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词条 Perinone
释义

  1. References

{{Chembox
| ImageFile = trans-Perinon.svg
| ImageName = trans-Perinone. cis mirrors one half top-to-bottom
| ImageSize = 200
| ImageFile1 = PO43 Orange périnone b.jpg
| ImageName1 =
| ImageSize1 = 150px
| ImageAlt =
| IUPACName =
| OtherNames =
|Section1={{Chembox Identifiers
| CASNo = 4424-06-0
| PubChem = 78141
| ChemSpiderID = 70517
| EINECS = 224-597-4
| SMILES = O=c1n2c3ccccc3nc2c4ccc5c(=O)n6c7ccccc7nc6c8c5c4c1cc8
| SMILES_Comment = trans isomer
| InChI = 1/C26H12N4O2/c31-25-15-12-10-14-22-16(26(32)30-20-8-4-2-6-18(20)28-24(14)30)11-9-13(21(15)22)23-27-17-5-1-3-7-19(17)29(23)25/h1-12H
| InChIKey = DGBWPZSGHAXYGK-UHFFFAOYAN
| StdInChI = 1S/C26H12N4O2/c31-25-15-12-10-14-22-16(26(32)30-20-8-4-2-6-18(20)28-24(14)30)11-9-13(21(15)22)23-27-17-5-1-3-7-19(17)29(23)25/h1-12H
| StdInChIKey = DGBWPZSGHAXYGK-UHFFFAOYSA-N }}
|Section2={{Chembox Properties
| C=26 | H=12 | N=4 | O=2
| Appearance = Orange solid
| Density =
| MeltingPt =
| BoilingPt =
| Solubility = }}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt = }}
}}

Perinone is a class of organic compounds. The parent compound has two isomers, each of which are useful pigments.

It is prepared from naphthalenetetracarboxylic dianhydride by condensation with o-phenylenediamine. The two Isomers of perinone[1] are useful pigments. The trans isomer is called Pigment Orange 43 ("PO43", {{PubChem|78141}}) and the cis isomer is called Pigment Red 194 ("PR194", {{PubChem|77892}}).[2] Like some structurally related compounds perinone is also an organic semiconductor.[3]

References

1. ^{{cite journal |first=Jin |last=Mizuguchi |title=Crystal Structure and Electronic Characterization of trans-and cis-Perinone Pigments |journal=J. Phys. Chem. B |date=2004 |volume=108 |issue=26 |pages=8926–8930 |doi=10.1021/jp031351d}}
2. ^K. Hunger. W. Herbst "Pigments, Organic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2012. {{DOI|10.1002/14356007.a20_371}}
3. ^{{cite journal |first1=W. James |last1=Feast |first2=Richard J. |last2=Peace |first3=Ian C. |last3=Sage |first4=Emma L. |last4=Wood |title=Poly(4-vinyltriphenylamine): synthesis and application as a hole transport layer in light-emitting diodes |journal=Polymer Bulletin |volume=42 |issue=2 |pages=167–174 |date=March 1999 |doi=10.1007/s002890050449}}

5 : Naphthalenes|Pigments|Organic pigments|Shades of orange|Shades of red

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