Formula XI, wherein in the Formula IX-Formula XI, R1, R2, R3 and R4 are the same as those in the Formula I-Formula III. According to the invention, the nonionic biomass-based surfactant uses low-price environment-friendly biomass as a raw material and a saccharide polar group as a head group, thereby realizing simple synthesis and conforming to the development direction of greenness and environment friendliness; and the nonionic biomass-based surfactant has the characteristics of favorable solubility, high surface tension reducing capability, favorable emulsifying property, low consumption, favorable biodegradability and the like.

Description

technical field [0001] The invention relates to a nonionic biomass-based surfactant and a preparation method thereof. Background technique [0002] Surfactants are a class of amphiphilic molecules that contain both hydrophilic groups and hydrophobic groups in their structure. Because they can significantly reduce the gas-liquid interface and liquid-liquid interfacial tension, they can play the role of wetting, emulsification, solubilization, etc. Therefore, it has been widely used in chemical industry, food and other fields. At present, the total output of various surfactants in the world is 17.8 million tons, with an average annual growth rate of about 6%. However, a large number of raw materials for the preparation of surfactants are derived from chemical products. At the same time, such surfactants are difficult to degrade, and the pollution to the environment is also a problem that cannot be underestimated. Therefore, the development of environmentally friendly surfac...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01F17/16B01F17/32B01F17/38C07C215/18C07C215/10C07C213/02C07D307/20C07D493/04C09K23/16C09K23/32C09K23/38
CPCC07C29/62C07C213/02C07C215/10C07C215/18C07D307/20C07D493/04C09K23/00
Inventor 韩布兴张裴刘会贞宋金良侯民强张展荣杨冠英
Owner INST OF CHEM CHINESE ACAD OF SCI
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