US5466282A — Azo dye compound, ink containing the same, and re…

Claim 1

Independent Claim 151 words

A monoazo dye compound having a structural unit represented by the following formula in its molecule: --X--Y--(R.sub.1)(R.sub.2)(R.sub.3).sub.k [I] wherein Y is a 6-membered ring containing 2 to 3 nitrogen atoms, X is a linking group for bonding a main body of the dye molecule to Y, R 1 is the first amino acid residue, R 2 is an atomic group selected from the following group A, R 3 is another atomic group selected from the following group BB, and k is a number of 0 or 1: Group A: H, OH, NH 2 , CN, ═O and the second amino acid residue; Group BB: H, OH, NH 2 , CN and ═O, the first and second amino acid residues being identical with or different from each other, and which is selected from the group consisting of the following compounds I-1 to I-11: ##STR39## in which M is Na, K or ammonium.

Claim 2

Dependent Claim 151 words

A monoazo dye compound having a structural unit represented by the following formula in its molecule: --X--Y--(R.sub.1)(R.sub.2)(R.sub.3).sub.k [I] wherein Y is a 6-membered ring containing 2 to 3 nitrogen atoms, X is a linking group for bonding a main body of the dye molecule to Y, R 1 is the first amino acid residue, R 2 is an atomic group selected from the following group A, R 3 is another atomic group selected from the following group BB, and k is a number of 0 or 1: Group A: H, OH, NH 2 , CN, ═O and the second amino acid residue; Group BB: H, OH, NH 2 , CN and ═O, the first and second amino acid residues being identical with or different from each other, and which is selected from the group consisting of the following compounds I-1 to I-11: ##STR39## in which M is Na, K or ammonium.

Claim 3

Dependent Claim 150 words

An ink comprising a recording agent and a liquid medium for dissolving or dispersing the recording agent therein, wherein the recording agent comprises a monoazo dye compound having a structural unit represented by the following formula in its molecule: --X--Y--(R.sub.1)(R.sub.2)(R.sub.3).sub.k [I] wherein Y is a 6-membered ring containing 2 or 3 nitrogen atoms, X is a linking group for bonding a main body of the dye molecule to Y, R 1 is the first amino acid residue, R 2 is an atomic group selected from the following group A, R 3 is another atomic group selected from the following group BB, and k is a number of 0 or 1: Group A: H, OH, NH 2 , CN, ═O and the second amino acid residue; Group BB: H, OH, NH 2 , CN and ═O, the first and second amino acid residues being identical with or different from each other.

Claim 4

Dependent Claim 150 words

An ink comprising a recording agent and a liquid medium for dissolving or dispersing the recording agent therein, wherein the recording agent comprises a monoazo dye compound having a structural unit represented by the following formula in its molecule: --X--Y--(R.sub.1)(R.sub.2)(R.sub.3).sub.k [I] wherein Y is a 6-membered ring containing 2 or 3 nitrogen atoms, X is a linking group for bonding a main body of the dye molecule to Y, R 1 is the first amino acid residue, R 2 is an atomic group selected from the following group A, R 3 is another atomic group selected from the following group BB, and k is a number of 0 or 1: Group A: H, OH, NH 2 , CN, ═O and the second amino acid residue; Group BB: H, OH, NH 2 , CN and ═O, the first and second amino acid residues being identical with or different from each other.

Claim 5

Dependent Claim 29 words

The ink according to claim 2, wherein X is selected from the following group CC: Group CC: --NH--, --NHCO--, --NHCOCH 2 CH 2 --, --NHSO 2 -- and --O--.

Claim 6

Dependent Claim 16 words

The ink according to claim 2, wherein Y is selected from the following group D: ##STR40##

Claim 7

Dependent Claim 26 words

The ink according to claim 2, wherein the monoazo dye compound has 1 to 4 carboxyl groups and 1 or 2 sulfonic groups in its molecule.

Claim 8

Dependent Claim 36 words

The ink according to claim 2, wherein the recording agent comprises at least one compound selected from the group consisting of the following compounds I-1 to I-11: ##STR41## in which M is Na, K or ammonium.

Claim 9

Dependent Claim 74 words

A monoazo dye compound having a structural unit represented by the following formula in its molecule: --Y--(R.sub.4)R.sub.5 [II] wherein Y is a 6-membered ring containing 2 or 3 nitrogen atoms, R 4 is --N(H) m (CH 2 CH 2 OH) 2-m , in which m is a number of 0 or 1, and R 5 is an amino acid residue containing a --COOM group, in which M is an alkali metal or an ammonium.

Claim 10

Dependent Claim 74 words

A monoazo dye compound having a structural unit represented by the following formula in its molecule: --Y--(R.sub.4)R.sub.5 [II] wherein Y is a 6-membered ring containing 2 or 3 nitrogen atoms, R 4 is --N(H) m (CH 2 CH 2 OH) 2-m , in which m is a number of 0 or 1, and R 5 is an amino acid residue containing a --COOM group, in which M is an alkali metal or an ammonium.

Claim 11

Dependent Claim 16 words

The compound according to claim 7, wherein Y is selected from the following group E: ##STR42##

Claim 12

Dependent Claim 24 words

The compound according to claim 7, wherein the compound has 2 to 4 carboxyl groups and 1 or 2 sulfonic groups in its molecule.

Claim 13

Dependent Claim 31 words

The compound according to claim 7, which is selected from the group consisting of the following compounds II-1 to II-11: ##STR43## in which M is an alkali metal or an ammonium.

Claim 14

Dependent Claim 97 words

An ink comprising a recording agent and a liquid medium for dissolving or dispersing the recording agent therein, wherein the recording agent comprises a monoazo dye compound having a structural unit represented by the following formula in its molecule: --Y--(R.sub.4)R.sub.5 [II] wherein Y is a 6-membered ring containing 2 or 3 nitrogen atoms, R 4 is --N(H) m (CH 2 CH 2 OH) 2-m , in which m is a number of 0 or 1, and R 5 is an amino acid residue containing a --COOM group, in which M is an alkali metal or an ammonium.

Claim 15

Dependent Claim 97 words

An ink comprising a recording agent and a liquid medium for dissolving or dispersing the recording agent therein, wherein the recording agent comprises a monoazo dye compound having a structural unit represented by the following formula in its molecule: --Y--(R.sub.4)R.sub.5 [II] wherein Y is a 6-membered ring containing 2 or 3 nitrogen atoms, R 4 is --N(H) m (CH 2 CH 2 OH) 2-m , in which m is a number of 0 or 1, and R 5 is an amino acid residue containing a --COOM group, in which M is an alkali metal or an ammonium.

Claim 16

Dependent Claim 16 words

The ink according to claim 11, wherein Y is selected from the following group E: ##STR44##

Claim 17

Dependent Claim 26 words

The ink according to claim 11, wherein the monoazo dye compound has 2 to 4 carboxyl groups and 1 or 2 sulfonic groups in its molecule.

Claim 18

Dependent Claim 36 words

The ink according to claim 11, wherein the recording agent comprises at least one compound selected from the group consisting following compounds II-1 to II-11: ##STR45## in which M is an alkali metal or an ammonium.

Claim 19

Dependent Claim 143 words

A disazo dye compound represented by the following general formula: ##STR46## wherein Y is a 6-membered ring containing 2 or 3 nitrogen atoms, X is a linking group for bonding a main body of the dye molecule to Y, R 6 is --N(H) m (CH 2 CH 2 OH) 2-m , in which m is a number of 0 or 1, R 7 is an atomic group selected from the following group FF, R 8 is another atomic group selected from the following group G, M is Na, K or ammonium, and i, j and k are individually a number of 0 or 1: Group FF: H, OH, NH 2 , CN, ═O and --N(H) n (CH 2 CH 2 OH) 2-n , in which n is a number of 0 or 1; Group G: H, OH, NH 2 , CN and ═O.

Claim 20

Dependent Claim 143 words

A disazo dye compound represented by the following general formula: ##STR46## wherein Y is a 6-membered ring containing 2 or 3 nitrogen atoms, X is a linking group for bonding a main body of the dye molecule to Y, R 6 is --N(H) m (CH 2 CH 2 OH) 2-m , in which m is a number of 0 or 1, R 7 is an atomic group selected from the following group FF, R 8 is another atomic group selected from the following group G, M is Na, K or ammonium, and i, j and k are individually a number of 0 or 1: Group FF: H, OH, NH 2 , CN, ═O and --N(H) n (CH 2 CH 2 OH) 2-n , in which n is a number of 0 or 1; Group G: H, OH, NH 2 , CN and ═O.

Claim 21

Dependent Claim 28 words

The compound according to claim 15, wherein X is selected from the following group HH: Group HH: --NH--, --NHCO--, --NHCOCH 2 CH 2 -- and --NHSO 2 --.

Claim 22

Dependent Claim 16 words

The compound according to claim 15, wherein Y is selected from the following group II: ##STR47##

Claim 23

Dependent Claim 29 words

The compound according to claim 15, which is selected from the group consisting of the following compounds III-1 to III-7: ##STR48## in which M is Na, K or ammonium.

Claim 24

Dependent Claim 165 words

An ink comprising a recording agent and a liquid medium for dissolving or dispersing the recording agent therein, wherein the recording agent comprises a disazo dye represented by the following general formula: ##STR49## wherein Y is a 6-membered ring containing 2 or 3 nitrogen atoms, X is a linking group for bonding a main body of the dye molecule to Y, R 6 is --N(H) m (CH 2 CH 2 OH) 2-m , in which m is a number of 0 or 1, R 7 is an atomic group selected from the following group FF, R 8 is another atomic group selected from the following group G, M is Na, K or ammonium, and i, j and k are individually a number of 0 or 1: Group FF: H, OH, NH 2 , CN, ═O and --N(H) n (CH 2 CH 2 OH) 2-n , in which n is a number of 0 or 1; Group G: H, OH, NH 2 , CN and ═O.

Claim 25

Dependent Claim 165 words

An ink comprising a recording agent and a liquid medium for dissolving or dispersing the recording agent therein, wherein the recording agent comprises a disazo dye represented by the following general formula: ##STR49## wherein Y is a 6-membered ring containing 2 or 3 nitrogen atoms, X is a linking group for bonding a main body of the dye molecule to Y, R 6 is --N(H) m (CH 2 CH 2 OH) 2-m , in which m is a number of 0 or 1, R 7 is an atomic group selected from the following group FF, R 8 is another atomic group selected from the following group G, M is Na, K or ammonium, and i, j and k are individually a number of 0 or 1: Group FF: H, OH, NH 2 , CN, ═O and --N(H) n (CH 2 CH 2 OH) 2-n , in which n is a number of 0 or 1; Group G: H, OH, NH 2 , CN and ═O.

Claim 26

Dependent Claim 28 words

The ink according to claim 19, wherein X is selected from the following group HH: Group HH: --NH--, --NHCO--, --NHCOCH 2 CH 2 -- and --NHSO 2 --.

Claim 27

Dependent Claim 16 words

The ink according to claim 19, wherein Y is selected from the following group II: ##STR50##

Claim 28

Dependent Claim 36 words

The ink according to claim 19, wherein the recording agent comprises at least one compound selected from the group consisting of the following compounds III-1 to III-7: ##STR51## in which M is Na, K or ammonium.

Claim 29

Dependent Claim 214 words

A trisazo dye compound represented by the following general formula: ##STR52## wherein Q 1 is a p-phenylene group or 1,4-naphthylene group, each of which is unsubstituted or substituted by a group selected from the group consisting of SO 3 M, COOM, CH 3 , OCH 3 , NHCONH 2 and NHCOCH 3 , Q 2 is a p-phenylene group unsubstituted or substituted by a group selected from the group consisting of COOM, CH 3 , OCH 3 , NHCONH 2 and NHCOCH 3 , Y is a 6-membered ring containing 2 or 3 nitrogen atoms, X is a linking group for bonding a main body of the dye molecule to Y, R 9 is --N(H) m (CH 2 CH 2 OH) 2-m , in which m is a number of 0 or 1, R 10 is an atomic group selected from the following group J, R 11 is another atomic group selected from the following group KK, M is Na, K or ammonium, and k and l are individually a number of 0 or 1: Group J: H, OH, NH 2 , CN, ═O and --N(H) n (CH 2 CH 2 OH) 2-n , in which n is a number of 0 or 1; Group KK: H, OH, NH 2 , CN and ═O.

Claim 30

Dependent Claim 214 words

A trisazo dye compound represented by the following general formula: ##STR52## wherein Q 1 is a p-phenylene group or 1,4-naphthylene group, each of which is unsubstituted or substituted by a group selected from the group consisting of SO 3 M, COOM, CH 3 , OCH 3 , NHCONH 2 and NHCOCH 3 , Q 2 is a p-phenylene group unsubstituted or substituted by a group selected from the group consisting of COOM, CH 3 , OCH 3 , NHCONH 2 and NHCOCH 3 , Y is a 6-membered ring containing 2 or 3 nitrogen atoms, X is a linking group for bonding a main body of the dye molecule to Y, R 9 is --N(H) m (CH 2 CH 2 OH) 2-m , in which m is a number of 0 or 1, R 10 is an atomic group selected from the following group J, R 11 is another atomic group selected from the following group KK, M is Na, K or ammonium, and k and l are individually a number of 0 or 1: Group J: H, OH, NH 2 , CN, ═O and --N(H) n (CH 2 CH 2 OH) 2-n , in which n is a number of 0 or 1; Group KK: H, OH, NH 2 , CN and ═O.

Claim 31

Dependent Claim 28 words

The compound according to claim 23, wherein X is selected from the following group L: Group L: --NH--, --NHCO--, --NHCOCH 2 CH 2 -- and --NHSO 2 --.

Claim 32

Dependent Claim 16 words

The compound according to claim 23, wherein Y is selected from the following group M: ##STR53##

Claim 33

Dependent Claim 29 words

The compound according to claim 23, which is selected from the group consisting of the following compounds IV-1 to IV-7: ##STR54## in which M is Na, K or ammonium.

Claim 34

Dependent Claim 236 words

An ink comprising a recording agent and a liquid medium for dissolving or dispersing the recording agent therein, wherein the recording agent comprises a trisazo dye represented by the following general formula: ##STR55## wherein Q 1 is a p-phenylene group or 1,4-naphthylene group, each of which is unsubstituted or substituted by a group selected from the group consisting of SO 3 M, COOM, CH 3 , OCH 3 , NHCONH 2 and NHCOCH 3 , Q 2 is a p-phenylene group unsubstituted or substituted by a group selected from the group consisting of COOM, CH 3 , OCH 3 , NHCONH 2 and NHCOCH 3 , Y is a 6-membered ring containing 2 or 3 nitrogen atoms, X is a linking group for bonding a main body of the dye molecule to Y, R 9 is --N(H) m (CH 2 CH 2 OH) 2-m , in which m is a number of 0 or 1, R 10 is an atomic group selected from the following group J, R 11 is another atomic group selected from the following group KK, M is Na, K or ammonium, and k and l are individually a number of 0 or 1: Group J: H, OH, NH 2 , CN, ═O and --N(H) n (CH 2 CH 2 OH) 2-n , in which n is a number of 0 or 1; Group KK: H, OH, NH 2 , CN and ═O.

Claim 35

Dependent Claim 236 words

An ink comprising a recording agent and a liquid medium for dissolving or dispersing the recording agent therein, wherein the recording agent comprises a trisazo dye represented by the following general formula: ##STR55## wherein Q 1 is a p-phenylene group or 1,4-naphthylene group, each of which is unsubstituted or substituted by a group selected from the group consisting of SO 3 M, COOM, CH 3 , OCH 3 , NHCONH 2 and NHCOCH 3 , Q 2 is a p-phenylene group unsubstituted or substituted by a group selected from the group consisting of COOM, CH 3 , OCH 3 , NHCONH 2 and NHCOCH 3 , Y is a 6-membered ring containing 2 or 3 nitrogen atoms, X is a linking group for bonding a main body of the dye molecule to Y, R 9 is --N(H) m (CH 2 CH 2 OH) 2-m , in which m is a number of 0 or 1, R 10 is an atomic group selected from the following group J, R 11 is another atomic group selected from the following group KK, M is Na, K or ammonium, and k and l are individually a number of 0 or 1: Group J: H, OH, NH 2 , CN, ═O and --N(H) n (CH 2 CH 2 OH) 2-n , in which n is a number of 0 or 1; Group KK: H, OH, NH 2 , CN and ═O.

Claim 36

Dependent Claim 28 words

The ink according to claim 27, wherein X is selected from the following group L: Group L: --NH--, --NHCO--, --NHCOCH 2 CH 2 -- and --NHSO 2 --.

Claim 37

Dependent Claim 16 words

The ink according to claim 27, wherein Y is selected from the following group M: ##STR56##

Claim 38

Dependent Claim 35 words

The ink according to claim 27, wherein the recording agent comprises at least one selected from the group consisting of the following compounds IV-1 to IV-7: ##STR57## in which M is Na, K or ammonium.

Claim 39

Dependent Claim 24 words

The ink according to any one of claims 2, 11, 19 and 27, wherein the pH of the ink ranges from 6 to 10.

Claim 40

Dependent Claim 36 words

The ink according to any one of claims 2, 11, 19 and 27, wherein the recording agent is contained in an amount of 0.1 to 15% by weight based on the total weight of the ink.

Claim 41

Dependent Claim 29 words

The ink according to any one of claims 2, 11, 19 and 27, wherein the liquid medium is a mixture of water and at least one water-soluble organic solvent.

Claim 42

Dependent Claim 28 words

The ink according to claim 33, wherein the water is contained in an amount of 10 to 97.5% by weight based on the total weight of the ink.

Claim 43

Dependent Claim 21 words

The ink according to any one of claims 2, 11, 19 and 27, which is suitable for use in ink-jet recording.

Claim 44

Dependent Claim 32 words

The ink according to claim 35, wherein the ink-jet recording is conducted in accordance with a system in which thermal energy is applied to the ink to eject droplets of the ink.

Claim 45

Dependent Claim 35 words

An ink-jet recording method comprising ejecting an ink in the form of ink droplets to make a record, wherein said ink is the ink according to any one of claims 2, 11, 19 and 27.

Claim 46

Dependent Claim 34 words

The ink-jet recording method according to claim 37, wherein the recording method is a method in which thermal energy is applied to the ink to eject the ink in the form of ink droplets.

Claim 47

Dependent Claim 45 words

A recording unit comprising an ink container portion with an ink held therein and a head from which the ink is ejected in the form of ink droplets, wherein said ink is the ink according to any one of claims 2, 11, 19 and 27.

Claim 48

Dependent Claim 25 words

The recording unit according to claim 39, wherein the recording head comprises a head which ejects ink droplets by applying thermal energy to the ink.

Claim 49

Dependent Claim 30 words

An ink cartridge comprising an ink container portion with an ink held therein, wherein said ink is the ink according to any one of claims 2, 11, 19 and 27.

Claim 50

Dependent Claim 50 words

An ink-let recording apparatus comprising a recording unit having an ink container portion with an ink held therein and a head from which the ink is ejected in the form of ink droplets, wherein said ink is the ink according to any one of claims 2, 11, 19 and 27.

Claim 51

Dependent Claim 25 words

The ink-jet recording apparatus according to claim 42, wherein the head comprises a head which ejects ink droplets by applying thermal energy to the ink.

Claim 52

Dependent Claim 51 words

An ink-jet recording apparatus comprising an ink cartridge having an ink container portion with an ink held therein, and a recording head from which the ink is ejected in the form of ink droplets, wherein said ink is the ink according to any one of claims 2, 11, 19 and 27.

Claim 53

Dependent Claim 30 words

The ink-jet recording apparatus according to claim 44, further comprising an ink feeder for feeding the ink held in the ink cartridge from the ink cartridge to the recording head.

Claim 54

Dependent Claim 26 words

The ink-jet recording apparatus according to claim 44, wherein the recording head comprises a head which ejects ink droplets by applying thermal energy to the ink.

Claim 55

Dependent Claim 26 words

The ink-jet recording apparatus according to claim 45, wherein the recording head comprises a head which ejects ink droplets by applying thermal energy to the ink.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1998-11-13	1999-05-15	1999-11-14	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	2002-11-13	2003-05-15	2003-11-14	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	2006-11-13	2007-05-15	2007-11-14	$7700.00	Window Closed / Lapsed

Azo dye compound, ink containing the same, and recording method and instrument using the ink

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