Ethyl 4-[[(methylphenylamino)methylene]amino]benzoate Chemical Properties

Boiling point:

188 °C(Press: 0.1 Torr)

Density 

1.05±0.1 g/cm3(Predicted)

vapor pressure 

78Pa at 25℃

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Ethyl Acetate (Slightly)

form 

Light Yellow to Yellow Semi-Solid

pka

6.94±0.50(Predicted)

Water Solubility 

34.7mg/L at 20℃

LogP

4.46 at 25℃

CAS DataBase Reference

57834-33-0(CAS DataBase Reference)

EPA Substance Registry System

Benzoic acid, 4-[[(methylphenylamino)methylene]amino]-, ethyl ester (57834-33-0)

Ethyl 4-[[(methylphenylamino)methylene]amino]benzoate Usage And Synthesis

Description

UV-1 is highly effective for the light stabilization of PUR in a wide range of applications, including microellular foams and integral skin foams for footwear, conventional rigid and flexible foams, fabric coatings for artificial leather, adhesives, sealants, and elastomers (spray, RIM, etc.). lItis conveniently added to PUR systems as a solution in the polyol component (polyether- or polyester-based).

Physical properties

UV-1(Ethyl 4-[[(methylphenylamino)methylene]amino]benzoate) is a high efficient anti-ultraviolet additive. It is widely used in adhesives, polyurethane, foam and other materials. Because of its excellent absorption property, the ultraviolet radiation in 240-340nm is effectively absorbed and the ultraviolet radiation in the 300-330nm is nearly absorbed completely. Its anti-ultraviolet effect is 1.1-1.4 times as efficient as the UV absorbers of benzophenone or benzotriazole types.

Uses

UV-1(Ethyl 4-[[(methylphenylamino)methylene]amino]benzoate) has good effect on the polymer system and it has good compatibility with the resin. The anti-yellowing effect is excellent. Its effect is superior to the other UV agent for PU. It is widely used in PU foaming, PU coating, PU leather, PU board and resins etc.

Industrial uses

UV absorber UV-1 is a liquid formamidine type ultraviolet absorber, it has a very strong UV absorption spectrum peak between 300-330nm, in this region polyurethane is susceptible to radiation degradation. So it has excellent light stability to microporous polyurethane products such as foam, integral skin foam, traditional foam, semi-rigid, soft foam, fabric coating, some adhesives, sealants and elastomers.It is convenient to use and miscible with polyester polyol and polyether polyols, has high solubility in many solvents, and has good compatibility with isocyanates and other polyurethane additives(such as light stabilizer 292).In polyurethane,normal usage level range is 0.2-1.0%.In adhesives and sealant,concentration level normally range is 0.5-1.0%.

Synthesis

165 g (1 mol) of ethyl p-aminobenzoate, 117.7 g (1.1 mol) of N-methylaniline, 10 g of p-toluenesulfonic acid,200mL with toluene toluene added to the 1000mL reaction flask, stirred and warmed to 50-60 ?? C, 2h dropwise 59.53g (1.1mol) formic acid(Content of 85%),Heating to reflux reaction, continue to separate the generated water, the reaction of about 5h to stop water when there is no water. The reaction solution was distilled off with atmospheric toluene recovery agent, toluene was recovered, the remaining vacuum distillation reaction solution,A pale yellow viscous liquid N- (4-ethoxycarbonylphenyl) -N'-methyl-N'-phenyl formamidine 262g, yield 93%, purity 99.4%.

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