JP6818985B2 - 新規な改変バイオベース材料を調製する方法 - Google Patents
新規な改変バイオベース材料を調製する方法 Download PDFInfo
- Publication number
- JP6818985B2 JP6818985B2 JP2018536336A JP2018536336A JP6818985B2 JP 6818985 B2 JP6818985 B2 JP 6818985B2 JP 2018536336 A JP2018536336 A JP 2018536336A JP 2018536336 A JP2018536336 A JP 2018536336A JP 6818985 B2 JP6818985 B2 JP 6818985B2
- Authority
- JP
- Japan
- Prior art keywords
- molten salt
- solvent medium
- cellulose
- inorganic molten
- nanocellulose
- 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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- 239000000463 material Substances 0.000 title description 12
- 239000002904 solvent Substances 0.000 claims description 49
- 229920002678 cellulose Polymers 0.000 claims description 48
- 239000001913 cellulose Substances 0.000 claims description 48
- 238000000034 method Methods 0.000 claims description 43
- 150000003839 salts Chemical class 0.000 claims description 41
- 229920001046 Nanocellulose Polymers 0.000 claims description 38
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 239000000203 mixture Substances 0.000 claims description 8
- 239000002516 radical scavenger Substances 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 230000001376 precipitating effect Effects 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 238000001704 evaporation Methods 0.000 claims description 3
- 229910000000 metal hydroxide Inorganic materials 0.000 claims description 3
- 238000000605 extraction Methods 0.000 claims description 2
- 229910044991 metal oxide Inorganic materials 0.000 claims description 2
- 150000004706 metal oxides Chemical group 0.000 claims description 2
- 239000012047 saturated solution Substances 0.000 claims description 2
- 238000001179 sorption measurement Methods 0.000 claims description 2
- 230000001172 regenerating effect Effects 0.000 claims 3
- 150000004692 metal hydroxides Chemical class 0.000 claims 1
- 239000007787 solid Substances 0.000 description 15
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
- 229920005610 lignin Polymers 0.000 description 10
- 239000002245 particle Substances 0.000 description 9
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 8
- 238000001914 filtration Methods 0.000 description 8
- 230000007062 hydrolysis Effects 0.000 description 8
- 238000006460 hydrolysis reaction Methods 0.000 description 8
- 235000005074 zinc chloride Nutrition 0.000 description 7
- 239000011592 zinc chloride Substances 0.000 description 7
- 239000000835 fiber Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 5
- 239000008103 glucose Substances 0.000 description 5
- 239000006227 byproduct Substances 0.000 description 4
- 239000000701 coagulant Substances 0.000 description 4
- WHIXFMOBEKBEQW-UHFFFAOYSA-L dichlorozinc tetrahydrate Chemical compound O.O.O.O.[Cl-].[Cl-].[Zn+2] WHIXFMOBEKBEQW-UHFFFAOYSA-L 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- 238000011282 treatment Methods 0.000 description 4
- 239000011701 zinc Substances 0.000 description 4
- 229920000875 Dissolving pulp Polymers 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 229920001131 Pulp (paper) Polymers 0.000 description 3
- 239000007900 aqueous suspension Substances 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 238000005119 centrifugation Methods 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 229920001542 oligosaccharide Polymers 0.000 description 3
- 150000002482 oligosaccharides Chemical class 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 238000009987 spinning Methods 0.000 description 3
- 239000002023 wood Substances 0.000 description 3
- 241000609240 Ambelania acida Species 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- 229920002488 Hemicellulose Polymers 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 239000012296 anti-solvent Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000010905 bagasse Substances 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 238000005341 cation exchange Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000008240 homogeneous mixture Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 2
- 150000004679 hydroxides Chemical class 0.000 description 2
- 239000002608 ionic liquid Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 150000002772 monosaccharides Chemical class 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 235000000346 sugar Nutrition 0.000 description 2
- 230000008961 swelling Effects 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- CHSMNMOHKSNOKO-UHFFFAOYSA-L zinc;dichloride;hydrate Chemical group O.[Cl-].[Cl-].[Zn+2] CHSMNMOHKSNOKO-UHFFFAOYSA-L 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 244000299507 Gossypium hirsutum Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241001520808 Panicum virgatum Species 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 240000000111 Saccharum officinarum Species 0.000 description 1
- 235000007201 Saccharum officinarum Nutrition 0.000 description 1
- 244000204900 Talipariti tiliaceum Species 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 229910000287 alkaline earth metal oxide Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000001862 defibrillatory effect Effects 0.000 description 1
- 238000001212 derivatisation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 239000002198 insoluble material Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000001000 micrograph Methods 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000003541 multi-stage reaction Methods 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000004537 pulping Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000001878 scanning electron micrograph Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 229910000314 transition metal oxide Inorganic materials 0.000 description 1
- 239000010875 treated wood Substances 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B15/00—Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
- C08B15/02—Oxycellulose; Hydrocellulose; Cellulosehydrate, e.g. microcrystalline cellulose
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B15/00—Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
- C08B15/08—Fractionation of cellulose, e.g. separation of cellulose crystallites
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B16/00—Regeneration of cellulose
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08H—DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
- C08H8/00—Macromolecular compounds derived from lignocellulosic materials
Landscapes
- Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Analytical Chemistry (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP15187825.3 | 2015-10-01 | ||
| EP15187825.3A EP3150615A1 (en) | 2015-10-01 | 2015-10-01 | Method for prepartion of novel modified bio based materials |
| EP16155948.9 | 2016-02-16 | ||
| EP16155948.9A EP3208296A1 (en) | 2016-02-16 | 2016-02-16 | Method for preparation of novel bio based materials |
| PCT/EP2016/073202 WO2017055407A1 (en) | 2015-10-01 | 2016-09-29 | Method for preparation of novel modified bio based materials |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| JP2018531319A JP2018531319A (ja) | 2018-10-25 |
| JP2018531319A6 JP2018531319A6 (ja) | 2018-12-13 |
| JP2018531319A5 JP2018531319A5 (enExample) | 2019-07-11 |
| JP6818985B2 true JP6818985B2 (ja) | 2021-01-27 |
Family
ID=57068089
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018536336A Active JP6818985B2 (ja) | 2015-10-01 | 2016-09-29 | 新規な改変バイオベース材料を調製する方法 |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US10961324B2 (enExample) |
| JP (1) | JP6818985B2 (enExample) |
| WO (1) | WO2017055407A1 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA3098517A1 (en) | 2018-06-01 | 2019-12-05 | Climeworks Ag | Process for the preparation of homogeneous hybrid materials |
| WO2020165048A1 (en) | 2019-02-13 | 2020-08-20 | Climeworks Ag | Shaped cellulose article comprising activated carbon, in particular as support for co2 adsorbents |
| JP2022529955A (ja) | 2019-04-17 | 2022-06-27 | セリコン・ビー．ブイ． | マイクロ又はナノ結晶セルロースの製造方法 |
| WO2022146219A1 (en) * | 2021-01-04 | 2022-07-07 | Sharetex Ab | A versatile method to valorize cellulosic waste textiles |
| EP4053206A1 (en) | 2021-03-02 | 2022-09-07 | Fruitful Innovations BV | A method for the preparation of a hybrid nano-structured composite comprising cellulose nano-particles and metal compound nano-particles |
| EP4067423A1 (en) | 2021-03-30 | 2022-10-05 | Yerrawa B.V. | Process for converting a waste material comprising a cellulose and an organic non-cellulosic material |
| CN113215860B (zh) * | 2021-05-12 | 2022-02-22 | 东北林业大学 | 一种木质素/纤维素复合薄膜及其制备方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7674608B2 (en) * | 2007-02-23 | 2010-03-09 | The University Of Toledo | Saccharifying cellulose |
| US8846902B2 (en) * | 2007-10-09 | 2014-09-30 | Bioecon International Holding N.V. | Process for the conversion of cellulose in hydrated molten salts |
| EP2408782A1 (en) | 2009-03-17 | 2012-01-25 | BIOeCON International Holding N.V. | Process for converting polysaccharides in an inorganic molten salt hydrate |
| ES2438180T3 (es) * | 2009-03-17 | 2014-01-16 | Bioecon International Holding N.V. | Procedimiento para convertir polisacáridos en una sal fundida inorgánica hidratada |
| SE533510C2 (sv) * | 2009-07-07 | 2010-10-12 | Stora Enso Oyj | Metod för framställning av mikrofibrillär cellulosa |
| EP2620442A1 (en) | 2012-01-27 | 2013-07-31 | BIOeCON International Holding N.V. | Process for recovering saccharides from cellulose hydrolysis reaction mixture |
| IN2014KN02636A (enExample) * | 2012-07-13 | 2015-05-08 | Sappi Netherlands Services Bv | |
| CN102875821B (zh) * | 2012-10-10 | 2014-05-07 | 湖北天思科技股份有限公司 | 一种溶解纤维素的方法 |
| US9113154B2 (en) * | 2013-07-10 | 2015-08-18 | Faro Technologies, Inc. | Three-dimensional measurement device having three-dimensional overview camera |
| WO2016087186A1 (en) | 2014-12-01 | 2016-06-09 | Bioecon International Holding N.V. | Process for the conversion of cellulose |
-
2016
- 2016-09-29 US US15/764,395 patent/US10961324B2/en active Active
- 2016-09-29 JP JP2018536336A patent/JP6818985B2/ja active Active
- 2016-09-29 WO PCT/EP2016/073202 patent/WO2017055407A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| JP2018531319A (ja) | 2018-10-25 |
| US10961324B2 (en) | 2021-03-30 |
| WO2017055407A1 (en) | 2017-04-06 |
| US20180282437A1 (en) | 2018-10-04 |
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