JP2015533387A - リグニンを熱可塑性物質及びカップリング剤又は相溶化剤とブレンドすること - Google Patents
リグニンを熱可塑性物質及びカップリング剤又は相溶化剤とブレンドすること Download PDFInfo
- Publication number
- JP2015533387A JP2015533387A JP2015540736A JP2015540736A JP2015533387A JP 2015533387 A JP2015533387 A JP 2015533387A JP 2015540736 A JP2015540736 A JP 2015540736A JP 2015540736 A JP2015540736 A JP 2015540736A JP 2015533387 A JP2015533387 A JP 2015533387A
- Authority
- JP
- Japan
- Prior art keywords
- lignin
- composite
- compatibilizer
- thermoplastic
- modified lignin
- 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.)
- Withdrawn
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- 229920005610 lignin Polymers 0.000 title claims abstract description 99
- 229920001169 thermoplastic Polymers 0.000 title claims abstract description 28
- 239000004416 thermosoftening plastic Substances 0.000 title claims abstract description 27
- 239000007822 coupling agent Substances 0.000 title claims description 14
- 238000002156 mixing Methods 0.000 title claims description 11
- 239000000203 mixture Substances 0.000 claims abstract description 65
- 239000002131 composite material Substances 0.000 claims abstract description 25
- 229920001912 maleic anhydride grafted polyethylene Polymers 0.000 claims abstract description 24
- -1 hydroxypropyl Chemical group 0.000 claims abstract description 17
- 229920001903 high density polyethylene Polymers 0.000 claims abstract description 14
- 239000004700 high-density polyethylene Substances 0.000 claims abstract description 14
- 239000012815 thermoplastic material Substances 0.000 claims abstract description 14
- 229920001684 low density polyethylene Polymers 0.000 claims abstract description 6
- 239000004702 low-density polyethylene Substances 0.000 claims abstract description 6
- 229920010126 Linear Low Density Polyethylene (LLDPE) Polymers 0.000 claims abstract description 4
- 239000004698 Polyethylene Substances 0.000 claims description 35
- 229920000573 polyethylene Polymers 0.000 claims description 33
- 229920001577 copolymer Polymers 0.000 claims description 15
- 239000003795 chemical substances by application Substances 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 12
- 229920013730 reactive polymer Polymers 0.000 claims description 10
- 229920000098 polyolefin Polymers 0.000 claims description 9
- 230000015572 biosynthetic process Effects 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 6
- 230000006870 function Effects 0.000 claims description 6
- 125000000524 functional group Chemical group 0.000 claims description 6
- 238000011065 in-situ storage Methods 0.000 claims description 6
- 150000002978 peroxides Chemical class 0.000 claims description 6
- 229920005605 branched copolymer Polymers 0.000 claims description 5
- 230000001588 bifunctional effect Effects 0.000 claims description 4
- 230000008569 process Effects 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 description 15
- 239000004743 Polypropylene Substances 0.000 description 13
- 229920001155 polypropylene Polymers 0.000 description 11
- 238000005809 transesterification reaction Methods 0.000 description 10
- 229920000092 linear low density polyethylene Polymers 0.000 description 9
- 239000004707 linear low-density polyethylene Substances 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 8
- 229920000728 polyester Polymers 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 239000000047 product Substances 0.000 description 7
- 239000002023 wood Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 238000001816 cooling Methods 0.000 description 6
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical group O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 6
- 239000008188 pellet Substances 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- 229920001587 Wood-plastic composite Polymers 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- 229920001187 thermosetting polymer Polymers 0.000 description 4
- 239000011155 wood-plastic composite Substances 0.000 description 4
- 239000004793 Polystyrene Substances 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 230000004075 alteration Effects 0.000 description 3
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- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- KLIDCXVFHGNTTM-UHFFFAOYSA-N 2,6-dimethoxyphenol Chemical compound COC1=CC=CC(OC)=C1O KLIDCXVFHGNTTM-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- 108090001060 Lipase Proteins 0.000 description 2
- 150000001242 acetic acid derivatives Chemical class 0.000 description 2
- 125000003158 alcohol group Chemical group 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- 125000002843 carboxylic acid group Chemical group 0.000 description 2
- 210000002421 cell wall Anatomy 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
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- 239000003814 drug Substances 0.000 description 2
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- 230000000694 effects Effects 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical compound COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000000693 micelle Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 125000000962 organic group Chemical group 0.000 description 2
- 229920002959 polymer blend Polymers 0.000 description 2
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- 238000012545 processing Methods 0.000 description 2
- 239000012748 slip agent Substances 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- 239000000057 synthetic resin Substances 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- SXBVFSLZQCYJDN-UHFFFAOYSA-N 3,5-dimethoxy-4-propylphenol Chemical compound CCCC1=C(OC)C=C(O)C=C1OC SXBVFSLZQCYJDN-UHFFFAOYSA-N 0.000 description 1
- JCDJZEMABGHOFO-UHFFFAOYSA-N COC1=CC=CC=C1O.CCCC1=CC=C(O)C(OC)=C1 Chemical group COC1=CC=CC=C1O.CCCC1=CC=C(O)C(OC)=C1 JCDJZEMABGHOFO-UHFFFAOYSA-N 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- 102100031375 Endothelial lipase Human genes 0.000 description 1
- 102000004882 Lipase Human genes 0.000 description 1
- 239000004367 Lipase Substances 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 229920002522 Wood fibre Polymers 0.000 description 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001336 alkenes Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 150000004645 aluminates Chemical class 0.000 description 1
- 229940053200 antiepileptics fatty acid derivative Drugs 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
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- 238000005452 bending Methods 0.000 description 1
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- 239000006227 byproduct Substances 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 230000001808 coupling effect Effects 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000005496 eutectics Effects 0.000 description 1
- 235000012438 extruded product Nutrition 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000010101 extrusion blow moulding Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 229920001112 grafted polyolefin Polymers 0.000 description 1
- 229960001867 guaiacol Drugs 0.000 description 1
- 239000011121 hardwood Substances 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 229920005621 immiscible polymer blend Polymers 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 230000009878 intermolecular interaction Effects 0.000 description 1
- 235000019421 lipase Nutrition 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 150000001282 organosilanes Chemical class 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000088 plastic resin Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000011122 softwood Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 239000004634 thermosetting polymer Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 238000003466 welding Methods 0.000 description 1
- 239000002025 wood fiber Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/10—Homopolymers or copolymers of propene
- C08L23/12—Polypropene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/04—Homopolymers or copolymers of ethene
- C08L23/08—Copolymers of ethene
- C08L23/0807—Copolymers of ethene with unsaturated hydrocarbons only containing four or more carbon atoms
- C08L23/0815—Copolymers of ethene with unsaturated hydrocarbons only containing four or more carbon atoms with aliphatic 1-olefins containing one carbon-to-carbon double bond
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L51/06—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L97/00—Compositions of lignin-containing materials
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L97/00—Compositions of lignin-containing materials
- C08L97/005—Lignin
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/08—Polymer mixtures characterised by other features containing additives to improve the compatibility between two polymers
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261720327P | 2012-10-30 | 2012-10-30 | |
| US61/720,327 | 2012-10-30 | ||
| US14/066,666 US20140121307A1 (en) | 2012-10-30 | 2013-10-29 | Blending lignin with thermoplastics and a coupling agent or compatibilizer |
| US14/066,666 | 2013-10-29 | ||
| PCT/US2013/067401 WO2014070830A1 (en) | 2012-10-30 | 2013-10-30 | Blending lignin with thermoplastics and a coupling agent or compatibilizer |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2015533387A true JP2015533387A (ja) | 2015-11-24 |
| JP2015533387A5 JP2015533387A5 (enExample) | 2016-02-12 |
Family
ID=50547867
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015540736A Withdrawn JP2015533387A (ja) | 2012-10-30 | 2013-10-30 | リグニンを熱可塑性物質及びカップリング剤又は相溶化剤とブレンドすること |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20140121307A1 (enExample) |
| EP (1) | EP2914666A4 (enExample) |
| JP (1) | JP2015533387A (enExample) |
| AU (1) | AU2013337992A1 (enExample) |
| CA (1) | CA2889204A1 (enExample) |
| WO (1) | WO2014070830A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2019526694A (ja) * | 2016-08-23 | 2019-09-19 | ナショナル リサーチ カウンシル オブ カナダ | リグニンペレット及びその製造方法 |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8809426B2 (en) | 2012-05-11 | 2014-08-19 | Cyclewood Solutions, Inc. | Chemical modification of lignin and lignin derivatives |
| US9000075B2 (en) | 2012-05-11 | 2015-04-07 | Cyclewood Solutions, Inc. | Chemical modification of lignin and lignin derivatives |
| US9777032B2 (en) | 2012-10-30 | 2017-10-03 | Cyclewood Solutions, Inc. | Injection of a chemical reagent into a process stream that contains lignin |
| JP6136324B2 (ja) * | 2013-02-08 | 2017-05-31 | 富士ゼロックス株式会社 | 樹脂組成物、樹脂成形体及び樹脂組成物の製造方法 |
| US10240006B2 (en) | 2014-05-01 | 2019-03-26 | Renmatix, Inc. | Upgrading lignin from lignin-containing residues through reactive extraction |
| WO2016123520A2 (en) * | 2015-01-29 | 2016-08-04 | Washington State University | Novel process for producing value-added lignin-based chemicals from alkaline effluent of chemical treatment of lignocellulosic biomass |
| CN105199209B (zh) * | 2015-11-11 | 2017-07-28 | 哈尔滨盛洋塑胶材料有限公司 | 一种用于蜂巢约束系统的聚乙烯改性材料 |
| CN105199210B (zh) * | 2015-11-11 | 2017-07-28 | 哈尔滨盛洋塑胶材料有限公司 | 一种用于蜂巢约束系统的聚乙烯改性材料制备方法 |
| CN109476879B (zh) * | 2016-12-15 | 2022-04-12 | 木质素工业公司 | 包含改性木质素的聚合物材料 |
| WO2019066069A1 (ja) | 2017-09-29 | 2019-04-04 | 古河電気工業株式会社 | 成形品 |
| JP7203742B2 (ja) | 2017-09-29 | 2023-01-13 | 古河電気工業株式会社 | 成形品 |
| CN111183188A (zh) * | 2017-09-29 | 2020-05-19 | 古河电气工业株式会社 | 成型品 |
| EP3705520A4 (en) | 2017-10-31 | 2021-07-21 | Furukawa Electric Co., Ltd. | MOLDED ARTICLES |
| JP7390635B2 (ja) * | 2019-04-26 | 2023-12-04 | 株式会社日本製鋼所 | 固体電解質膜の製造方法、全固体電池の製造方法、固体電解質膜の製造装置および全固体電池の製造装置 |
| JP2022543976A (ja) | 2019-06-27 | 2022-10-17 | ユーティー-バテル・エルエルシー | フェノール含有ポリエステル多相ポリマーブレンド材料 |
| CN110551403B (zh) * | 2019-09-29 | 2021-10-01 | 西南林业大学 | 一种高强度和生物耐久性的木塑复合材料及其制备方法 |
| CN112920424B (zh) * | 2021-04-08 | 2022-05-24 | 长沙理工大学 | 一种基于酯化木质素金属盐成核剂的聚丙烯组合物 |
| CN113683900B (zh) * | 2021-08-25 | 2022-09-16 | 南京工业大学 | 一种改性木质素-聚酰胺基热固性复合材料及其制备方法 |
| CN115850853B (zh) * | 2021-12-02 | 2024-04-02 | 台湾塑胶工业股份有限公司 | 热塑性组合物、热塑性复合材料及热塑性复合材料的制造方法 |
| WO2023147247A1 (en) * | 2022-01-31 | 2023-08-03 | Purdue Research Foundation | Production of rice straw fiber board using lignin from catalytically depolymerized rice straw |
| CN114957837B (zh) * | 2022-06-17 | 2023-07-25 | 广西科学院 | 一种木质素增强聚烯烃塑料母粒的制备方法 |
| WO2025196363A1 (en) * | 2024-03-20 | 2025-09-25 | Upm-Kymmene Corporation | A thermoplastic composition and the use of a compatibilization agent |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX9606224A (es) * | 1995-05-31 | 1998-02-28 | Alcell Tech Inc | Polimeros degradables y productos polimericos. |
| US6172204B1 (en) * | 1999-06-04 | 2001-01-09 | Regents Of The University Of Minnesota | Compositions based on lignin derivatives |
| CN102417738B (zh) * | 2011-11-23 | 2013-03-27 | 常熟钰泰隆摩擦新材料科技有限公司 | 一种氧化钛纤维与木质素改性的耐老化木塑复合材料及其制备方法 |
-
2013
- 2013-10-29 US US14/066,666 patent/US20140121307A1/en not_active Abandoned
- 2013-10-30 AU AU2013337992A patent/AU2013337992A1/en not_active Abandoned
- 2013-10-30 EP EP13851037.5A patent/EP2914666A4/en not_active Withdrawn
- 2013-10-30 JP JP2015540736A patent/JP2015533387A/ja not_active Withdrawn
- 2013-10-30 CA CA2889204A patent/CA2889204A1/en not_active Abandoned
- 2013-10-30 WO PCT/US2013/067401 patent/WO2014070830A1/en not_active Ceased
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2019526694A (ja) * | 2016-08-23 | 2019-09-19 | ナショナル リサーチ カウンシル オブ カナダ | リグニンペレット及びその製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2014070830A1 (en) | 2014-05-08 |
| US20140121307A1 (en) | 2014-05-01 |
| EP2914666A1 (en) | 2015-09-09 |
| CA2889204A1 (en) | 2014-05-08 |
| EP2914666A4 (en) | 2016-06-08 |
| AU2013337992A1 (en) | 2015-05-21 |
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