Naphthalenetetracarboxylic dianhydride → Naphthalene

HRID 1756491Notes

Reaction equation

HRID 1756491 reaction equation
N[C:2]1[C:11](N)=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=1.C1C2C(OC(=O)C3C=2C2C(C(OC(=O)C=2C=1)=O)=CC=3)=O>CN1C(=O)CCC1>[CH:8]1[C:9]2[C:4](=[CH:3][CH:2]=[CH:11][CH:10]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6678Naphthalenetetracarboxylic dianhydrideHCID 698722,3-Diaminonaphthalene

Product 1

HCID 931Naphthalene

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent2×

Conditions

Temperature
350 °C

Procedure

To a solution of 15.82 g (100 mmol) of 2,3-diamino naphthalene in 100 mL of NMP was added 3.4 g (50 mmol) of 1,4,5,8-naphthalenetetracarboxylic dianhydride (NDA), and the formulation was mixed on a roller mill for 16 hours to form the 2:1 amic adduct. Ten grams of this solution was added to 75 g of a 16% solution of polyamic ethyl ester (PAETE). The NMP solution was spin coated on a quartz substrate to a thickness of 2 μm and heated at 350° C. for 20 min. The resulting film exhibited absorbance of 0.68 at 405 nm and 0.35 at 436 nm; thermogravimetric analysis (TGA) indicated a weight loss of 0.18% when heated from 350° to 450° over a period of 100 minutes.

Workup

  1. additionthe formulation was mixed on a roller mill for 16 hours
  2. customto form the 2:1 amic adduct
  3. temperatureheated from 350° to 450° over a period of 100 minutes

Sources & evidence

ORD record
ord-42fe12b177de479d9bb0d8b41009ebf3
Source dataset
uspto-grants-1995_08
Patent number
US05441797

Reaction notes

Loading…