JP2018162441A5 - - Google Patents
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- JP2018162441A5 JP2018162441A5 JP2018022727A JP2018022727A JP2018162441A5 JP 2018162441 A5 JP2018162441 A5 JP 2018162441A5 JP 2018022727 A JP2018022727 A JP 2018022727A JP 2018022727 A JP2018022727 A JP 2018022727A JP 2018162441 A5 JP2018162441 A5 JP 2018162441A5
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- alkoxy
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- 125000004432 carbon atoms Chemical group C* 0.000 claims 36
- 125000003545 alkoxy group Chemical group 0.000 claims 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 13
- 125000000542 sulfonic acid group Chemical group 0.000 claims 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 11
- 125000002843 carboxylic acid group Chemical group 0.000 claims 10
- 239000003960 organic solvent Substances 0.000 claims 8
- 125000000217 alkyl group Chemical group 0.000 claims 7
- 125000003277 amino group Chemical group 0.000 claims 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims 6
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 6
- 125000004414 alkyl thio group Chemical group 0.000 claims 5
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 5
- 150000001875 compounds Chemical class 0.000 claims 5
- MTHSVFCYNBDYFN-UHFFFAOYSA-N Diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims 4
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 4
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 4
- 238000004040 coloring Methods 0.000 claims 4
- 125000005843 halogen group Chemical group 0.000 claims 4
- 239000000463 material Substances 0.000 claims 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 4
- 229920001223 polyethylene glycol Polymers 0.000 claims 4
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims 3
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 3
- 125000001424 substituent group Chemical group 0.000 claims 3
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-Propanediol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims 2
- QQLILYBIARWEIF-UHFFFAOYSA-N 2-(2-hydroxyethylsulfonyl)ethanol Chemical compound OCCS(=O)(=O)CCO QQLILYBIARWEIF-UHFFFAOYSA-N 0.000 claims 2
- 239000002202 Polyethylene glycol Substances 0.000 claims 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N Triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 claims 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 2
- 150000001340 alkali metals Chemical class 0.000 claims 2
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 125000005184 naphthylamino group Chemical group C1(=CC=CC2=CC=CC=C12)N* 0.000 claims 2
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 claims 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 claims 1
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 claims 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 1
- 235000011187 glycerol Nutrition 0.000 claims 1
- ZWVMLYRJXORSEP-UHFFFAOYSA-N hexane-1,2,6-triol Chemical compound OCCCCC(O)CO ZWVMLYRJXORSEP-UHFFFAOYSA-N 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
Claims (10)
前記色材が、下記一般式(1)で表される化合物であり、
前記水溶性有機溶剤が、2つ以上のヒドロキシ基を有し、かつ、LogP値が−1.88以上−1.09以下である第1水溶性有機溶剤を含み、
前記第1水溶性有機溶剤の含有量(質量%)が、前記色材の含有量(質量%)に対する質量比率で、5.0倍以上30.0倍以下であることを特徴とする水性インク。
(前記一般式(1)中、R1、R2、及びR3は、それぞれ独立に、水素原子;カルボン酸基;スルホン酸基;ヒドロキシ基;アセチルアミノ基;ハロゲン原子;シアノ基;ニトロ基;スルファモイル基;炭素数1乃至4のアルキル基;炭素数1乃至4のアルコキシ基;ヒドロキシ基、炭素数1乃至4のアルコキシ基、スルホン酸基、及びカルボン酸基からなる群より選択される少なくとも1種の基で置換された炭素数1乃至4のアルコキシ基;炭素数1乃至4のアルキルスルホニル基;又はヒドロキシ基、スルホン酸基、及びカルボン酸基からなる群より選択される少なくとも1種の基で置換された炭素数1乃至4のアルキルスルホニル基;を表す。
R4及びR5は、それぞれ独立に、炭素数1乃至4のアルキルチオ基;ヒドロキシ基、スルホン酸基、及びカルボン酸基からなる群より選択される少なくとも1種の基で置換された炭素数1乃至4のアルキルチオ基;炭素数1乃至4のアルコキシ基;又はヒドロキシ基、スルホン酸基、及びカルボン酸基からなる群より選択される少なくとも1種の基で置換された炭素数1乃至4のアルコキシ基;を表す。
R6は、水素原子;カルボン酸基;スルホン酸基;炭素数1乃至4のアルキルカルボニルアミノ基;ハロゲン原子;炭素数1乃至4のアルキル基;炭素数1乃至4のアルコキシ基;又はヒドロキシ基、炭素数1乃至4のアルコキシ基、スルホン酸基、及びカルボン酸基からなる群より選択される少なくとも1種の基で置換された炭素数1乃至4のアルコキシ基;を表す。
R7は、スルホン酸基が置換した、アニリノ基又はナフチルアミノ基を表し、さらに、スルホン酸基;カルボン酸基;リン酸基;スルファモイル基;カルバモイル基;ヒドロキシ基;炭素数1乃至6のアルコキシ基;アミノ基;モノ−又はジ−炭素数1乃至6のアルキルアミノ基;モノ−又はジ−アリールアミノ基;アセチルアミノ基;ウレイド基;炭素数1乃至6のアルキル基;ニトロ基;シアノ基;ハロゲン原子;炭素数1乃至6のアルキルスルホニル基;及び炭素数1乃至6のアルキルチオ基;からなる群より選択される少なくとも1種の置換基を有してもよい。
R8は、アニリノ基;ナフチルアミノ基;モノ−又はジ−炭素数1乃至6のアルキルアミノ基;モノ−又はジ−アリールアミノ基;アミノ基;炭素数1乃至6のアルキルチオ基;フェニルチオ基;フェノキシ基;炭素数1乃至6のアルコキシ基;又はヒドロキシ基;を表し、さらに、スルホン酸基;カルボン酸基;リン酸基;スルファモイル基;カルバモイル基;ヒドロキシ基;炭素数1乃至6のアルコキシ基;アミノ基;モノ−又はジ−炭素数1乃至6のアルキルアミノ基;モノ−又はジ−アリールアミノ基;アセチルアミノ基;ウレイド基;炭素数1乃至6のアルキル基;ニトロ基;フェニル基;フリル基;ピリジル基;シアノ基;ハロゲン原子;炭素数1乃至6のアルキルスルホニル基;及び炭素数1乃至6のアルキルチオ基;からなる群より選択される少なくとも1種の置換基を有してもよい。
R9は、複素芳香環、又は複素芳香環がアゾ基を介して結合した芳香環を表し、これらの環には、炭素数1乃至4のアルキル基;スルホン酸基;カルボン酸基;リン酸基;スルファモイル基;カルバモイル基;ヒドロキシ基;炭素数1乃至4のアルコキシ基;スルホン酸基で置換された炭素数1乃至4のアルコキシ基;シアノ基;アミノ基;及び炭素数1乃至4のアルキルカルボニルアミノ基;からなる群より選択される少なくとも1種の置換基を有してもよい。) A water-based ink for inkjet that contains a coloring material and a water-soluble organic solvent.
The coloring material is a compound represented by the following general formula (1).
The water-soluble organic solvent contains a first water-soluble organic solvent having two or more hydroxy groups and having a LogP value of -1.88 or more and -1.09 or less.
A water-based ink characterized in that the content (mass%) of the first water-soluble organic solvent is 5.0 times or more and 30.0 times or less in terms of mass ratio with respect to the content (mass%) of the coloring material. ..
(In the general formula (1), R 1 , R 2 and R 3 are independently hydrogen atoms; carboxylic acid groups; sulfonic acid groups; hydroxy groups; acetylamino groups; halogen atoms; cyano groups; nitro groups. Sulfamoyl group; alkyl group having 1 to 4 carbon atoms; alkoxy group having 1 to 4 carbon atoms; at least selected from the group consisting of hydroxy group, alkoxy group having 1 to 4 carbon atoms, sulfonic acid group, and carboxylic acid group. At least one selected from the group consisting of an alkoxy group having 1 to 4 carbon atoms substituted with one group; an alkylsulfonyl group having 1 to 4 carbon atoms; or a hydroxy group, a sulfonic acid group, and a carboxylic acid group. Represents an alkylsulfonyl group having 1 to 4 carbon atoms substituted with a group;
R 4 and R 5 are each independently substituted with at least one group selected from the group consisting of an alkylthio group having 1 to 4 carbon atoms; a hydroxy group, a sulfonic acid group, and a carboxylic acid group. Alkylthio groups to 4; alkoxy groups having 1 to 4 carbon atoms; or alkoxy groups having 1 to 4 carbon atoms substituted with at least one group selected from the group consisting of hydroxy groups, sulfonic acid groups, and carboxylic acid groups. Group; represents.
R 6 is a hydrogen atom; a carboxylic acid group; a sulfonic acid group; an alkylcarbonylamino group having 1 to 4 carbon atoms; a halogen atom; an alkyl group having 1 to 4 carbon atoms; an alkoxy group having 1 to 4 carbon atoms; or a hydroxy group. , An alkoxy group having 1 to 4 carbon atoms substituted with at least one group selected from the group consisting of an alkoxy group having 1 to 4 carbon atoms, a sulfonic acid group, and a carboxylic acid group;
R 7 represents an anilino group or a naphthylamino group substituted with a sulfonic acid group, and further, a sulfonic acid group; a carboxylic acid group; a phosphoric acid group; a sulfamoyl group; a carbamoyl group; a hydroxy group; an alkoxy having 1 to 6 carbon atoms. Group; Amino group; Mono- or di-alkylamino group with 1 to 6 carbon atoms; Mono- or di-arylamino group; Acetylamino group; Ureid group; Alkyl group with 1 to 6 carbon atoms; Nitro group; Cyano group It may have at least one substituent selected from the group consisting of a halogen atom; an alkylsulfonyl group having 1 to 6 carbon atoms; and an alkylthio group having 1 to 6 carbon atoms.
R 8 is an anilino group; a naphthylamino group; a mono- or di-alkylamino group having 1 to 6 carbon atoms; a mono- or di-arylamino group; an amino group; an alkylthio group having 1 to 6 carbon atoms; a phenylthio group; It represents a phenoxy group; an alkoxy group having 1 to 6 carbon atoms; or a hydroxy group; and further, a sulfonic acid group; a carboxylic acid group; a phosphoric acid group; a sulfamoyl group; a carbamoyl group; a hydroxy group; an alkoxy group having 1 to 6 carbon atoms. Amino group; mono- or di-alkylamino group with 1 to 6 carbon atoms; mono- or di-arylamino group; acetylamino group; ureido group; alkyl group with 1 to 6 carbon atoms; nitro group; phenyl group; Even if it has at least one substituent selected from the group consisting of a frill group; a pyridyl group; a cyano group; a halogen atom; an alkylsulfonyl group having 1 to 6 carbon atoms; and an alkylthio group having 1 to 6 carbon atoms; Good.
R 9 represents a heteroaromatic ring or an aromatic ring in which a heteroaromatic ring is bonded via an azo group, and these rings have an alkyl group having 1 to 4 carbon atoms; a sulfonic acid group; a carboxylic acid group; a phosphoric acid. Group; sulfamoyl group; carbamoyl group; hydroxy group; alkoxy group having 1 to 4 carbon atoms; alkoxy group having 1 to 4 carbon atoms substituted with a sulfonic acid group; cyano group; amino group; and alkyl having 1 to 4 carbon atoms. It may have at least one substituent selected from the group consisting of carbonylamino groups; )
(前記一般式(2)中、R10は炭素数1乃至4のアルキル基を表す。R11はカルバモイル基、シアノ基、アミノ基、又は炭素数1乃至4のアルキルカルボニルアミノ基を表す。R12は水素原子又は炭素数1乃至4のアルコキシ基を表す。Mはそれぞれ独立に、水素原子、アルカリ金属、アンモニウム、又は有機アンモニウムを表す。a、b、c、及びdは、それぞれ独立に、1以上4以下の整数を表し、eは1又は2を表す。) The water-based ink according to claim 1, wherein the compound represented by the general formula (1) is a compound represented by the following general formula (2).
(In the general formula (2), R 10 represents an alkyl group having 1 to 4 carbon atoms. R 11 represents a carbamoyl group, a cyano group, an amino group, or an alkylcarbonylamino group having 1 to 4 carbon atoms. 12 represents a hydrogen atom or an alkoxy group having 1 to 4 carbon atoms. M each independently represents a hydrogen atom, an alkali metal, ammonium, or an organic ammonium. A, b, c, and d are independent of each other. It represents an integer of 1 or more and 4 or less, and e represents 1 or 2.)
(前記一般式(3)中、R11はカルバモイル基、シアノ基、アミノ基、又は炭素数1乃至4のアルキルカルボニルアミノ基を表す。R12は水素原子又は炭素数1乃至4のアルコキシ基を表す。Mはそれぞれ独立に、水素原子、アルカリ金属、アンモニウム、又は有機アンモニウムを表す。a、b、c、及びdは、それぞれ独立に、1以上4以下の整数を表し、eは1又は2を表す。) The water-based ink according to claim 2, wherein the compound represented by the general formula (2) is a compound represented by the following general formula (3).
(In the general formula (3), R 11 represents a carbamoyl group, a cyano group, an amino group, or an alkylcarbonylamino group having 1 to 4 carbon atoms. R 12 represents a hydrogen atom or an alkoxy group having 1 to 4 carbon atoms. M represents a hydrogen atom, an alkali metal, ammonium, or an organic ammonium independently. A, b, c, and d independently represent an integer of 1 or more and 4 or less, and e represents 1 or 2. Represents.)
前記インクが、請求項1乃至8のいずれか1項に記載の水性インクであることを特徴とするインクカートリッジ。 An ink cartridge including an ink and an ink accommodating portion for accommodating the ink.
An ink cartridge according to any one of claims 1 to 8, wherein the ink is the water-based ink.
前記インクが、請求項1乃至8のいずれか1項に記載の水性インクであることを特徴とするインクジェット記録方法。 An inkjet recording method in which ink is ejected from an inkjet recording head and an image is recorded on a recording medium.
The inkjet recording method, wherein the ink is the water-based ink according to any one of claims 1 to 8.
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US15/915,225 US10240053B2 (en) | 2017-03-24 | 2018-03-08 | Aqueous ink, ink cartridge, and ink jet recording method |
EP18161672.3A EP3378911B1 (en) | 2017-03-24 | 2018-03-14 | Aqueous ink, ink cartridge, and ink jet recording method |
CN201810245704.3A CN108624147B (en) | 2017-03-24 | 2018-03-23 | Aqueous ink, ink cartridge, and ink jet recording method |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2017058409 | 2017-03-24 | ||
JP2017058409 | 2017-03-24 |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2018162441A JP2018162441A (en) | 2018-10-18 |
JP2018162441A5 true JP2018162441A5 (en) | 2021-03-25 |
JP6965175B2 JP6965175B2 (en) | 2021-11-10 |
Family
ID=63859151
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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JP2018022727A Active JP6965175B2 (en) | 2017-03-24 | 2018-02-13 | Water-based inks, ink cartridges, and inkjet recording methods |
Country Status (1)
Country | Link |
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JP (1) | JP6965175B2 (en) |
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2018
- 2018-02-13 JP JP2018022727A patent/JP6965175B2/en active Active
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