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57834-33-0

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57834-33-0 Usage

Description

Ethyl 4-[[(methylphenylamino)methylene]amino]benzoate, also known as UV-1, is a high-efficiency anti-ultraviolet additive with excellent absorption properties. It is a liquid formamidine type ultraviolet absorber that effectively absorbs ultraviolet radiation in the 240-340nm range, particularly in the 300-330nm range, where polyurethane is susceptible to radiation degradation. UV-1 is widely used in various industries due to its compatibility with different materials and its superior anti-yellowing effect.

Uses

Used in Polyurethane Industry:
Ethyl 4-[[(methylphenylamino)methylene]amino]benzoate is used as a UV absorber for polyurethane products to enhance their light stability. It is particularly effective for microporous polyurethane products such as foam, integral skin foam, traditional foam, semi-rigid, and soft foam. It also improves the stability of fabric coatings for artificial leather, adhesives, sealants, and elastomers.
Used in Adhesives and Sealants:
Ethyl 4-[[(methylphenylamino)methylene]amino]benzoate is used as a UV stabilizer in adhesives and sealants to provide protection against UV radiation degradation. It is convenient to use and miscible with polyester polyol and polyether polyols, offering high solubility in many solvents and good compatibility with isocyanates and other polyurethane additives.
Industrial uses:
UV-1 is highly effective for the light stabilization of PUR in a wide range of applications, including microcellular foams and integral skin foams for footwear, conventional rigid and flexible foams, fabric coatings for artificial leather, adhesives, sealants, and elastomers (spray, RIM, etc.). It is conveniently added to PUR systems as a solution in the polyol component (polyetheror polyester-based).

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%.

Check Digit Verification of cas no

The CAS Registry Mumber 57834-33-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,7,8,3 and 4 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 57834-33:
(7*5)+(6*7)+(5*8)+(4*3)+(3*4)+(2*3)+(1*3)=150
150 % 10 = 0
So 57834-33-0 is a valid CAS Registry Number.

57834-33-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (E)-Ethyl 4-[[(Methylphenylamino)Methylene]Amino]Benzoate

1.2 Other means of identification

Product number -
Other names ethyl 4-[(N-methylanilino)methylideneamino]benzoate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:57834-33-0 SDS

57834-33-0Synthetic route

N-methyl-N-phenylformamide
93-61-8

N-methyl-N-phenylformamide

p-aminoethylbenzoate
94-09-7

p-aminoethylbenzoate

N-(4-ethoxycarbonylphenyl)-N'-methyl-N'-phenylformamidine
57834-33-0

N-(4-ethoxycarbonylphenyl)-N'-methyl-N'-phenylformamidine

Conditions
ConditionsYield
With thionyl chloride In toluene at 20℃; for 19.5h; Reagent/catalyst;99.4%
In water; toluene for 5h; Solvent; Reflux;92.2%
4-benzoesaure-ethylester
5100-21-0

4-benzoesaure-ethylester

N-methylaniline
100-61-8

N-methylaniline

N-(4-ethoxycarbonylphenyl)-N'-methyl-N'-phenylformamidine
57834-33-0

N-(4-ethoxycarbonylphenyl)-N'-methyl-N'-phenylformamidine

Conditions
ConditionsYield
at 100℃; for 15h;98%
p-aminoethylbenzoate
94-09-7

p-aminoethylbenzoate

N-methylaniline
100-61-8

N-methylaniline

trimethyl orthoformate
149-73-5

trimethyl orthoformate

N-(4-ethoxycarbonylphenyl)-N'-methyl-N'-phenylformamidine
57834-33-0

N-(4-ethoxycarbonylphenyl)-N'-methyl-N'-phenylformamidine

Conditions
ConditionsYield
With acetic acid In Petroleum ether at 50 - 65℃; for 2.25h; Catalytic behavior; Temperature; Green chemistry;98%
orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

p-aminoethylbenzoate
94-09-7

p-aminoethylbenzoate

N-methylaniline
100-61-8

N-methylaniline

N-(4-ethoxycarbonylphenyl)-N'-methyl-N'-phenylformamidine
57834-33-0

N-(4-ethoxycarbonylphenyl)-N'-methyl-N'-phenylformamidine

Conditions
ConditionsYield
With aluminum oxide at 50 - 60℃; for 2h; Concentration;95.7%
formic acid
64-18-6

formic acid

p-aminoethylbenzoate
94-09-7

p-aminoethylbenzoate

N-methylaniline
100-61-8

N-methylaniline

N-(4-ethoxycarbonylphenyl)-N'-methyl-N'-phenylformamidine
57834-33-0

N-(4-ethoxycarbonylphenyl)-N'-methyl-N'-phenylformamidine

Conditions
ConditionsYield
Stage #1: p-aminoethylbenzoate; N-methylaniline With toluene-4-sulfonic acid In toluene at 50 - 60℃; for 2h; Green chemistry;
Stage #2: formic acid In toluene for 5h; Reflux; Green chemistry;
93%
4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

N-(4-ethoxycarbonylphenyl)-N'-methyl-N'-phenylformamidine
57834-33-0

N-(4-ethoxycarbonylphenyl)-N'-methyl-N'-phenylformamidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sulfuric acid / 6 h / 80 °C / Large scale
1.2: 80 °C / 4500.45 Torr / Large scale
2.1: 1 h / 90 - 140 °C / Large scale
3.1: 15 h / 100 °C
View Scheme

57834-33-0Downstream Products

57834-33-0Relevant articles and documents

Novel preparation method of N-(4-ethoxycarbonyl phenyl)-N'-methyl-N'-phenyl formamidine

-

Paragraph 0012-0017, (2020/12/29)

The invention discloses a preparation method of N-(4-ethoxycarbonyl phenyl)-N'-methyl-N'-phenyl formamidine. The method comprises the following steps: by taking ethyl p-aminobenzoate and N-methylformanilide as initial raw materials, continuously separating out water generated by reaction in the presence of a water-carrying agent, and carrying out one-step reaction to obtain the N-(4-ethoxycarbonylphenyl)-N'-methyl-N'-phenyl formamidine. The method is simple in process and convenient to operate, only water is generated as a byproduct, and the method is safe, environment-friendly and pollution-free.

Synthesis technology of N-(ethoxycarbonylphenyl)-N'-methyl-N'-phenyl amidine

-

Paragraph 0027; 0033-0083, (2018/11/03)

The invention discloses a synthesis technology of N-(ethoxycarbonylphenyl)-N'-methyl-N'-phenyl amidine, and belongs to the technical field of chemical synthesis. The synthesis technology is one-step,that is, ethyl p-aminobenzoate, trialkyl orthoformate and N-methylaniline are added simultaneously, and N-(ethoxycarbonylphenyl)-N'-methyl-N'-phenyl amidine is synthesized from petroleum ether as a solvent and glacial acetic acid as a catalyst by one step. Besides, a water separator is arranged on a reaction vessel and pre-filled with frozen liquid. The solvent can be recycled after refining, no toxic solvent is needed for post-treatment, the byproduct methanol can be discharged from the reaction system in time, and the yield is increased. The whole technological process has low reaction temperature and short reaction time, and the synthesis technology has the advantages of low energy consumption, low cost, low pollution and high yield.

Preparation method of N,(4-ethyoxyl carbonyl phenyl)-N'-methyl-N'-phenyl formamidine

-

Paragraph 0014; 0015; 0017; 0018; 0020; 0021, (2017/04/03)

The invention discloses a preparation method of N,(4-ethyoxyl carbonyl phenyl)-N'-methyl-N'-phenyl formamidine. According to the method, ethyl p-aminobenzoate, orthoformic acid trialkyl ester and N-methylaniline are adopted as original raw materials, activated aluminum oxide is adopted as a catalyst, and N,(4-ethyoxyl carbonyl phenyl)-N'-methyl-N'-phenyl formamidine is prepared through a one-step reaction. The method is simple in process, convenient to operate, free of contamination and high in product purity, and the adopted catalyst aluminum oxide can be recycled.

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