JP2021116336A5 - - Google Patents
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- JP2021116336A5 JP2021116336A5 JP2020009635A JP2020009635A JP2021116336A5 JP 2021116336 A5 JP2021116336 A5 JP 2021116336A5 JP 2020009635 A JP2020009635 A JP 2020009635A JP 2020009635 A JP2020009635 A JP 2020009635A JP 2021116336 A5 JP2021116336 A5 JP 2021116336A5
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- JP
- Japan
- Prior art keywords
- ion
- defibration
- reaction
- group
- production method
- 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.)
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- 239000000654 additive Substances 0.000 claims description 8
- 230000000996 additive effect Effects 0.000 claims description 8
- 230000001737 promoting effect Effects 0.000 claims description 8
- 229920002678 cellulose Polymers 0.000 claims description 6
- 239000001913 cellulose Substances 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 150000002500 ions Chemical class 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 239000000010 aprotic solvent Substances 0.000 claims description 3
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 150000001408 amides Chemical class 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 claims description 2
- 150000003222 pyridines Chemical class 0.000 claims description 2
- 150000004040 pyrrolidinones Chemical class 0.000 claims description 2
- 150000003462 sulfoxides Chemical class 0.000 claims description 2
- 229920001410 Microfiber Polymers 0.000 claims 1
- 239000003658 microfiber Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- -1 vinyl carboxylate ester Chemical class 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
Description
すなわち本発明は、以下の構成からなることを特徴とし、上記課題を解決するものである。
［１］ ドナー数２６以上の非プロトン性溶媒と、カルボン酸ビニルエステル、反応及び／又は解繊促進添加剤と、を含む解繊溶液をセルロースに浸透させて、セルロースを解繊することを含むセルロース微細繊維の製造方法であって、前記反応及び／又は解繊促進添加剤が、下記式（１）で示される４級アンモニウム塩である製造方法：
Ｘ − （Ｒ１）（Ｒ２）（Ｒ３）Ｎ ＋ −Ｒ４−Ｙ （１）
（式中、Ｘ − は、フッ素イオン、塩素イオン、臭素イオン、ヨウ素イオン、炭酸イオン、水酸化物イオン、硝酸イオン、硫酸イオン、テトラフルオロホウ素イオン及びヘキサフルオロホウ素イオンのいずれかを表し、Ｒ１、Ｒ２、Ｒ３はそれぞれ独立して炭素数が１〜２４のアルキル基、シクロアルキル基またはアリール基を表し、Ｒ４は炭素数が１〜６のアルキレン基、ＹはＯＨ、ＳＨ又はＮＨ ２ を表す）。
［２］ 前記ドナー数２６以上の非プロトン性溶媒が、スルホキシド類、ピリジン類、ピロリドン類およびアミド類からなる群より選択される少なくとも１種である、前記［１］に記載の製造方法。
［３］ 前記反応及び／又は解繊促進添加剤の含有割合が、解繊溶液全体に対して０．１重量％〜２０重量％である前記［１］又は前記［２］に記載の製造方法。
That is, the present invention is characterized by having the following configuration, and solves the above-mentioned problems.
[1] The defibration solution containing an aprotic solvent having 26 or more donors, a carboxylic acid vinyl ester, a reaction and / or a defibration promoting additive is permeated into cellulose to defibrate the cellulose. A method for producing cellulose fine fibers, wherein the reaction and / or defibration promoting additive is a quaternary ammonium salt represented by the following formula (1):
X - (R1) (R2) (R3) N + -R4-Y (1)
(In the formula, X − represents any one of fluorine ion, chlorine ion, bromine ion, iodine ion, carbonate ion, hydroxide ion, nitrate ion, sulfate ion, tetrafluoroboron ion and hexafluoroboron ion, and R1. , R2 and R3 independently represent an alkyl group having 1 to 24 carbon atoms, a cycloalkyl group or an aryl group, R4 represents an alkylene group having 1 to 6 carbon atoms, and Y represents OH, SH or NH 2 . ).
[2] The production method according to the above [1], wherein the aprotic solvent having 26 or more donors is at least one selected from the group consisting of sulfoxides, pyridines, pyrrolidones and amides.
[3] The production method according to the above [1] or the above [2], wherein the content ratio of the reaction and / or the defibration promoting additive is 0.1% by weight to 20% by weight with respect to the entire defibration solution. ..
前記反応及び／又は解繊促進添加剤は、前記式（１）で表される４級アンモニウム系化合物からなる群より選択された少なくとも１種であってもよい。
前記反応及び／又は解繊促進添加剤は、前記式（１）で示される４級アンモニウム塩であれば特に限定されないが、Ｘ − が塩素イオン、Ｒ１、Ｒ２、Ｒ３がメチル基、Ｒ４は炭素数が２のアルキレン基、ＹはＯＨの化合物が好ましい。
The reaction and / or defibration promoting additive may be at least one selected from the group consisting of the quaternary ammonium compound represented by the formula (1).
The reaction and / or defibration promoting additive is not particularly limited as long as it is a quaternary ammonium salt represented by the above formula (1), but X − is a chlorine ion, R1, R2 and R3 are methyl groups, and R4 is a carbon. A compound having an alkylene group of 2 and Y being OH is preferable.
Claims (3)
Ｘ − （Ｒ１）（Ｒ２）（Ｒ３）Ｎ ＋ −Ｒ４−Ｙ （１）
（式中、Ｘ − は、フッ素イオン、塩素イオン、臭素イオン、ヨウ素イオン、炭酸イオン、水酸化物イオン、硝酸イオン、硫酸イオン、テトラフルオロホウ素イオン及びヘキサフルオロホウ素イオンのいずれかを表し、Ｒ１、Ｒ２、Ｒ３はそれぞれ独立して炭素数が１〜２４のアルキル基、シクロアルキル基またはアリール基を表し、Ｒ４は炭素数が１〜６のアルキレン基、ＹはＯＨ、ＳＨ又はＮＨ ２ を表す）。 Cellulose microfibers comprising permeating cellulose with a defibration solution containing an aproton solvent having 26 or more donors, a vinyl carboxylate ester, a reaction and / or a defibration promoting additive, to defibrate the cellulose. The production method according to the above, wherein the reaction and / or defibration promoting additive is a quaternary ammonium salt represented by the following formula (1):
X - (R1) (R2) (R3) N + -R4-Y (1)
(In the formula, X − represents any one of fluorine ion, chlorine ion, bromine ion, iodine ion, carbonate ion, hydroxide ion, nitrate ion, sulfate ion, tetrafluoroboron ion and hexafluoroboron ion, and R1. , R2 and R3 independently represent an alkyl group having 1 to 24 carbon atoms, a cycloalkyl group or an aryl group, R4 represents an alkylene group having 1 to 6 carbon atoms, and Y represents OH, SH or NH 2 . ).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2020009635A JP7389660B2 (en) | 2020-01-24 | 2020-01-24 | Cellulose fine fiber and its manufacturing method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2020009635A JP7389660B2 (en) | 2020-01-24 | 2020-01-24 | Cellulose fine fiber and its manufacturing method |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2021116336A JP2021116336A (en) | 2021-08-10 |
| JP2021116336A5 true JP2021116336A5 (en) | 2021-10-14 |
| JP7389660B2 JP7389660B2 (en) | 2023-11-30 |
Family
ID=77174072
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020009635A Active JP7389660B2 (en) | 2020-01-24 | 2020-01-24 | Cellulose fine fiber and its manufacturing method |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP7389660B2 (en) |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5676860B2 (en) | 2008-10-02 | 2015-02-25 | 株式会社Kri | Polysaccharide nanofibers and production method thereof, ionic liquid solution containing polysaccharide nanofibers and composite material |
| JP2013043984A (en) | 2011-08-26 | 2013-03-04 | Olympus Corp | Cellulose nanofiber, method of manufacturing the same, composite resin composition, and molded product |
| JP6245779B2 (en) | 2014-07-14 | 2017-12-13 | 中越パルプ工業株式会社 | Method for producing derivatized CNF and method for producing polymer compound resin composition |
| JP6633182B2 (en) | 2016-03-16 | 2020-01-22 | フタムラ化学株式会社 | Cellulose fine fiber and method for producing the same |
| EP3409691B1 (en) | 2017-05-31 | 2019-10-02 | SAPPI Biochemtech B.V. | Process for the production of a nanocellulose material |
| SE1851019A1 (en) | 2018-08-27 | 2020-02-28 | Stora Enso Oyj | Ionic liquids for the modification of nanocellulose film |
-
2020
- 2020-01-24 JP JP2020009635A patent/JP7389660B2/en active Active
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