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Ultraviolet absorbent and preparation method thereof

An ultraviolet absorber and ultraviolet technology, which is applied in the preparation of carboxylic acid halide, chemical instruments and methods, preparation of organic compounds, etc., can solve the problems of limited ultraviolet absorption capacity, yellowing of coatings, and low content of ultraviolet absorbers, etc. To achieve the effect of UV absorption area and intensity enhancement

Inactive Publication Date: 2010-01-20
CHONGQING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The existing UV absorber can only be evenly distributed in the coating. When the amount of UV absorber is limited, the content of UV absorber in the surface coating is low, and the ability to absorb ultraviolet rays in the sun is limited, resulting in yellowing of the coating after a period of outdoor application. Change and other defects, the object of the present invention is to provide a kind of UV absorber and its preparation method that can improve the coating weather resistance and prevent the coating from turning yellow and affect the appearance

Method used

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  • Ultraviolet absorbent and preparation method thereof
  • Ultraviolet absorbent and preparation method thereof
  • Ultraviolet absorbent and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Add 10ml of isophorone diisocyanate (IPDI), 4.2ml of tetrafluoropropanol to the three-necked bottle, and dilute to 100ml with cyclohexanone, and install an electric stirrer, reflux condenser, and thermometer. Heated at 60°C in a water bath for 4 hours to obtain (A), then added 20.23g of 2,4-dihydroxybenzophenone (UV-0), 5ml of 5% dibutyltin dilaurate (DBTDL) xylene solution, The reaction was continued for 6 hours to obtain the reaction product, namely the ultraviolet absorber.

[0019]

[0020] The resulting ultraviolet absorber product is separated and purified and added 1% to polyurethane varnish, and the contact angle and ultraviolet absorption curve are measured after drying on a glass slide. The contact angles before and after addition are 70°10' and 77°20' respectively. Then there is a strong absorption band in the interval of 285-358nm, a strong absorption peak at 360nm, and a strong absorption band in the interval of 362-400nm.

Embodiment 2

[0022] Under room temperature and weakly acidic conditions, oxidize tetrafluoropropanol with slightly excess potassium permanganate for 4-8 hours and then filter to obtain tetrafluoropropionic acid, then dissolve the reaction product tetrafluoropropionic acid in tetrahydrofuran (THF), and use Thionyl chloride (SOCl 2 ) at about 50°C to give tetrafluoropropionyl chloride. Tetrafluoropropionyl chloride was redissolved in tetrahydrofuran, and pyridine was used as a catalyst, and 2,4-dihydroxybenzophenone (UV-0) was added for esterification reaction for 6 hours to obtain the ultraviolet absorber 2,2,3,3-tetrafluoroethylene Fluoropropionic acid-3-hydroxy-4-benzoylphenyl ester (the reaction temperature can also be raised appropriately, such as reacting at about 60°C, 70°C or 80°C, the higher the temperature, the shorter the reaction time, such as 5 hours , 5.5 hours or 4 hours).

[0023]

[0024] The resulting product was separated and purified and added 0.2% to polyurethane va...

Embodiment 3

[0026] At about 50°C, tetrafluoropropanol was reacted with a slight excess of thionyl chloride for 3 hours, washed with water, left standing to separate layers, and the lower layer was 2,2,3,3-tetrafluoro-1-chloropropane. Put 2,2,3,3-tetrafluoro-1-chloropropane, sodium carbonate, PEG-400, potassium bromide, 2,4-dihydroxybenzophenone (UV-0) according to the mass ratio of 10: Add 1:0.2:1:10 to the four-necked flask in turn, and react for 8 hours at 110-140°C, for example, at 125-130°C, to obtain the ultraviolet absorber 2-hydroxyl-4-(2',2' , 3',3'-tetrafluoropropoxy)benzophenone.

[0027] HCF 2 CF 2 CH 2 OH+SOCl 2 →HCF 2 CF 2 CH 2 Cl+SO 2 +HCl

[0028]

[0029] The resulting product was separated and purified and added 0.2% to polyurethane varnish. The contact angle and UV absorption curve were measured after drying on a glass slide. The contact angles before and after addition were 70°10' and 81°35' respectively. The -365nm interval is a strong absorption band, and...

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Abstract

The invention provides an ultraviolet absorbent. In the invention, a ptfe-propyl or a ptfe propionyl chain segment is connected on 2, 4-dihydroxy benzophenone (UV-0). The preparation method of the ultraviolet absorbent comprises the following steps: combining the 2,4-dihydroxy benzophenone (UV-0) and the ptfe-propanol together by isophorone vulcabond or thionyl chloride, wherein the mole ratio of the isophorone vulcabond or the thionyl chloride to the 2,4-dihydroxy benzophenone (UV-0) to the ptfe-propanol is 1-1.2:1:1-1.1; adding a catalyst under the condition of 50-80 DEG C, reacting for 4-10 hours and obtaining the ultraviolet absorbent. The molecules of the ultraviolet absorbent contain hydroxybenzophenone which can obviously absorb ultraviolet rays and the ptfe-propyl or the ptfe propionyl chain segment with low surface energy. In the invention, the prepared ultraviolet absorbent has the enrichment surface effect on the surface of a coating by introducing a chain segment containing a plurality of fluorine in the UV-0, the ultraviolet absorption area and the strength are greatly enhanced in comparison with the UV-0, the enrichment of the ultraviolet absorbent on the surface of the coating is realized, and the ultraviolet rays are preferentially absorbed with high efficiency, thereby achieving the purpose of protecting the coating.

Description

technical field [0001] The invention relates to an ultraviolet absorber and a preparation method thereof, belonging to the technical field of chemical coatings. Background technique [0002] Aromatic polyurethane coatings have excellent mechanical properties and are widely used in large quantities, but they are prone to yellowing, which limits their wide application outdoors. How to make these general-purpose polymers high-performance and functional is a severe challenge for the industry and researchers. [0003] The aging research of polyurethane shows that (ultraviolet) light aging is the most important reason for its degradation and yellowing, see the following formula. At present, ultraviolet absorbers, antioxidants or hindered amine light stabilizers are mostly used to delay the damage of ultraviolet light, but these additives have poor durability or no effect on initial yellowing due to physical loss (volatility, migration, etc.) and chemical decomposition. Clearly ef...

Claims

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Application Information

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IPC IPC(8): C09D7/12C09D175/04C07C69/63C07C67/14C07C271/52C07C269/02
Inventor 向斌贺海云朱仁庆张胜涛
Owner CHONGQING UNIV
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