2,5-Dianilinoterephthalic acid → Quinacridone

HRID 427185

反応式

HRID 427185 の反応式
[NH:1]([C:8]1[CH:16]=[C:15]([C:17](O)=[O:18])[C:14]([NH:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:13][C:9]=1[C:10](O)=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClC1C=C(C=CC=1)NC1C=C(C(O)=O)C(NC2C=CC=C(Cl)C=2)=CC=1C(O)=O>>[CH:24]1[CH:25]=[C:26]2[C:17]([C:15]3[C:14]([NH:20][C:21]2=[CH:22][CH:23]=1)=[CH:13][C:9]1[C:10]([C:7]2[C:2]([NH:1][C:8]=1[CH:16]=3)=[CH:3][CH:4]=[CH:5][CH:6]=2)=[O:11])=[O:18]

参加物

3

反応物 2

HCID 823512,5-Dianilinoterephthalic acidHCID 1199161,4-Benzenedicarboxylic acid, 2,5-bis[(3-chlorophenyl)amino]-

生成物 1

HCID 13976Quinacridone

反応条件

温度
125 °C

実験手順

450 parts of polyphosphoric acid containing 85.0% P2O5 are metered into a stirred vessel. Then 135 parts of 2,5dianilinoterephthalic acid and 15 parts of 2,5-di(3-chloroanilino)terephthalic acid are introduced at 125° C. with stirring and the mixture is heated at 125° C. for 1 hour during which ring closure takes place to form the quinacridone. The reaction midure is subsequently metered with stirring over 2 minutes (CG; 50%/min) into 2187.9 parts of 85% strength phosphoric acid at 140° C., during which it is hydrolyzed. During this hydrolysis the temperature rises to 155° C. The phosphoric acid concentration after the hydrolysis is 90%. Then 1768.9 parts of 40% strength phosphoric acid are added dropwise and the suspension is cooled to 120° C. The phosphoric acid concentration thereafter is 70%. The mixture is stirred at 120° C. for 1 hour. Subsequently the mixed crystal pigment is filtered off with suction at 110° C., washed with 70% strength phosphoric acid until the runoff is colorless, washed to neutrality with water, and dried at 80° C. This gives 132.8 parts of mixed crystal pigment (Pigment Violet 19, γII phase). At twice the Bragg angle, 2θ, X-ray spectrum shows three strong lines at 6.3°, 13.5° and 26.4°, four moderate lines at 16.6°, 20.6°, 24.0° and 28.3°, and one weak line at 30.3°. In the AM lacquer, transparent, pure and strongly colored coatings of deep hue are obtained. The rheology is evaluated as 3-4 and the viscosity is 4.5 s. The gloss measurement gives a value of 60.

出典と根拠

ORDレコード
ord-1e11743c1dc648af83d1735ce9f92ae4
出典データセット
uspto-grants-2001_11
特許番号
US06312512B1

関連ノート

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