JP2015105295A5 - Method for producing block copolymer and method for producing toner - Google Patents
Method for producing block copolymer and method for producing toner Download PDFInfo
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- JP2015105295A5 JP2015105295A5 JP2013246984A JP2013246984A JP2015105295A5 JP 2015105295 A5 JP2015105295 A5 JP 2015105295A5 JP 2013246984 A JP2013246984 A JP 2013246984A JP 2013246984 A JP2013246984 A JP 2013246984A JP 2015105295 A5 JP2015105295 A5 JP 2015105295A5
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- Prior art keywords
- block
- block copolymer
- producing
- polyester
- monomer
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- 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.)
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- 229920001400 block copolymer Polymers 0.000 title claims description 19
- 238000004519 manufacturing process Methods 0.000 title claims description 9
- 239000000178 monomer Substances 0.000 claims description 15
- 229920000728 polyester Polymers 0.000 claims description 11
- PPBRXRYQALVLMV-UHFFFAOYSA-N styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 10
- 229920002554 vinyl polymer Polymers 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 7
- 150000002009 diols Chemical class 0.000 claims description 6
- 238000006482 condensation reaction Methods 0.000 claims description 5
- 150000001990 dicarboxylic acid derivatives Chemical class 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 5
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 4
- 150000001733 carboxylic acid esters Chemical class 0.000 claims description 4
- 239000002245 particle Substances 0.000 claims description 4
- 239000011230 binding agent Substances 0.000 claims description 2
- 239000003086 colorant Substances 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 239000002994 raw material Substances 0.000 claims description 2
- 239000011347 resin Substances 0.000 claims description 2
- 229920005989 resin Polymers 0.000 claims description 2
- -1 aliphatic dicarboxylic acid Chemical class 0.000 claims 2
- 229920001577 copolymer Polymers 0.000 claims 1
Description
前記課題は下記の本発明によって解決される。
即ち本発明は、ブロック共重合体を含有する結着樹脂及び着色剤を含有するトナー粒子を有するトナーの製造方法であって、
該ブロック共重合体が、ポリエステルブロックと、スチレンモノマーを主成分とするビニルモノマー原料から生成されたビニルポリマーブロックと、を含有し、
下記工程１により、該ブロック共重合体を生成する工程、及び
該ブロック共重合体を含有する該トナー粒子を得る工程、
を有する。
工程１：片末端または両末端がカルボン酸またはカルボン酸エステルである該ビニルポリマーブロックに、溶解パラメータ（ＳＰ値）が７．６乃至１２．２である有機溶媒の存在下、該ポリエステルブロックを生成するジカルボン酸及びジオールを主成分とするモノマーを縮合反応させ、ブロック共重合体を生成する工程。
また本発明は、ポリエステルブロックと、スチレンモノマーを主成分とするビニルモノマー原料から生成されたビニルポリマーブロックと、を含有するブロック共重合体の製造方法であって、下記工程１を有する。
工程１：片末端又は両末端がカルボン酸又はカルボン酸エステルである、スチレンモノマーを主成分とするビニルモノマーから生成されたビニルポリマーブロック及び溶解パラメータ（ＳＰ値）が７．６乃至１２．２である有機溶媒の存在下、ポリエステルブロックを生成するジカルボン酸及びジオールを主成分とするモノマーを縮合反応させてブロック共重合体を生成する工程。
The above problems are solved by the present invention described below.
That is, the present invention is a method for producing a toner having toner particles containing a binder resin containing a block copolymer and a colorant,
The block copolymer contains a polyester block and a vinyl polymer block produced from a vinyl monomer raw material mainly composed of a styrene monomer,
A step of producing the block copolymer by the following step 1, and
Obtaining the toner particles containing the block copolymer;
Have
Step 1: The polyester block is produced in the presence of an organic solvent having a solubility parameter (SP value) of 7.6 to 12.2 in the vinyl polymer block having one or both ends being a carboxylic acid or a carboxylic ester. A step of subjecting a monomer mainly composed of a dicarboxylic acid and a diol to a condensation reaction to produce a block copolymer.
The present invention includes a polyester block, a process for the preparation of block copolymers containing a vinyl polymer block generated from a vinyl monomer material composed mainly of styrene monomer, having the following steps 1.
Step 1: One end or both ends are a carboxylic acid or a carboxylic acid ester, a vinyl polymer block produced from a vinyl monomer mainly composed of a styrene monomer, and a solubility parameter (SP value) of 7.6 to 12.2. The process of producing | generating a block copolymer by carrying out the condensation reaction of the monomer which has as a main component the dicarboxylic acid and diol which produce | generate a polyester block in presence of a certain organic solvent.
Claims (5)
該ブロック共重合体が、ポリエステルブロックと、スチレンモノマーを主成分とするビニルモノマー原料から生成されたビニルポリマーブロックと、を含有し、The block copolymer contains a polyester block and a vinyl polymer block produced from a vinyl monomer raw material mainly composed of a styrene monomer,
下記工程１により、該ブロック共重合体を生成する工程、及びA step of producing the block copolymer by the following step 1, and
該ブロック共重合体を含有する該トナー粒子を得る工程、Obtaining the toner particles containing the block copolymer;
を有することを特徴とするトナーの製造方法。A method for producing a toner, comprising:
工程１：片末端または両末端がカルボン酸またはカルボン酸エステルである該ビニルポリマーブロックに、溶解パラメータ（ＳＰ値）が７．６乃至１２．２である有機溶媒の存在下、該ポリエステルブロックを生成するジカルボン酸及びジオールを主成分とするモノマーを縮合反応させ、ブロック共重合体を生成する工程。Step 1: The polyester block is produced in the presence of an organic solvent having a solubility parameter (SP value) of 7.6 to 12.2 in the vinyl polymer block having one or both ends being a carboxylic acid or a carboxylic ester. A step of subjecting a monomer mainly composed of a dicarboxylic acid and a diol to a condensation reaction to produce a block copolymer.
下記工程１を有することを特徴とするブロック共重合体の製造方法。
工程１：片末端または両末端がカルボン酸またはカルボン酸エステルである該ビニルポリマーブロックに、溶解パラメータ（ＳＰ値）が７．６乃至１２．２である有機溶媒の存在下、該ポリエステルブロックを生成するジカルボン酸及びジオールを主成分とするモノマーを縮合反応させ、ブロック共重合体を生成する工程。 Polyester blocks, a process for the preparation of a block copolymer containing a vinyl polymer block generated from a vinyl monomer material composed mainly of a styrene monomer,
The manufacturing method of the block copolymer characterized by having the following process 1.
Step 1: The polyester block is produced in the presence of an organic solvent having a solubility parameter (SP value) of 7.6 to 12.2 in the vinyl polymer block having one or both ends being a carboxylic acid or a carboxylic ester. A step of subjecting a monomer mainly composed of a dicarboxylic acid and a diol to a condensation reaction to produce a block copolymer.
工程２：該ビニルポリマーブロックに該ポリエステルブロックのモノマーとして該ジオールのみを加え、該ビニルポリマーブロックと該ジオールとを反応させる工程。
工程３：工程２に引き続き、さらにジカルボン酸を加え、縮合し、ブロック共重合体を生成する工程。 The method for producing a block copolymer according to claim 2 or 3 , wherein the step 1 comprises the following steps 2 and 3.
Step 2: A step of adding only the diol as a monomer of the polyester block to the vinyl polymer block and reacting the vinyl polymer block with the diol.
Process 3: The process of adding a dicarboxylic acid further after process 2, and condensing, and producing | generating a block copolymer.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2013246984A JP6320006B2 (en) | 2013-11-29 | 2013-11-29 | Method for producing block copolymer and method for producing toner |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2013246984A JP6320006B2 (en) | 2013-11-29 | 2013-11-29 | Method for producing block copolymer and method for producing toner |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015105295A JP2015105295A (en) | 2015-06-08 |
| JP2015105295A5 true JP2015105295A5 (en) | 2016-11-10 |
| JP6320006B2 JP6320006B2 (en) | 2018-05-09 |
Family
ID=53435640
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013246984A Active JP6320006B2 (en) | 2013-11-29 | 2013-11-29 | Method for producing block copolymer and method for producing toner |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP6320006B2 (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6494421B2 (en) * | 2015-05-28 | 2019-04-03 | キヤノン株式会社 | Toner production method and block polymer production method |
| JP6624845B2 (en) * | 2015-08-17 | 2019-12-25 | キヤノン株式会社 | Method for producing resin composition and method for producing resin particles |
| JP6762780B2 (en) * | 2016-06-30 | 2020-09-30 | キヤノン株式会社 | Toner and developing equipment |
| JP6833373B2 (en) * | 2016-07-13 | 2021-02-24 | キヤノン株式会社 | Toner and toner manufacturing method |
| JP6829276B2 (en) * | 2018-04-25 | 2021-02-10 | 三洋化成工業株式会社 | Toner binder |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0259868B1 (en) * | 1986-09-10 | 1992-01-22 | Mitsubishi Rayon Co., Ltd. | Thermoplastic resins having excellent thermal resistance and moldability and processes for preparing same |
| JPH0816796B2 (en) * | 1988-02-19 | 1996-02-21 | 三洋化成工業株式会社 | Binder for toner |
| JPH02308261A (en) * | 1989-05-24 | 1990-12-21 | Konica Corp | Production of binder resin for toner and toner for developing electrostatic charge image |
| JP3090753B2 (en) * | 1992-01-20 | 2000-09-25 | 三菱レイヨン株式会社 | Crosslinked resin for image forming toner |
| JPH05279460A (en) * | 1992-04-02 | 1993-10-26 | Unitika Ltd | Aromatic polyester/polystyrene-based copolymer and its production |
| JP4343672B2 (en) * | 2003-04-07 | 2009-10-14 | キヤノン株式会社 | Color toner for full color image formation |
| JP5390848B2 (en) * | 2008-12-10 | 2014-01-15 | 花王株式会社 | Crystalline resin for toner |
-
2013
- 2013-11-29 JP JP2013246984A patent/JP6320006B2/en active Active
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