JP2016224102A5 - - Google Patents
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- Publication number
- JP2016224102A5 JP2016224102A5 JP2015107396A JP2015107396A JP2016224102A5 JP 2016224102 A5 JP2016224102 A5 JP 2016224102A5 JP 2015107396 A JP2015107396 A JP 2015107396A JP 2015107396 A JP2015107396 A JP 2015107396A JP 2016224102 A5 JP2016224102 A5 JP 2016224102A5
- Authority
- JP
- Japan
- Prior art keywords
- curable
- producing
- liquid developer
- developer according
- binder resin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000007788 liquid Substances 0.000 claims description 38
- 239000002245 particle Substances 0.000 claims description 20
- 229920005989 resin Polymers 0.000 claims description 19
- 239000011347 resin Substances 0.000 claims description 19
- 239000011230 binding agent Substances 0.000 claims description 17
- 239000006185 dispersion Substances 0.000 claims description 14
- 239000000049 pigment Substances 0.000 claims description 12
- 229920001225 polyester resin Polymers 0.000 claims description 6
- 239000004645 polyester resin Substances 0.000 claims description 6
- 239000002270 dispersing agent Substances 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- -1 vinyl ether compound Chemical class 0.000 claims description 4
- 238000005191 phase separation Methods 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 14
- 125000003118 aryl group Chemical group 0.000 claims 1
- 238000004821 distillation Methods 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 239000011259 mixed solution Substances 0.000 claims 1
- 238000010538 cationic polymerization reaction Methods 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- 239000003112 inhibitor Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- OPKOKAMJFNKNAS-UHFFFAOYSA-N N-methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- AYNZRGVSQNDHIX-UHFFFAOYSA-N n,n-dimethylicosan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCCCN(C)C AYNZRGVSQNDHIX-UHFFFAOYSA-N 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 239000006228 supernatant Substances 0.000 description 2
- BFIAIMMAHAIVFT-UHFFFAOYSA-N 1-[bis(2-hydroxybutyl)amino]butan-2-ol Chemical compound CCC(O)CN(CC(O)CC)CC(O)CC BFIAIMMAHAIVFT-UHFFFAOYSA-N 0.000 description 1
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 1
- RQJCIXUNHZZFMB-UHFFFAOYSA-N 1-ethenoxy-2-(2-ethenoxypropoxy)propane Chemical compound C=COCC(C)OCC(C)OC=C RQJCIXUNHZZFMB-UHFFFAOYSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical class CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- MIJDSYMOBYNHOT-UHFFFAOYSA-N 2-(ethylamino)ethanol Chemical compound CCNCCO MIJDSYMOBYNHOT-UHFFFAOYSA-N 0.000 description 1
- IUXYVKZUDNLISR-UHFFFAOYSA-N 2-(tert-butylamino)ethanol Chemical compound CC(C)(C)NCCO IUXYVKZUDNLISR-UHFFFAOYSA-N 0.000 description 1
- KRGXWTOLFOPIKV-UHFFFAOYSA-N 3-(methylamino)propan-1-ol Chemical compound CNCCCO KRGXWTOLFOPIKV-UHFFFAOYSA-N 0.000 description 1
- WOMTYMDHLQTCHY-UHFFFAOYSA-N 3-methylamino-1,2-propanediol Chemical compound CNCC(O)CO WOMTYMDHLQTCHY-UHFFFAOYSA-N 0.000 description 1
- OPUJAKVDYGQVHP-UHFFFAOYSA-N 4-(butylamino)butan-1-ol Chemical compound CCCCNCCCCO OPUJAKVDYGQVHP-UHFFFAOYSA-N 0.000 description 1
- PVNNOLUAMRODAC-UHFFFAOYSA-N 4-(ethylamino)butan-1-ol Chemical compound CCNCCCCO PVNNOLUAMRODAC-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- AKNUHUCEWALCOI-UHFFFAOYSA-N N-ethyldiethanolamine Chemical compound OCCN(CC)CCO AKNUHUCEWALCOI-UHFFFAOYSA-N 0.000 description 1
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 150000001339 alkali metal compounds Chemical class 0.000 description 1
- 150000001341 alkaline earth metal compounds Chemical class 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- NAPSCFZYZVSQHF-UHFFFAOYSA-N dimantine Chemical compound CCCCCCCCCCCCCCCCCCN(C)C NAPSCFZYZVSQHF-UHFFFAOYSA-N 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 229940102253 isopropanolamine Drugs 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- ICZKASVWFUJTEI-UHFFFAOYSA-N n,n-dimethyldocosan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCCCCCN(C)C ICZKASVWFUJTEI-UHFFFAOYSA-N 0.000 description 1
- YWFWDNVOPHGWMX-UHFFFAOYSA-N n,n-dimethyldodecan-1-amine Chemical compound CCCCCCCCCCCCN(C)C YWFWDNVOPHGWMX-UHFFFAOYSA-N 0.000 description 1
- WCVHUIPWSPEOIG-UHFFFAOYSA-N n,n-dimethylheptadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCCN(C)C WCVHUIPWSPEOIG-UHFFFAOYSA-N 0.000 description 1
- NHLUVTZJQOJKCC-UHFFFAOYSA-N n,n-dimethylhexadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCN(C)C NHLUVTZJQOJKCC-UHFFFAOYSA-N 0.000 description 1
- PKMWMAMVKCMWQG-UHFFFAOYSA-N n,n-dimethylnonadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCCN(C)C PKMWMAMVKCMWQG-UHFFFAOYSA-N 0.000 description 1
- AMAADDMFZSZCNT-UHFFFAOYSA-N n,n-dimethylnonan-1-amine Chemical compound CCCCCCCCCN(C)C AMAADDMFZSZCNT-UHFFFAOYSA-N 0.000 description 1
- PLXZCQQLUFNTPF-UHFFFAOYSA-N n,n-dimethylpentacosan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCN(C)C PLXZCQQLUFNTPF-UHFFFAOYSA-N 0.000 description 1
- SNHHYQWNNZIBLN-UHFFFAOYSA-N n,n-dimethylpentadecan-1-amine Chemical compound CCCCCCCCCCCCCCCN(C)C SNHHYQWNNZIBLN-UHFFFAOYSA-N 0.000 description 1
- PFPFHPHPGFCJND-UHFFFAOYSA-N n,n-dimethyltetracosan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCN(C)C PFPFHPHPGFCJND-UHFFFAOYSA-N 0.000 description 1
- SFBHPFQSSDCYSL-UHFFFAOYSA-N n,n-dimethyltetradecan-1-amine Chemical compound CCCCCCCCCCCCCCN(C)C SFBHPFQSSDCYSL-UHFFFAOYSA-N 0.000 description 1
- ORFRQNKZUWEXTC-UHFFFAOYSA-N n,n-dimethyltricosan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCCCCCCN(C)C ORFRQNKZUWEXTC-UHFFFAOYSA-N 0.000 description 1
- ADXNPXDFKKWVGE-UHFFFAOYSA-N n,n-dimethyltridecan-1-amine Chemical compound CCCCCCCCCCCCCN(C)C ADXNPXDFKKWVGE-UHFFFAOYSA-N 0.000 description 1
- MMWFTWUMBYZIRZ-UHFFFAOYSA-N n,n-dimethylundecan-1-amine Chemical compound CCCCCCCCCCCN(C)C MMWFTWUMBYZIRZ-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 229940056692 resinol Drugs 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- BHRZNVHARXXAHW-UHFFFAOYSA-N sec-butylamine Chemical compound CCC(C)N BHRZNVHARXXAHW-UHFFFAOYSA-N 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2015107396A JP6504917B2 (ja) | 2015-05-27 | 2015-05-27 | 硬化型液体現像剤の製造方法 |
| DE102016109776.4A DE102016109776A1 (de) | 2015-05-27 | 2016-05-27 | Verfahren zum Herstellen eines härtbaren Flüssigentwicklers und härtbarer Flüssigentwickler |
| US15/166,633 US9897936B2 (en) | 2015-05-27 | 2016-05-27 | Method of producing curable liquid developer and curable liquid developer |
| US15/877,887 US20180210362A1 (en) | 2015-05-27 | 2018-01-23 | Method of producing curable liquid developer and curable liquid developer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2015107396A JP6504917B2 (ja) | 2015-05-27 | 2015-05-27 | 硬化型液体現像剤の製造方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016224102A JP2016224102A (ja) | 2016-12-28 |
| JP2016224102A5 true JP2016224102A5 (https=) | 2018-07-05 |
| JP6504917B2 JP6504917B2 (ja) | 2019-04-24 |
Family
ID=57281719
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015107396A Expired - Fee Related JP6504917B2 (ja) | 2015-05-27 | 2015-05-27 | 硬化型液体現像剤の製造方法 |
Country Status (3)
| Country | Link |
|---|---|
| US (2) | US9897936B2 (https=) |
| JP (1) | JP6504917B2 (https=) |
| DE (1) | DE102016109776A1 (https=) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016190410A1 (ja) | 2015-05-27 | 2016-12-01 | キヤノン株式会社 | 記録物及び画像形成方法 |
| JP6501615B2 (ja) | 2015-05-27 | 2019-04-17 | キヤノン株式会社 | 液体現像剤及び該液体現像剤の製造方法 |
| US9891547B2 (en) * | 2015-05-27 | 2018-02-13 | Canon Kabushiki Kaisha | Ultraviolet-curable liquid developer |
| US9891546B2 (en) * | 2015-05-27 | 2018-02-13 | Canon Kabushiki Kaisha | Ultraviolet-curable liquid developer |
| EP3098659A1 (en) * | 2015-05-27 | 2016-11-30 | Canon Kabushiki Kaisha | Curable liquid developer and image-forming method using curable liquid developer |
| EP3151067A1 (en) | 2015-09-30 | 2017-04-05 | Canon Kabushiki Kaisha | Curable liquid developer |
| JP6161772B1 (ja) * | 2016-07-29 | 2017-07-12 | 東洋インキＳｃホールディングス株式会社 | ホワイト液体現像剤及びその製造方法、またそれを用いた印刷物 |
| US20180348658A1 (en) * | 2017-05-31 | 2018-12-06 | Canon Kabushiki Kaisha | Curable liquid developer and method for producing curable liquid developer |
| US10545424B2 (en) | 2017-09-28 | 2020-01-28 | Canon Kabushiki Kaisha | Liquid developer and method of producing liquid developer |
| JP7140609B2 (ja) | 2017-09-28 | 2022-09-21 | キヤノン株式会社 | 液体現像剤及び該液体現像剤の製造方法 |
| US10423084B2 (en) | 2017-11-20 | 2019-09-24 | Canon Kabushiki Kaisha | Method for producing liquid developer |
Family Cites Families (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3730288A1 (de) * | 1986-09-09 | 1988-03-17 | Fuji Photo Film Co Ltd | Fluessiger entwickler fuer die elektrostatische photographie |
| US5106716A (en) * | 1989-06-14 | 1992-04-21 | Fuji Photo Film Co., Ltd. | Liquid developer for electrostatic photography |
| JP3442406B2 (ja) * | 1990-03-30 | 2003-09-02 | ゼロックス・コーポレーション | 硬化性液体ベヒクルを有する液体現像剤 |
| US5364726A (en) | 1990-03-30 | 1994-11-15 | Xerox Corporation | Liquid developers having curable liquid vehicles |
| JP2661835B2 (ja) | 1992-03-27 | 1997-10-08 | 日立造船株式会社 | 高速シリンダーを使用したプレス機械 |
| JPH0626078A (ja) | 1992-07-03 | 1994-02-01 | Kubota Corp | バックホウ |
| US5459007A (en) * | 1994-05-26 | 1995-10-17 | Xerox Corporation | Liquid developer compositions with block copolymers |
| JP2003026978A (ja) | 1998-09-08 | 2003-01-29 | Ricoh Co Ltd | 記録液体 |
| JP4441995B2 (ja) | 2000-06-28 | 2010-03-31 | 三菱化学株式会社 | 光重合性組成物、光重合性着色組成物およびカラーフィルター |
| WO2002031066A1 (en) | 2000-10-10 | 2002-04-18 | Toyo Ink Mfg. Co., Ltd. | Actinic radiation curing jet printing ink |
| JP4061876B2 (ja) | 2000-10-10 | 2008-03-19 | 東洋インキ製造株式会社 | 活性エネルギー線硬化型インクジェットインキ |
| JP2003342503A (ja) | 2002-05-28 | 2003-12-03 | Konica Minolta Holdings Inc | インクジェット記録用ブラックインクおよび画像形成方法 |
| JP5175548B2 (ja) * | 2005-06-27 | 2013-04-03 | サカタインクス株式会社 | 液体現像剤の製造方法およびその製造方法により得られた液体現像剤 |
| US8722302B2 (en) | 2007-09-28 | 2014-05-13 | Sakata Inx Corp. | Method for producing liquid developer |
| JP5010436B2 (ja) * | 2007-11-12 | 2012-08-29 | サカタインクス株式会社 | 液体現像剤 |
| KR101251750B1 (ko) | 2008-06-02 | 2013-04-05 | 캐논 가부시끼가이샤 | 수지 미립자의 수계 분산체, 수지 미립자의 수계 분산체의 제조 방법 및 토너 입자의 제조 방법 |
| JP5277800B2 (ja) * | 2008-09-03 | 2013-08-28 | セイコーエプソン株式会社 | 液体現像剤 |
| US8697327B2 (en) | 2009-05-28 | 2014-04-15 | Canon Kabushiki Kaisha | Toner production process and toner |
| JP5636958B2 (ja) * | 2010-12-29 | 2014-12-10 | 富士ゼロックス株式会社 | 液体現像剤、現像剤カートリッジ、画像形成方法、及び画像形成装置 |
| US8815484B2 (en) | 2011-10-12 | 2014-08-26 | Canon Kabushiki Kaisha | Toner including compound having bisazo skeleton |
| EP2820481A4 (en) | 2012-02-29 | 2015-11-18 | Canon Kk | TONER MAGENTA CONTAINING A COMPOUND HAVING AN AZO SKELET |
| CN104137001A (zh) | 2012-02-29 | 2014-11-05 | 佳能株式会社 | 包含具有偶氮骨架的化合物的青色调色剂 |
| US20140356779A1 (en) | 2012-02-29 | 2014-12-04 | Canon Kabuahik Kaisha | Black toner containing compound having azo skeleton |
| US9057970B2 (en) | 2012-03-09 | 2015-06-16 | Canon Kabushiki Kaisha | Method for producing core-shell structured resin microparticles and core-shell structured toner containing core-shell structured resin microparticles |
| US9348247B2 (en) | 2012-05-10 | 2016-05-24 | Canon Kabushiki Kaisha | Toner and method of producing toner |
| EP2955579A4 (en) * | 2013-02-08 | 2016-09-07 | Sakata Inx Corp | LIQUID DEVELOPER |
| JP6381358B2 (ja) | 2013-08-26 | 2018-08-29 | キヤノン株式会社 | トナー |
| AU2014355607B2 (en) | 2013-11-28 | 2017-04-20 | Canon Kabushiki Kaisha | Ultraviolet-Curable Liquid Developer |
| US9556290B2 (en) | 2014-04-01 | 2017-01-31 | Canon Kabushiki Kaisha | Method for producing compound having colorant structure at main chain terminal of polymer, and pigment dispersant, pigment composition, pigment dispersion and toner containing compound obtained by the production method |
| US9715187B2 (en) | 2014-04-01 | 2017-07-25 | Canon Kabushiki Kaisha | Method of producing a compound having a colorant structure, and toner containing a compound obtained by the production method |
-
2015
- 2015-05-27 JP JP2015107396A patent/JP6504917B2/ja not_active Expired - Fee Related
-
2016
- 2016-05-27 DE DE102016109776.4A patent/DE102016109776A1/de not_active Ceased
- 2016-05-27 US US15/166,633 patent/US9897936B2/en not_active Expired - Fee Related
-
2018
- 2018-01-23 US US15/877,887 patent/US20180210362A1/en not_active Abandoned
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