Eureka AIR delivers breakthrough ideas for toughest innovation challenges, trusted by R&D personnel around the world.

Preparation method of 1,3-2,4-di(p-methyl)benzylidene-1-allyl sorbitol

An allyl sorbitol and p-methyl technology, which is applied in the field of preparation of acetal compounds, can solve the problems of easy decomposition, instability, and many bubbles, and achieves easy control of the reaction process, mild reaction conditions, and reduced production. cost effect

Inactive Publication Date: 2015-09-30
SHANXI UNIV +1
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The first-generation nucleating agent is unsubstituted dibenzylidene sorbitol, which can improve the surface gloss and physical and mechanical properties of the product, but its anti-reflection effect on PP is not ideal, and it is unstable at high temperatures. During the processing of PP, it is easy to decompose and release the parent aldehyde, which has a certain odor
The second-generation product introduces substituent groups such as alkyl, alkoxy, and halogen on the basis of the first generation. The second-generation nucleating agent has good nucleation effect and better transparency, but there are bubbles during processing and use. Problems such as large number and strong smell
However, in the process of preparing intermediate products, the allylation reaction of raw glucose needs to be carried out under the protection of nitrogen gas at the reflux temperature of the solvent, and after the reaction, it needs to be repeatedly decolorized and filtered with activated carbon. The operation steps are cumbersome and the reaction process is not easy to control. , and the final product has a low melting point

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
  • Preparation method of 1,3-2,4-di(p-methyl)benzylidene-1-allyl sorbitol
  • Preparation method of 1,3-2,4-di(p-methyl)benzylidene-1-allyl sorbitol
  • Preparation method of 1,3-2,4-di(p-methyl)benzylidene-1-allyl sorbitol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Preparation of 1-allyl sorbitol

[0025] The configuration concentration is 0.5mol / L HBr alcohol aqueous solution, wherein the volume ratio of ethanol and water is 1:9. Glucose 15.00g, allyl bromide 10.10g, Sn powder 4.95g, SnCl 2 9.40g, 420ml of the above-mentioned 0.5mol / L HBr alcohol aqueous solution was placed in a 500ml three-necked flask, stirred at room temperature for 48h; after the reaction was completed, it was neutralized with a saturated NaOH ethanol solution to pH=7, and a large amount of white precipitates were formed during the dropwise addition; The suspension was filtered to remove solids; the filtrate was removed by rotary evaporation to obtain the milky white intermediate product 1-allyl sorbitol.

[0026] Preparation of 1,3-2,4-di(p-methyl)benzylidene-1-allyl sorbitol

[0027] Put 18.5g of the intermediate product, 20.0g of p-toluene aldehyde, 1.2g of p-toluenesulfonic acid, 50ml of solvent cyclohexane, and 90ml of accelerator methanol in a 500ml t...

Embodiment 2

[0031] Preparation of 1-allyl sorbitol

[0032] The configuration concentration is 0.5mol / L HBr alcohol aqueous solution, wherein the volume ratio of ethanol and water is 1:4. Glucose 15.00g, allyl bromide 10.10g, Sn powder 4.95g, SnCl 2 9.40g, 420ml of the above-mentioned 0.5mol / L HBr alcohol aqueous solution was placed in a 500ml three-necked flask, stirred at room temperature for 48h; after the reaction was completed, it was neutralized with a saturated NaOH ethanol solution to pH=7, and a large amount of white precipitates were formed during the dropwise addition; The suspension was filtered to remove solids; the filtrate was removed by rotary evaporation to obtain the milky white intermediate product 1-allyl sorbitol.

[0033] Preparation of 1,3-2,4-di(p-methyl)benzylidene-1-allyl sorbitol

[0034]Put 18.5g of intermediate product, 20.0g of p-toluene aldehyde, 1.2g of p-toluenesulfonic acid, 50ml of solvent cyclohexane, and 90ml of accelerator methanol in a 500ml three-...

Embodiment 3

[0036] Preparation of 1-allyl sorbitol

[0037] The configuration concentration is 0.5mol / L HBr alcohol aqueous solution, wherein the volume ratio of ethanol and water is 1:1. Glucose 15.00g, allyl bromide 10.10g, Sn powder 4.95g, SnCl 2 9.40g, 420ml of the above-mentioned 0.5mol / L HBr alcohol aqueous solution was placed in a 500ml three-necked flask, and stirred at room temperature for 48h; after the reaction was completed, neutralized with saturated NaOH ethanol solution to pH=7, and a large amount of white precipitate was formed during the dropwise addition; The suspension was filtered to remove solids; the filtrate was removed by rotary evaporation to obtain the milky white intermediate product 1-allyl sorbitol.

[0038] Preparation of 1,3-2,4-di(p-methyl)benzylidene-1-allyl sorbitol

[0039] Put 18.5g of intermediate product, 20.0g of p-toluene aldehyde, 1.2g of p-toluenesulfonic acid, 50ml of solvent cyclohexane, and 90ml of accelerator methanol in a 500ml three-necked...

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

PropertyMeasurementUnit
melting pointaaaaaaaaaa
melting pointaaaaaaaaaa
melting pointaaaaaaaaaa
Login to View More

Abstract

The invention relates to a preparation method of 1,3-2,4-bis(p-methyl) benzal-1-allyl sorbitol. The method comprises the following steps: performing a stirring reaction on glucose and allyl bromide which are taken as raw materials as well as Sn powder and SnCl2 which are taken as catalysts in an acid solution in which water and ethyl alcohol are taken as solvents for 24 to 48 hours at a room temperature; performing neutralization and suction filtration after the reaction so as to remove the solvents to obtain an intermediate product 1-allyl sorbitol; reacting within 62 DEG C to 67 DEG C in a slow heating manner by taking the 1-allyl sorbitol and p-methyl formaldehyde as the raw materials, p-methyl benzenesulfonic acid as the catalyst, cyclohexane as the solvent and methyl alcohol as an accelerant; cooling to the room temperature when water is no longer generated in the reaction; performing the neutralization and the suction filtration; sequentially washing and refining the mixture with boiling water and an organic solvent so as to obtain the 1,3-2,4-bis(p-methyl) benzal-1-allyl sorbitol.

Description

technical field [0001] The invention relates to a preparation method of acetal compounds, in particular to a preparation method of 1,3-2,4-di(p-methyl)benzylidene-1-allyl sorbitol. Background technique [0002] Polypropylene (PP) has become the fastest growing general-purpose plastic in the world and is widely used due to its light weight, low price, non-toxic, tasteless, corrosion resistance, high temperature resistance, high mechanical strength, and good chemical stability. In chemical industry, construction, light industry and other fields. However, PP is a partially crystalline resin. Under normal processing conditions, the crystallinity of PP is low. The diameter of spherulites is larger than the wavelength of visible light, and the incident light is scattered, thereby reducing the light transmittance. Therefore, the gloss and transparency of the product are poor, and the appearance The lack of aesthetic feeling limits its application in packaging, medical equipment, h...

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 Patents(China)
IPC IPC(8): C07D493/04
CPCC07D493/04
Inventor 王永钊王克智王丹丹李训刚张建军何紫茵杨光吴春燕
Owner SHANXI UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Eureka Blog
Learn More
PatSnap group products