Chlorine → Phthalonitrile

HRID 2418965Notes

Reaction equation

HRID 2418965 reaction equation
[CH:1]1[CH:6]=[C:5]2[C:7]3[N:22]=[C:21]([C:4]2=[CH:3][CH:2]=1)[N:20]=[C:19]1[C:23]2[C:28]([C:17](=[N:18]1)[N:16]=[C:15]1[C:29]4[C:34]([C:13](=[N:14]1)[N:12]=[C:11]1[C:35]5[C:40]([C:9](=[N:10]1)[N:8]=3)=[CH:39][CH:38]=[CH:37][CH:36]=5)=[CH:33][CH:32]=[CH:31][CH:30]=4)=[CH:27][CH:26]=[CH:25][CH:24]=2.[Cu:41].ClCl>>[CH:1]1[CH:6]=[C:5]([C:7]#[N:8])[C:4]([C:21]#[N:20])=[CH:3][CH:2]=1.[CH:38]1[CH:39]=[C:40]2[C:9]3[N:10]=[C:11]([C:35]2=[CH:36][CH:37]=1)[N:12]=[C:13]1[C:34]2[C:29]([C:15](=[N:14]1)[N:16]=[C:17]1[C:28]4[C:23]([C:19](=[N:18]1)[N:20]=[C:21]1[C:4]5[C:5]([C:7](=[N:22]1)[N:8]=3)=[CH:6][CH:1]=[CH:2][CH:3]=5)=[CH:24][CH:25]=[CH:26][CH:27]=4)=[CH:30][CH:31]=[CH:32][CH:33]=2.[Cu:41]

Participants

4

Reactant 2

HCID 24526ChlorineHCID 475701Monastral Blue B

Product 2

HCID 7042PhthalonitrileHCID 475701Monastral Blue B

Procedure

A mixture of 100 parts of the crude copper phthalocyanine mentioned in Example 11, 200 parts of a chlorine-free crude copper phthalocyanine which has been produced from o-phthalodinitrile and copper-I chloride by the solvent process, and 7.5 parts of a mixture of CuPc-- CH2N(C2H5)2 ]n, where n = 3.4 is milled for 20 hours in a ball mill. The milled material consists of agglomerates of up to 150 μm in size, made up of primary particles of 0.2 μm mean size. The BET surface area is 5 m2 /g. 50% of the agglomerates are of size 10 μm or above. The milled material is introduced into a 20-fold amount of water and is stirred hot until the salt has dissolved. The warm suspension is filtered. The moist filter cake is introduced into 400 parts of tetrahydrofuran and 200 parts of 6 percent strength sodium hydroxide solution and the mixture is stirred for 5 hours at the reflux temperature. The tetrahydrofuran is then distilled off and the pigment is filtered off and washed. 300 Parts of a copper phthalocyanine pigment which is very suitable for coloring surface coatings are obtained. Specific surface area, measured by the BET method: 74 m2 /g. The tinctorial strength is 6% greater than that of the comparative pigment obtained according to (b).

Sources & evidence

ORD record
ord-11be5747f5a34b4e8ea6443def03c13d
Source dataset
uspto-grants-1978_08
Patent number
US04104276

Reaction notes

Loading…