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Ultraviolet light stabilizer based on polyvinyl chloride and preparation method thereof

A technology of ultraviolet light and stabilizer, which is applied in the field of polyvinyl chloride-based ultraviolet light stabilizer and its preparation, can solve the problems of non-uniform dispersion, decreased mechanical properties of polymers, and easy volatilization, etc., and achieves easy large-scale industrial production, The effect of avoiding environmental pollution problems and mild reaction conditions

Active Publication Date: 2014-06-18
SHANGHAI INST OF ORGANIC CHEMISTRY - CHINESE ACAD OF SCI +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Although UV stabilizers have been developed successively since the 1970s and formed a relatively complete system, in practical applications, different UV stabilizers can only be applied to materials under specific application conditions.
This is mainly because these UV stabilizers also have the following disadvantages: (1) poor compatibility with the polymer, which cannot be uniformly dispersed in the polymer, resulting in a decline in the mechanical properties of the polymer; (2) unstable to light and heat, Ineffective during processing or use; (3) volatile, migrated, exuded and extracted by media, etc., lost during processing or use; (4) reacted with polymers and other additives, resulting in its anti-aging properties fail
However, these modification measures also lead to many new problems. For example, due to the poor dispersion of high-molecular-weight UV absorbers in the substrate, their photostability is usually not as good as that of low-molecular-weight varieties; the copolymerization of reactive light stabilizers will inevitably affect the quality of polymers. In most cases, intramolecular multifunctionalization will have adverse effects on the application of materials in terms of thermal stability, compatibility and color

Method used

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  • Ultraviolet light stabilizer based on polyvinyl chloride and preparation method thereof
  • Ultraviolet light stabilizer based on polyvinyl chloride and preparation method thereof
  • Ultraviolet light stabilizer based on polyvinyl chloride and preparation method thereof

Examples

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preparation example Construction

[0083] The preparation method of ultraviolet stabilizer of the present invention comprises the following steps:

[0084]

[0085] (i) providing a compound of formula 1 and a compound of formula 3, wherein,

[0086] Polyvinyl chloride and sodium azide react under the effect of a phase transfer catalyst to obtain a compound of formula 1,

[0087] Formula 2 compound and 2-bromopropyne reflux reaction under the effect of alkali to obtain formula 3 compound;

[0088]

[0089] (ii) the compound of formula 1 reacts with the compound of formula 3 to obtain the UV light stabilizer shown in formula V,

[0090] Among them, n=x+y;

[0091] x, y and R are defined as previously described.

[0092] The phase transfer catalyst is selected from the group consisting of tetrabutylammonium bromide, tetra-n-octylammonium bromide and benzyltriethylammonium chloride.

[0093] In another preferred example, the molar ratio of polyvinyl chloride, sodium azide and phase transfer catalyst is 1:...

Embodiment 1

[0125] Synthesis of azide-substituted polyvinyl chloride (compound of formula 1)

[0126]

[0127] Add polyvinyl chloride (3g, 0.14mmol, number average molecular weight is 22000g / mol), sodium azide (3.8g, 58.46mmol), tetrabutylammonium bromide (0.77g, 2.38mmol) and 30mL THF was reacted at 50°C for different times, as shown in Table 1.

[0128] After stopping the reaction, precipitate in methanol and dry to obtain white polyvinyl chloride powders with different azide molar substitution ratios.

[0129] 1 H NMR, (ppm): 2.0, 4.0, 4.5.

[0130] The results of the azide molar substitution ratio y / n at different reaction times are shown in Table 1.

[0131] The azide molar substitution ratio of different reaction times in table 1 y The result of / n

[0132] Compound No. of Product Formula 1

[0133] *Note: Product number 1-1 refers to the compound of formula 1 corresponding to the reaction time of 6 hours, and so on.

Embodiment 2

[0135] Synthesis of Alkyne Substituted Ultraviolet Light Antiseptic (Compound of Formula 3)

[0136]

[0137] Add ultraviolet absorber (compound of formula 2) (10mmol), potassium carbonate (2.8g, 20mmol), 3-bromopropyne (0.8mL, 11mmol) and 25mL acetone into the reaction flask, and reflux for 24 hours. Stop the reaction, and perform flash column chromatography to obtain an alkynyl-substituted ultraviolet absorber (compound of formula 3). The reaction results are shown in Table 2.

[0138] Table 2 embodiment 2 reaction result

[0139]

[0140] * Note: product number 3a refers to the compound of formula 3 where R is corresponding to formula a, and so on.

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Abstract

The invention provides an ultraviolet light stabilizer based on polyvinyl chloride and a preparation method thereof. The structure of the ultraviolet light stabilizer is as shown in formula V, wherein R, x and y are defined according to the claims and the specification. The preparation method comprises steps of bringing in a nitrine functional group on the main chain of the polyvinyl chloride, and bringing in alkynyl on a small-molecular ultraviolet light stabilizer; and finally performing a 'click' reaction between nitrine and alkynyl to bond high-efficiency bonds of the ultraviolet light stabilizer on the main chain of the polyvinyl chloride. The preparation method is simple, and the content of the small-molecular ultraviolet light stabilizer is adjustable. A small-molecular ultraviolet light absorbent is bonded on the main chain of the polyvinyl chloride, so the problem of compatibility of the ultraviolet light absorbent in the polyvinyl chloride is avoided, and the environmental problem caused by precipitation of the small-molecular ultraviolet light stabilizer is avoided as well.

Description

technical field [0001] The invention relates to an ultraviolet light stabilizer, in particular to a polyvinyl chloride-based ultraviolet light stabilizer and a preparation method thereof. Background technique [0002] Polyvinyl chloride (PVC) is the second largest general-purpose plastic in terms of output after polyethylene. It has the advantages of low price, high strength, corrosion resistance, flame retardancy, good insulation and transparency, and can be produced in various Plastic products, including hard products such as plates, pipes, pipe fittings, and profiled materials, and soft products such as films, shoes, toys, and artificial leather, are widely used in industry, agriculture, construction, electric power, automobiles, home appliances, packaging and public utilities. . PVC is also widely used in the field of building materials, such as door frames, window frames, shutters, pipes and wall panels. A large part of polyvinyl chloride products are used outdoors an...

Claims

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Application Information

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IPC IPC(8): C08F14/06C08F8/48C08F8/30C08L27/06
Inventor 黄晓宇郭浩张森黄忠丁爱顺
Owner SHANGHAI INST OF ORGANIC CHEMISTRY - CHINESE ACAD OF SCI
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