Disperse Red 1 methacrylate

Base Information

• Chemical Name: Disperse Red 1 methacrylate
• CAS No.: 103553-48-6
• Molecular Formula: C20H22 N4 O4
• Molecular Weight: 382.419
• European Community (EC) Number: 624-492-7
• DSSTox Substance ID: DTXSID10407743,DTXSID501039388
• Nikkaji Number: J720.313F,J741.005K
• Mol file: 103553-48-6.mol

Synonyms:103553-48-6;Disperse Red 1 methacrylate;DISPERSE RED 1 METHACRYLATE 95;2-(Ethyl(4-((4-nitrophenyl)diazenyl)phenyl)amino)ethyl methacrylate;2-[N-ethyl-4-[(4-nitrophenyl)diazenyl]anilino]ethyl 2-methylprop-2-enoate;SCHEMBL2602717;DTXSID10407743;DTXSID501039388;Disperse Red 1 methacrylate, 95%;AKOS015915626;BS-48259;NS00023245;F76618;4'-(N-ethyl-N-(methacryloxyethyl)amino)-4-nitroazobenzene;139096-37-0

Chemical Property of Disperse Red 1 methacrylate

Chemical Property:

• Melting Point: 78-83 °C(lit.)
• PSA: 100.08000
• LogP: 5.47900
• Storage Temp.: 2-8°C
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 382.16410520
• Heavy Atom Count: 28
• Complexity: 559

Purity/Quality:

97% ^*data from raw suppliers

Disperse Red 1 methacrylate 95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-28-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CCOC(=O)C(=C)C)C1=CC=C(C=C1)N=NC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of Disperse Red 1 methacrylate

There total 3 articles about Disperse Red 1 methacrylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

disperse red 1 (2872-52-8) + Methacryloyl chloride (920-46-7,26937-45-1) → (2-{N-ethyl-N-[4-(4-nitrophenylazo)phenyl]amino}ethyl methacrylate) (103553-48-6,139096-37-0)

Guidance literature:

With triethylamine; In dichloromethane;

Reference yield:

2-( N-ethylanilino)ethanol (92-50-2) → (2-{N-ethyl-N-[4-(4-nitrophenylazo)phenyl]amino}ethyl methacrylate) (103553-48-6,139096-37-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: conc. hydrochloric acid; sodium nitrite / acetone; H₂O / 1 h / 0 °C

1.2: 80 percent / acetone; H₂O / 2 h / 0 °C

2.1: 49 percent / triethylamine / tetrahydrofuran / 0 °C

With hydrogenchloride; triethylamine; sodium nitrite; In tetrahydrofuran; water; acetone; 1.1: Diazotization / 1.2: coupling / 2.1: Acylation;

DOI:10.1246/bcsj.70.3153

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) → (2-{N-ethyl-N-[4-(4-nitrophenylazo)phenyl]amino}ethyl methacrylate) (103553-48-6,139096-37-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: conc. hydrochloric acid; sodium nitrite / acetone; H₂O / 1 h / 0 °C

1.2: 80 percent / acetone; H₂O / 2 h / 0 °C

2.1: 49 percent / triethylamine / tetrahydrofuran / 0 °C

With hydrogenchloride; triethylamine; sodium nitrite; In tetrahydrofuran; water; acetone; 1.1: Diazotization / 1.2: coupling / 2.1: Acylation;

DOI:10.1246/bcsj.70.3153

upstream raw materials:

disperse red 1

Methacryloyl chloride

2-( N-ethylanilino)ethanol

4-nitro-aniline

Downstream raw materials:

C₅₃H₄₈N₆O₁₀

C₇₃H₇₀N₁₀O₁₄

Refernces

• 1、 Rodriguez,Adamietz,Sanguinet,Buffeteau,Sourisseau. "Quantitative Determination of the Polar Order Induced under High Electric Field in Amorphous PDR1M Azobenzene Polymer Films". . p. 9736 - 9743. Retrieved 2003.
• 2、 -. "Polymer dye and its preparation method, resist composition and display device". Paragraph 0075; 0076; 0077; 0078; 0079; 0080; 0081. . Retrieved 2017/08/24.
• 3、 -. "PARTICLES FOR ELECTROPHORETIC DISPLAYS". Page/Page column 92-93. . Retrieved 2012/03/09.