metal free solar cell dye

Base Information

• Chemical Name: metal free solar cell dye
• CAS No.: 1037440-21-3
• Molecular Formula: C₅₈H₇₀N₂O₂S₄
• Molecular Weight: 0
• Mol file: 1037440-21-3.mol

Synonyms:2-Cyano-3-[5′′′-(9-ethyl-9H-carbazol-3-yl)-3′,3′′,3′′′,4-tetra-n-hexyl-[2,2′,5′,2′′,5′′,2′′′]-quater thiophen-5-yl] acrylic acid;metal free solar cell dye;MK-2 Dye;MK-2 Dye 95%

Chemical Property of metal free solar cell dye

Chemical Property:

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of metal free solar cell dye

There total 10 articles about metal free solar cell dye 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: 95.0%

5’’’-(9-ethyl-9H-carbazol-3-yl)-3’,3’’,3’’’,4-tetrahexyl(2,2’:5’,2’’:5’’,2’’’-quarterthiophene)-5-carboxaldehyde (1060697-91-7) + cyanoacetic acid (372-09-8) → 2-cyano-3-[5’’’-(9-ethyl-9H-carbazol-3-yl)-3’,3’’,3’’’,4-tetrahexyl(2,2’:5’,2’’:5’’,2’’’-quaterthiophene)-5-yl]-2-propenoic acid (1037440-21-3)

Guidance literature:

With piperidine; In toluene; acetonitrile; for 4h; Reflux;

DOI:10.1002/chem.201203503

Reference yield:

3,4'-dihexyl-2,2'-bithiophene (135926-93-1) → 2-cyano-3-[5’’’-(9-ethyl-9H-carbazol-3-yl)-3’,3’’,3’’’,4-tetrahexyl(2,2’:5’,2’’:5’’,2’’’-quaterthiophene)-5-yl]-2-propenoic acid (1037440-21-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 0.17 h / -40 °C / Inert atmosphere

1.2: 3 h / -78 - 20 °C / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 12 h / Reflux

3.1: trichlorophosphate / 7.5 h / 0 - 70 °C

4.1: piperidine / toluene; acetonitrile / 4 h / Reflux

With piperidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium diisopropyl amide; trichlorophosphate; In tetrahydrofuran; toluene; acetonitrile; 2.1: |Stille Cross Coupling;

DOI:10.1002/chem.201203503

Reference yield:

3-hexylthiophene (1693-86-3) → 2-cyano-3-[5’’’-(9-ethyl-9H-carbazol-3-yl)-3’,3’’,3’’’,4-tetrahexyl(2,2’:5’,2’’:5’’,2’’’-quaterthiophene)-5-yl]-2-propenoic acid (1037440-21-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: [hydroxy(tosyloxy)iodo]benzene; 1,1,1,3',3',3'-hexafluoro-propanol; trimethylsilyl bromide / 3 h / 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 0.17 h / -40 °C / Inert atmosphere

2.2: 3 h / -78 - 20 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 12 h / Reflux

4.1: trichlorophosphate / 7.5 h / 0 - 70 °C

5.1: piperidine / toluene; acetonitrile / 4 h / Reflux

With piperidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trimethylsilyl bromide; 1,1,1,3',3',3'-hexafluoro-propanol; [hydroxy(tosyloxy)iodo]benzene; lithium diisopropyl amide; trichlorophosphate; In tetrahydrofuran; toluene; acetonitrile; 3.1: |Stille Cross Coupling;

DOI:10.1002/chem.201203503

upstream raw materials:

9-ethyl-3-[3,4’-dihexyl(2,2’-bithiophene)-5-yl]carbazole

3,4'-dihexyl-2,2'-bithiophene

9-ethyl-3-[3,4’-dihexyl-5’-iodo(2,2’-bithiophene)-5-yl]carbazole

9-ethyl-3-[3,4’,4’’,4’’’-tetrahexyl(2,2’:5’,2’’:5’’,2’’’-quaterthiophene)-5-yl]carbazole

Downstream raw materials:

C₆₇H₈₃N₃O₄S₄Si

C₆₉H₈₃N₃O₃S₄