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1. WO2009074533 - PIGMENT JAUNE D'ISOINDOLINE ISOMÉTRIQUE

Note: Texte fondé sur des processus automatiques de reconnaissance optique de caractères. Seule la version PDF a une valeur juridique

[ EN ]

What is claimed is:

1. A pigment of formula

' Preferab|y


wherein Ri is CONR4R5 or C(=NR6)NR7R8,
R2, R3, R4 and R5 are each independently of the others H, Ci-C5alkyl, or phenyl which is unsubstituted or substituted from 1 to 5 times by CrC5alkyl or by halogen,
Re is phenyl which is unsubstituted or substituted from 1 to 4 times by CrC5alkyl or by halogen, R7 is H or Ci-C5alkyl, and
Rs is a direct bond or a carbonyl bridge to Re,
which pigment consists of primary particles the average aspect ratio of which is from 4 to 1 , preferably from 3.5 to 1 , especially from 3 to 1 , and /or the ellipses equivalent to the contours of the primary particles on a two-dimensional electron microscopic image have an average numerical eccentricity ε of from 0 to 0.80, the numerical eccentricity ε

being defined as ε =
, wherein a is the semimajor axis and b is the semiminor
a
axis of the equivalent ellipse.

2. A pigment according to claim 1 , containing >90 % by weight particles <0.50 μm and >50 % by weight particles <0.40 μm, and in addition preferably > 85 % by weight particles > 0.25 μm.

3. A pigment according to claim 1 or 2, containing > 80 % by weight particles < 0.45 μm and >60 % by weight particles <0.40 μm, preferably > 50 % by weight particles

<0.38 μm.

4. A pigment according to claim 2 or 3, wherein the ratio of the proportion by weight of primary particles of size Dmax to the proportion by weight of primary particles of size 0.55 μm is > 10, preferably > 20, especially > 40.

5. A pigment according to claim 2, 3 or 4, wherein the ratio of the proportion by weight of primary particles of size Dmax to the proportion by weight of primary particles of size

Dmax + 0.170 μm is >6, preferably > 30.
6. A pigment according to claim 2, 3, 4 or 5, wherein

• >60 % by weight of the primary particles are in the range Dmax± 75 nm,
wherein Dmax denotes the particle size which corresponds to the maximum of the particle size distribution by weight; and /or
• the fraction of medium primary particle size, excluding 16 % by weight fines fraction and 16 % by weight coarse fraction, has a spread of < 130 nm,
especially preferably
• >76 % by weight of the primary particles are in the range Dmax± 75 nm and /or

• the fraction of medium primary particle size, excluding 16 % by weight fines fraction and 16 % by weight coarse fraction, has a spread of < 122 nm.

7. A pigment according to claim 1 , 2, 3, 4, 5 or 6, which consists of primary particles the average aspect ratio of which is from 3.5 to 1 , preferably from 3 to 1 , and the ellipses equivalent to the contours of the primary particles on a two-dimensional electron microscopic image have an average numerical eccentricity ε of from 0.05 to
J32 - b2
0.80, preferably from 0.45 to 0.75, with ε = — — — , wherein a is the semimajor axis
a
and b is the semiminor axis of the equivalent ellipses.

8. A process for the preparation of a pigment of formula

, preferably


wherein Ri is CONR4R5 or C^NR6)NR7R8,
R2, R3, R4 and R5 are each independently of the others H, Ci-C5alkyl, or phenyl which is unsubstituted or substituted from 1 to 5 times by CrC5alkyl or by halogen,
Re is phenyl which is unsubstituted or substituted from 1 to 4 times by CrC5alkyl or by halogen, R7 is H or Ci-C5alkyl, and
R8 is a direct bond or a carbonyl bridge to R6,

wherein RiCH2CN or is dispersed in an acidic aqueous medium containing


from 70 to 99 % by weight water, preferably in the presence of a dispersant, and is reacted with solid

u M


9. A process according to claim 8, wherein the pH value is in the range of from 2.5 to 6.5, preferably in the range of from 3.0 to 5.0.

10. A process according to claim 8 or 9, wherein the acidic aqueous medium contains an organic acid having a water-solubility of at least 5 g per litre of water, the dispersant is a polyfunctional compound having a molecular weight > 320 Da, and the reaction medium contains from 0 to 10 % by weight neutral organic substances.

11. A process according to claim 8, 9 or 10, wherein the dispersant comprises aromatic sulfonic groups and alkali and alkaline earth salts thereof and is preferably obtained by condensation of aromatic compounds with formaldehyde.

12. A process according to claim 8, 9, 10 or 11 , wherein the fully reacted reaction mixture containing the pigment is heated to a temperature of from 40 to 2000C, optionally under pressure, preferably from 60 to 1600C, especially from 100 to 150°C.

13. A process according to claim 12, wherein before or during the after-treatment the composition of the reaction mixture is changed within the limits indicated for the reaction or by addition of up to 200 % by weight of neutral organic substances, based on the amount of water.

14. A mass-coloured high molecular weight material containing from 0.01 to 70 % by weight, based on the total coloured high molecular weight material, of a pigment according to claim 1 , 2, 3, 4, 5, 6 or 7.

15. Use of a pigment according to claim 1 , 2, 3, 4, 5, 6 or 7 in the mass-colouring of a high molecular weight material.