136822-54-3

Basic information

• Product Name: Propanedinitrile, [5-[4-(dimethylamino)phenyl]-2,4-pentadienylidene]-, (E,E)-
• CAS NO: 136822-54-3
• Molecular Formula: C16H15N3
• Molecular Weight: 249.315
• Mol File: 136822-54-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Propanedinitrile, [5-[4-(dimethylamino)phenyl]-2,4-pentadienylidene]-, (E,E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedinitrile, [5-[4-(dimethylamino)phenyl]-2,4-pentadienylidene]-, (E,E)-(136822-54-3)
• EPA Substance Registry System: Propanedinitrile, [5-[4-(dimethylamino)phenyl]-2,4-pentadienylidene]-, (E,E)-(136822-54-3)

Safety Data

• Hazardous Substances Data: 136822-54-3(Hazardous Substances Data)

Upstream product

• 20432-36-4 s-trans-((2trans-4trans)-5-(4-dimethylaminophenyl)phenyl)penta-2,4-dienal 
• 109-77-3 malononitrile 

Relevant articles and documents

Synthesis, crystal structure studies and solvatochromic behaviour of two 2-{5-[4-(dimethylamino)phenyl]penta-2,4-dien-1-ylidene}malononitrile derivatives

The synthesis, crystal structure studies and solvatochromic behavior of 2-{(2E,4E)-5-[4-(dimethylamino)phenyl]penta-2,4-dien-1-ylidene}malononitrile, C16H15N3 (DCV[3]), and 2-{(2E,4E,6E)-7-[4-(dimethylamino)phenyl]hepta-2,4,6-trien-1-ylidene}malononitrile, C18H17N3 (DCV[4]), are reported and discussed in comparison with their homologs having a shorter length of the --conjugated bridge. The compounds of this series have potential use as nonlinear materials with second-order effects due to their donor-acceptor structures. However, DCV[3] and DCV[4] crystallized in the centrosymmetric space group P21/c which excludes their application as nonlinear optical materials in the crystalline state. They both crystallize with two independent molecules having the same molecular conformation in the asymmetric unit. The series DCV[1]-DCV[4] demonstrated reversed solvatochromic behavior in toluene, chloroform, and acetonitrile.

Non-linear optically active molecules, their synthesis, and use

In one aspect, the present invention provides a hyperpolarizable organic chromophore. The chromophore is a nonlinear optically active compound that includes a π-donor conjugated to a π-acceptor through a π-electron conjugated bridge. In other aspects of the invention, donor structures and acceptor structures are provided. In another aspect of the invention, a chromophore-containing polymer is provided. In one embodiment, the chromophore is physically incorporated into the polymer to provide a composite. In another embodiment, the chromophore is covalently bonded to the polymer, either as a side chain polymer or through crosslinking into the polymer. In other aspects, the present invention also provides a method for making the chromophore, a method for making the chromophore-containing polymer, and methods for using the chromophore and chromophore-containing polymer.