Monoazo dyestuffs, a composition and an ink for ink jet printing comprising them

Claim 2

A compound of Formula (1) and salts and tautomers thereof: wherein: R 1 and R 2 each independently is H, optionally substituted alkyl, optionally substituted aryl or optionally substituted arylalkyl; each W and each X independently is —COOH, —SO 3 H, —PO 3 H 2 or alkyl substituted by one or more of —COOH, —SO 3 H or —PO 3 H 2 ; each Y and each Z independently is a substituent other than those defined for W and X; a and d each independently is 1 to 5; b and c each independently is 0 to 4; (a+b) has a value of 5 or less; and (c+d) has a value of 5 or less.

Claim 3

A compound according to claim 1 wherein: Y and Z are each independently optionally substituted aryl, optionally substituted arylalkyl. halogen, nitro, cyano. —CF 3 , —OR 3 , —NR 4 R 5 , —SR 5 , —C(O)R 7 , —C(O)OR 8 , —SO 2 R 9 , —SOR 10 or alkyl optionally substituted by a group other than —SO 3 H, —COOH or —PO 3 H 2 ; or Z together with the carbon atom to which it is attached and a second carbon atom in the phenyl group form a 5- or 6-membered ring; wherein: R 3 is H, optionally substituted alkyl or optionally substituted aryl; R 6 is H, optionally substituted alkyl, optionally substituted aryl or a group of the Formula (2); R 7 , R 8 , R 9 and R 10 are each independently optionally substituted alkyl or optionally substituted aryl; R 4 and R 5 are each independently H, optionally substituted alkyl, optionally substituted aryl, —CO(C 1-6 -alkyl), —CONH 2 , a group of the Formula (2) or R 4 and R 5 together with the nitrogen to which they are attached form a 5- or 6- membered ring: L 1 and L 2 each independently is —OR 11 , —SR 12 or —NR 13 R 14 ; R 11 and R 12 each independently is H, optionally substituted aryl or optionally substituted alkyl; and R 13 and R 14 each independently is H, optionally substituted aryl, optionally substituted alkyl, —CO(C 1-6 alkyl) or —CONH 2 or R 13 and R 14 together with the nitrogen to which they are attached form an optionally substituted morpholine or piperazine ring.

Claim 4

A compound according to claim 2 wherein: Y and Z are each independently optionally substituted aryl, optionally substituted arylalkyl, halogen, nitro, cyano, —CF 3 , —OR 3 , —NR 4 R 5 , —SR 6 , —C(O)R 7 , —C(O)OR 8 , —SO 2 R 9 , —SOR 10 or alkyl optionally substituted by a group other than —SO 3 H, —COOH or —PO 3 H 2 ; R 3 , R 4 , R 5 , R 7 , R 8 , R 9 and R 10 are as defined in claim 2 ; and R 6 is H, optionally substituted alkyl or optionally substituted aryl.

Claim 5

A compound according to claim 1 wherein (a+b) has a value of 1, 2 or 3.

Claim 6

A compound according to claim 1 wherein (c+d) has a value of 1, 2 or 3.

Claim 7

A compound according to claim 1 wherein b is 0 and a is 1 or 2.

Claim 8

A compound according to claim 1 wherein b is 0, a is 1 and X is —COOH attached at the 3-position in the pyridinium ring.

Claim 9

A compound according to claim 1 of the Formula (3) and salts thereof: wherein: each X 1 and each W 1 independently is —COOH, —SO 3 H or C 1-6 -alkyl substituted by —COOH or —SO 3 H; R 15 is H or C 1-6 -alkyl optionally substituted by —OH, —SO 3 H or —COOH; R 16 is C 1-4 -alkyl; each Z 1 independently is optionally substituted phenyl, halogen, nitro, cyano, —CF 3 , —OR 3 , —NR 4 R 5 , —SR 6 , —C(O)R 7 , —C(O)OR 8 , —SO 2 R 9 , —SOR 10 or alkyl optionally substituted by a group other than —COOH, —SO 3 H or —PO 3 H 2 ; q is 1 or 2; t is 1 or 2; and p is 0, 1 or 2; wherein R 3 is H, optionally substituted alkyl or optionally substituted aryl; R 4 and R 5 are each independently H, optionally substituted alkyl, optionally substituted aryl, —CO(C 1-6 -alkyl), —CONH 2 , a group of the Formula (2) or R 4 and R 5 together with the nitrogen to which they are attached form a 5- or 6- membered ring: R 6 is H, optionally substituted alkyl, optionally substituted aryl or a group of the Formula (2); R 7 , R 8 , R 9 and R 10 are each independently optionally substituted alkyl or optionally substituted aryl; L 1 and L 2 each independently is —OR 11 , —SR 12 or —NR 13 R 14 ; R 11 and R 12 each independently is H, optionally substituted aryl or optionally substituted alkyl; and R 13 and R 14 each independently is H, optionally substituted aryl, optionally substituted alkyl, —CO(C 1-6 -alkyl) or —CONH 2 or R 13 and R 14 together with the nitrogen to which they are attached form an optionally substituted morpholine or piperazine ring.

Claim 10

A compound according to claim 1 wherein the compound is in the form of a lithium, sodium, potassium, ammonium or substituted ammonium salt, or a mixed salt thereof.

Claim 11

A composition comprising two or more compounds according to claim 1 .

Claim 12

A composition comprising one or more compounds according to claim 1 and one or more dyes other than a compound of Formula (1).

Claim 13

An ink comprising a compound according to any one of claims 1 to 9 and a medium.

Claim 14

An ink comprising: (a) from 0.01 to 30 parts in total of one or more compound(s) according to any one of claims 1 to 9 ; and (b) from 70 to 99.99 parts of a liquid medium or a low melting point solid medium; wherein all parts are by weight and the number of parts of (a)+(b)=100.

Claim 15

An ink comprising: (a) from 0.01 to 30, parts of a compound according to any one of claims 1 to 9 ; (b) from 75 to 98 parts water; and (c) from 2 to 30 parts of water-soluble organic solvent; wherein all parts are by weight and the sum of the parts (a)+(b)+(c)=100.

Claim 16

A process for printing an image on a substrate comprising applying thereto by means of an ink jet printer an ink containing a compound according to any one of claims 1 to 9 .

Claim 17

A paper, an overhead projector slide or a textile material printed with an ink according to claim 12 .

Claim 18

An ink jet printer cartridge containing an ink, wherein the ink contains a compound according to any one of claims 1 to 9 .

Claim 19

An ink comprising a composition according to claim 10 and a medium.

Claim 20

An ink comprising a composition according to claim 11 and a medium.

Claim 21

A paper, an overhead projector slide or a textile material printed by means of a process according to claim 15 .