JP2016532020A - 表面修飾セルロースナノ繊維、バイオ複合樹脂組成物およびその製造方法 - Google Patents
表面修飾セルロースナノ繊維、バイオ複合樹脂組成物およびその製造方法 Download PDFInfo
- Publication number
- JP2016532020A JP2016532020A JP2016539605A JP2016539605A JP2016532020A JP 2016532020 A JP2016532020 A JP 2016532020A JP 2016539605 A JP2016539605 A JP 2016539605A JP 2016539605 A JP2016539605 A JP 2016539605A JP 2016532020 A JP2016532020 A JP 2016532020A
- Authority
- JP
- Japan
- Prior art keywords
- cellulose
- resin composition
- biocomposite
- nfc
- fibers
- 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.)
- Pending
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B11/00—Preparation of cellulose ethers
- C08B11/187—Preparation of cellulose ethers with olefinic unsaturated groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L29/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical; Compositions of hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Compositions of derivatives of such polymers
- C08L29/02—Homopolymers or copolymers of unsaturated alcohols
- C08L29/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B11/00—Preparation of cellulose ethers
- C08B11/20—Post-etherification treatments of chemical or physical type, e.g. mixed etherification in two steps, including purification
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/20—Compounding polymers with additives, e.g. colouring
- C08J3/205—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase
- C08J3/21—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase the polymer being premixed with a liquid phase
- C08J3/215—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase the polymer being premixed with a liquid phase at least one additive being also premixed with a liquid phase
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/04—Reinforcing macromolecular compounds with loose or coherent fibrous material
- C08J5/06—Reinforcing macromolecular compounds with loose or coherent fibrous material using pretreated fibrous materials
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/32—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
- D06M11/50—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with hydrogen peroxide or peroxides of metals; with persulfuric, permanganic, pernitric, percarbonic acids or their salts
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/02—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with hydrocarbons
- D06M13/03—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with hydrocarbons with unsaturated hydrocarbons, e.g. alkenes, or alkynes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/11—Compounds containing epoxy groups or precursors thereof
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H11/00—Pulp or paper, comprising cellulose or lignocellulose fibres of natural origin only
- D21H11/16—Pulp or paper, comprising cellulose or lignocellulose fibres of natural origin only modified by a particular after-treatment
- D21H11/18—Highly hydrated, swollen or fibrillatable fibres
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H11/00—Pulp or paper, comprising cellulose or lignocellulose fibres of natural origin only
- D21H11/16—Pulp or paper, comprising cellulose or lignocellulose fibres of natural origin only modified by a particular after-treatment
- D21H11/20—Chemically or biochemically modified fibres
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H13/00—Pulp or paper, comprising synthetic cellulose or non-cellulose fibres or web-forming material
- D21H13/02—Synthetic cellulose fibres
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/20—Macromolecular organic compounds
- D21H17/33—Synthetic macromolecular compounds
- D21H17/34—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D21H17/36—Polyalkenyalcohols; Polyalkenylethers; Polyalkenylesters
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/50—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by form
- D21H21/52—Additives of definite length or shape
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2329/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Derivatives of such polymer
- C08J2329/02—Homopolymers or copolymers of unsaturated alcohols
- C08J2329/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2401/00—Characterised by the use of cellulose, modified cellulose or cellulose derivatives
- C08J2401/02—Cellulose; Modified cellulose
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/04—Vegetal fibres
- D06M2101/06—Vegetal fibres cellulosic
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Textile Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Reinforced Plastic Materials (AREA)
- Biological Depolymerization Polymers (AREA)
- Artificial Filaments (AREA)
Abstract
Description
置換度としての「DS」、
ポリビニルアルコールとしての「PVOH」および「PVA」、
ナノ繊維化セルロースとしての「NFC」。
・ セルロース繊維をアリル化する工程、
・ アリル化セルロース繊維をエポキシ化し、エポキシ-セルロース分散液(単数または複数)を生成する工程、
・ エポキシ-セルロース分散液(単数または複数)を熱可塑性(PVOH)樹脂溶液(単数または複数)に添加する工程、
・ アリル化およびエポキシ化したセルロース群と熱可塑性樹脂(単数または複数)とを、加熱により、もしくは触媒により、または両方により架橋し、反応分散液を得る工程、並びに
・ 前工程で得られた反応分散液を加熱および混合する工程
を有し、セルロース繊維を解繊する工程をさらに含む。
セルロース原料は、漂白したカバノキまたはマツのクラフトから得られたパルプを含んでいた。漂白したカバノキまたはマツのクラフトから得られたこのセルロース繊維10gを、水分含量が最大50%になるまで乾燥させた。パルプのセルロース繊維を、アリルグリシジルエーテルを(0.4〜1.2モル/AGUの量で)添加することによりアリル化し、水4.0 mlに溶解したNaOH 0.4gを含む溶液と混合させ、続いて得られた混合液を繊維と十分に混合させ、45℃で16時間、混合液を攪拌した。得られたアリル化繊維(下記の表2に示されるように、0.2のDS(アリル)を有する)を、その後水で濾過洗浄した。
エポキシ-NFCを最初に調製し、繊維を精錬し、その後複合樹脂組成物を別に調製するのではなく、エポキシセルロース繊維を、反応性精錬を用いて、熱可塑性樹脂懸濁液中で直接精錬した。修飾-NFC-エポキシのエポキシ基を、1,6-ジアミノヘキサン(エポキシ-NFC量の2重量%)を使用し、そして懸濁液を80℃で2時間、激しく撹拌しながら加熱することにより再活性化した。
実施例1で調製したエポキシ-NFC水性分散液の異なる量を、水性熱可塑性樹脂溶液に添加した。ポリマーがセルロース網に浸透するように、混合液を一晩激しく撹拌した。修飾-NFC-エポキシ基と熱可塑性樹脂との間の架橋反応を、過酸化水素を用いることおよび反応分散液を30℃の温度にまで加熱することにより、または実施例2に記載の反応性精錬を利用することにより開始した。
Claims (21)
- アスペクト比が20〜300であり、平均直径が3nm〜100nmであることを特徴とし、ヒドロキシル基が少なくとも1つの修飾基で化学的に修飾されている、セルロースナノ繊維。
- 前記少なくとも1つの修飾基が、アリル基もしくはエポキシ基、または両方を含むことを特徴とする、請求項1に記載のセルロースナノ繊維。
- 平均合計置換度が0.02〜0.7であることを特徴とする、請求項1または2のいずれか一項に記載のセルロースナノ繊維。
- ヒドロキシル基全体の0.01%〜60%が化学的に修飾されていることを特徴とする、請求項1〜3のいずれか一項に記載のセルロースナノ繊維。
- 請求項1〜4のいずれか一項に記載のセルロースナノ繊維を、少なくとも1つの生分解性樹脂に含む、バイオ複合樹脂組成物。
- 少なくとも1つの樹脂が熱可塑性樹脂であり、好ましくはポリビニルアルコール(PVOH)である、請求項5に記載のバイオ複合樹脂組成物。
- 前記組成物が、複合原料全体の0.5重量%〜1.5重量%のセルロース原料を含むことを特徴とする、請求項5または6のいずれか一項に記載のバイオ複合樹脂組成物。
- 請求項5〜7のいずれか一項に記載のバイオ複合樹脂組成物から、該バイオ複合樹脂組成物を周囲温度で鋳造し、乾燥させることにより製造されていることを特徴とする、セルロースナノ繊維強化複合体。
- 厚さが100μm〜300μm、好ましくは200μm未満、特に100μmであることを特徴とする、請求項8に記載のセルロースナノ繊維強化複合体。
- 厚さが100μmであり、500nmの波長における平均光透過率が少なくとも75%、好ましくは85%より大きいことを特徴とする、請求項8または9のいずれか一項に記載のセルロースナノ繊維強化複合体。
- 縦弾性係数が少なくとも2.0GPa、好ましくは3.5GPaであり、引張強さが少なくとも50MPa、好ましくは90 MPaであり、破断時引張歪みが少なくとも180%であることを特徴とする、請求項8〜10のいずれか一項に記載のセルロースナノ繊維強化複合体。
- セルロース原料が、解繊されてナノ繊維(NFC繊維)を生成し、かつ、少なくとも乾燥修飾工程を使用して化学的に修飾されることを特徴とし、該解繊が該化学修飾の前または後に行われる、化学的に修飾されたセルロースナノ繊維を製造するための方法。
- 前記セルロースナノ繊維がアリル化され、その後にエポキシ化工程が好ましくは行われることを特徴とする、請求項12に記載の方法。
- バイオ複合樹脂組成物の製造方法であって、以下の工程:
a)セルロース繊維をアリル化する工程、
b)該アリル化セルロース繊維をエポキシ化し、少なくとも1つのエポキシ-セルロース分散液を生成する工程、
c)該少なくとも1つのエポキシ-セルロース分散液を少なくとも1つの熱可塑性(PVOH)樹脂溶液に添加する工程、
d)アリル化およびエポキシ化したセルロース群と少なくとも1つの熱可塑性樹脂とを、加熱により、もしくは触媒により、または両方により架橋し、反応分散液を得る工程、並びに
e)工程d)で得られた反応分散液を加熱および混合する工程
を有することを特徴とし、
該セルロース繊維が、工程a)の前に、または場合により工程b)の後に、好ましくは工程a)の前に解繊され、セルロースナノ繊維(NFC繊維)を得る方法。 - 前記セルロース繊維が、前処理されていないカバノキまたはマツのセルロースクラフトパルプから得られることを特徴とする、請求項12〜14のいずれか一項に記載の方法。
- 前記アリル化が、アリルグリシジルエーテルを用いて行われることを特徴とする、請求項13〜15のいずれか一項に記載の方法。
- 前記エポキシ化が、水性炭酸ナトリウム/重炭酸ナトリウム緩衝溶液を用いて行われることを特徴とする、請求項13〜16のいずれか一項に記載の方法。
- 前記架橋が、前記混合物を好ましくは30℃の温度にまで加熱し、過酸化水素との反応を開始することにより活性化されることを特徴とする、請求項14〜17のいずれか一項に記載の方法。
- c)〜e)の工程が、1,6-ジアミノヘキサンを用い、熱可塑性樹脂で前記エポキシ-セルロース繊維を直接精錬する反応性精錬の工程と、該懸濁液を、好ましくは80℃の温度にまで加熱する工程とに置き換えられることを特徴とする、請求項14〜18のいずれか一項に記載の方法。
- 前記セルロース繊維が機械的せん断により解繊され、アスペクト比が20〜300、および平均直径が3nm〜100nmとなることを特徴とする、請求項12〜19のいずれか一項に記載の方法。
- 請求項1〜4に記載のセルロースナノ繊維、請求項5〜7に記載のバイオ複合樹脂組成物、請求項8〜11に記載のセルロースナノ繊維強化複合体、または生分解性NFC-PVOH複合材料を製造するための請求項14〜20に記載のバイオ複合樹脂組成物の製造方法の使用。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FI20135900 | 2013-09-06 | ||
FI20135900 | 2013-09-06 | ||
PCT/FI2014/050681 WO2015033026A1 (en) | 2013-09-06 | 2014-09-08 | Surface-modified cellulose nanofibres, bio composite resin composition and method for producing the same |
Publications (1)
Publication Number | Publication Date |
---|---|
JP2016532020A true JP2016532020A (ja) | 2016-10-13 |
Family
ID=52627849
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2016539605A Pending JP2016532020A (ja) | 2013-09-06 | 2014-09-08 | 表面修飾セルロースナノ繊維、バイオ複合樹脂組成物およびその製造方法 |
Country Status (5)
Country | Link |
---|---|
US (1) | US10266688B2 (ja) |
EP (1) | EP3041870A4 (ja) |
JP (1) | JP2016532020A (ja) |
CN (1) | CN106414505B (ja) |
WO (1) | WO2015033026A1 (ja) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP6419276B1 (ja) * | 2016-12-28 | 2018-11-07 | 旭化成株式会社 | セルロース含有樹脂組成物 |
JPWO2018008736A1 (ja) * | 2016-07-08 | 2019-04-25 | 王子ホールディングス株式会社 | シート |
Families Citing this family (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP6491467B2 (ja) | 2014-10-14 | 2019-03-27 | 花王株式会社 | 三次元造形用可溶性材料 |
JP5972335B2 (ja) * | 2014-10-14 | 2016-08-17 | 花王株式会社 | 三次元造形用可溶性材料 |
KR101775774B1 (ko) | 2015-03-27 | 2017-09-11 | 단국대학교 산학협력단 | 셀룰로오스 나노 위스커가 충진된 편광필름 및 이의 제조 방법 |
WO2017043454A1 (ja) | 2015-09-07 | 2017-03-16 | 花王株式会社 | 改質セルロース繊維 |
US10875284B2 (en) | 2015-09-10 | 2020-12-29 | University Of Maine System Board Of Trustees | Composite products of paper and cellulose nanofibrils and process of making |
FI126754B (en) * | 2015-11-25 | 2017-05-15 | Teknologian Tutkimuskeskus Vtt Oy | Functionalization of cellulose with lignin for the production of high added value products |
JP6640623B2 (ja) * | 2016-03-18 | 2020-02-05 | 国立大学法人京都大学 | アシル化修飾ミクロフィブリル化植物繊維を含有するマスターバッチ |
WO2018008735A1 (ja) * | 2016-07-08 | 2018-01-11 | 王子ホールディングス株式会社 | シート |
JP6256644B1 (ja) * | 2017-02-27 | 2018-01-10 | スターライト工業株式会社 | ナノファイバー複合体の製造方法 |
JP6939386B2 (ja) * | 2017-02-27 | 2021-09-22 | スターライト工業株式会社 | ナノファイバー複合体の製造方法 |
CN110325552B (zh) * | 2017-03-07 | 2022-03-04 | 花王株式会社 | 改性纤维素纤维的制造方法 |
IL251323B (en) * | 2017-03-21 | 2022-04-01 | Shenkar College Of Eng And Design | Binding compounds, methods for their preparation and use and polymeric matrices containing them |
AU2017430229B2 (en) * | 2017-08-31 | 2023-02-16 | Kimberly-Clark Worldwide, Inc. | Nanofibrillated cellulose fibers |
US10865317B2 (en) | 2017-08-31 | 2020-12-15 | Kimberly-Clark Worldwide, Inc. | Low-fluorine compositions with cellulose for generating superhydrophobic surfaces |
JP7024310B2 (ja) * | 2017-10-16 | 2022-02-24 | スターライト工業株式会社 | ナノファイバー複合体の製造方法 |
WO2020003934A1 (ja) * | 2018-06-29 | 2020-01-02 | 新中村化学工業株式会社 | セルロース繊維分散用複合体及びセルロース繊維組成物 |
JP6708890B2 (ja) * | 2018-06-29 | 2020-06-10 | 新中村化学工業株式会社 | ナノセルロース分散液組成物 |
CN109021473B (zh) * | 2018-07-10 | 2021-03-09 | 南京林业大学 | 一种高度透明防紫外纳米纤维素复合膜及其制备方法 |
CN112778532B (zh) * | 2021-01-06 | 2021-10-19 | 江南大学 | 聚甘油纳米晶须纤维素树状大分子纳米材料及其制备方法 |
CN114574133A (zh) * | 2022-01-24 | 2022-06-03 | 安庆永大体育用品有限公司 | 一种改性纳米纤维素晶须/环氧树脂胶黏剂、制备方法及其应用 |
CN115368585B (zh) * | 2022-08-11 | 2023-10-20 | 广西民族大学 | 一种阴离子化木质纤维素纳米纤丝及其制备方法和应用 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002524618A (ja) * | 1998-09-15 | 2002-08-06 | ロディア・シミ | 変性表面を持つセルロースミクロフィブリル、それらの製造方法およびそれらの用途 |
JP2011184816A (ja) * | 2010-03-05 | 2011-09-22 | Olympus Corp | セルロースナノファイバーとその製造方法、複合樹脂組成物、成形体 |
WO2012127119A2 (en) * | 2011-03-22 | 2012-09-27 | Teknologian Tutkimuskeskus Vtt | A method for making specific products from polysaccharide molecule |
WO2013117823A1 (en) * | 2012-02-10 | 2013-08-15 | Upm-Kymmene Corporation | Method for pretreating cellulose pulp |
Family Cites Families (34)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3640735A (en) * | 1968-10-18 | 1972-02-08 | Tee Pak Inc | Fibrous reinforced polyvinyl alcohol casings |
US3640734A (en) * | 1968-10-21 | 1972-02-08 | Tee Pak Inc | Preparation of fibrous reinforced casing from alkali soluble polyvinyl alcohol copolymers |
US5728824A (en) * | 1996-02-01 | 1998-03-17 | Evercorn, Inc. | Microfiber reinforced biodegradable starch ester composites with enhanced shock absorbance and processability |
JP3641690B2 (ja) * | 2001-12-26 | 2005-04-27 | 関西ティー・エル・オー株式会社 | セルロースミクロフィブリルを用いた高強度材料 |
WO2005085383A1 (ja) * | 2004-03-03 | 2005-09-15 | Nippon Kayaku Kabushiki Kaisha | 偏光素子用水性接着剤およびそれを用いて得られる偏光板 |
WO2008010464A1 (fr) * | 2006-07-19 | 2008-01-24 | Kyoto University | Cellulose microfibrillée possédant une structure cristalline de cellulose de type ii et article moulé contenant cette cellulose microfibrillée |
US8877338B2 (en) * | 2006-11-22 | 2014-11-04 | Polynew, Inc. | Sustainable polymeric nanocomposites |
WO2009002869A2 (en) * | 2007-06-22 | 2008-12-31 | Innovative Surface Technologies, Inc. | Nanofibers containing latent reactive groups |
KR20100093080A (ko) * | 2007-12-21 | 2010-08-24 | 미쓰비시 가가꾸 가부시키가이샤 | 섬유 복합체 |
SE0800807L (sv) * | 2008-04-10 | 2009-10-11 | Stfi Packforsk Ab | Nytt förfarande |
WO2010013502A1 (ja) * | 2008-07-31 | 2010-02-04 | 国立大学法人京都大学 | 不飽和ポリエステル樹脂とミクロフィブリル化植物繊維を含有する成形材料 |
JP2010242063A (ja) | 2009-03-17 | 2010-10-28 | Kuraray Co Ltd | セルロースナノファイバー複合ポリビニルアルコール系重合体組成物 |
WO2010143722A1 (ja) * | 2009-06-12 | 2010-12-16 | 三菱化学株式会社 | 修飾セルロース繊維及びそのセルロース複合体 |
JP2011027898A (ja) * | 2009-07-23 | 2011-02-10 | Konica Minolta Holdings Inc | 光学フィルムの製造方法、光学フィルム、及びそれを用いた偏光板、液晶表示装置 |
JP2011105799A (ja) | 2009-11-13 | 2011-06-02 | Konica Minolta Holdings Inc | 繊維複合材料、光学フィルム、光学フィルムの製造方法及びそれを用いた偏光板、液晶表示装置 |
CN102597076B (zh) * | 2009-11-24 | 2014-11-19 | 花王株式会社 | 膜状体及其制备方法以及用于形成该膜状体的水性分散液 |
WO2011068023A1 (ja) * | 2009-12-01 | 2011-06-09 | 国立大学法人京都大学 | セルロースナノファイバー |
JP5392054B2 (ja) * | 2009-12-21 | 2014-01-22 | 住友ベークライト株式会社 | 組成物および複合体 |
JP4919136B2 (ja) * | 2009-12-22 | 2012-04-18 | Dic株式会社 | 改質ミクロフィブリル化セルロースおよびこれを含有する樹脂複合材料 |
US8663426B2 (en) * | 2010-02-01 | 2014-03-04 | Mitsubishi Chemical Corporation | Method for producing cellulose-fiber flat structure |
JP5881274B2 (ja) * | 2010-02-05 | 2016-03-09 | 国立大学法人京都大学 | カチオン性ミクロフィブリル化植物繊維及びその製造方法 |
JP5622412B2 (ja) * | 2010-03-19 | 2014-11-12 | 国立大学法人京都大学 | 成形材料及びその製造方法 |
EP2554588B1 (en) * | 2010-04-01 | 2017-07-12 | Mitsubishi Chemical Corporation | Process for production of a cellulose fiber composite |
GB201007499D0 (en) * | 2010-05-05 | 2010-06-23 | Phillips Hurding Gbr | Products utilising fibre pulp |
AU2011257351B2 (en) | 2010-05-27 | 2014-02-27 | Kemira Oyj | Cellulosic barrier composition |
AU2011300350B2 (en) * | 2010-09-07 | 2015-01-15 | Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd. | Cellulose-based composite materials |
CN103328716A (zh) * | 2010-11-16 | 2013-09-25 | 王子控股株式会社 | 纤维素纤维集合体及其制造方法、原纤化纤维素纤维及其制造方法、以及纤维素纤维复合体 |
JP5653792B2 (ja) | 2011-02-25 | 2015-01-14 | 王子ホールディングス株式会社 | 光学フィルム |
US9074077B2 (en) * | 2011-03-11 | 2015-07-07 | Dic Corporation | Modified cellulose nanofibers, production method thereof, and resin composition using same |
WO2012171040A1 (en) * | 2011-06-10 | 2012-12-13 | Case Western Reserve University | Polymer composite and method of forming same |
JP5238872B2 (ja) | 2011-12-02 | 2013-07-17 | 株式会社東芝 | 情報処理装置、表示制御方法およびプログラム |
KR101650352B1 (ko) * | 2012-02-17 | 2016-08-23 | 디아이씨 가부시끼가이샤 | 섬유 강화 수지 복합체, 및 섬유 강화 수지용의 강화 매트릭스 수지 |
US20150166741A1 (en) * | 2012-03-29 | 2015-06-18 | Dic Corporation | Method for producing modified cellulose nanofibers, modified cellulose nanofibers, resin composition, and molded body formed of the resin composition |
CN104704005A (zh) * | 2012-10-16 | 2015-06-10 | 日本制纸株式会社 | 纤维素纳米纤维 |
-
2014
- 2014-09-08 CN CN201480048930.2A patent/CN106414505B/zh not_active Expired - Fee Related
- 2014-09-08 WO PCT/FI2014/050681 patent/WO2015033026A1/en active Application Filing
- 2014-09-08 US US14/914,004 patent/US10266688B2/en not_active Expired - Fee Related
- 2014-09-08 EP EP14842288.4A patent/EP3041870A4/en not_active Withdrawn
- 2014-09-08 JP JP2016539605A patent/JP2016532020A/ja active Pending
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002524618A (ja) * | 1998-09-15 | 2002-08-06 | ロディア・シミ | 変性表面を持つセルロースミクロフィブリル、それらの製造方法およびそれらの用途 |
JP2011184816A (ja) * | 2010-03-05 | 2011-09-22 | Olympus Corp | セルロースナノファイバーとその製造方法、複合樹脂組成物、成形体 |
WO2012127119A2 (en) * | 2011-03-22 | 2012-09-27 | Teknologian Tutkimuskeskus Vtt | A method for making specific products from polysaccharide molecule |
WO2013117823A1 (en) * | 2012-02-10 | 2013-08-15 | Upm-Kymmene Corporation | Method for pretreating cellulose pulp |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPWO2018008736A1 (ja) * | 2016-07-08 | 2019-04-25 | 王子ホールディングス株式会社 | シート |
JP7120010B2 (ja) | 2016-07-08 | 2022-08-17 | 王子ホールディングス株式会社 | シート |
JP6419276B1 (ja) * | 2016-12-28 | 2018-11-07 | 旭化成株式会社 | セルロース含有樹脂組成物 |
JP2019014865A (ja) * | 2016-12-28 | 2019-01-31 | 旭化成株式会社 | セルロース含有樹脂組成物 |
Also Published As
Publication number | Publication date |
---|---|
CN106414505A (zh) | 2017-02-15 |
EP3041870A4 (en) | 2017-04-26 |
WO2015033026A1 (en) | 2015-03-12 |
US20160208087A1 (en) | 2016-07-21 |
US10266688B2 (en) | 2019-04-23 |
EP3041870A1 (en) | 2016-07-13 |
CN106414505B (zh) | 2020-08-11 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP2016532020A (ja) | 表面修飾セルロースナノ繊維、バイオ複合樹脂組成物およびその製造方法 | |
Rebouillat et al. | State of the art manufacturing and engineering of nanocellulose: a review of available data and industrial applications | |
Neves et al. | Recent studies on modified cellulose/nanocellulose epoxy composites: A systematic review | |
Siró et al. | Microfibrillated cellulose and new nanocomposite materials: a review | |
Trache et al. | Microcrystalline cellulose: Isolation, characterization and bio-composites application—A review | |
Ilyas et al. | Characterization of sugar palm nanocellulose and its potential for reinforcement with a starch-based composite | |
Chowdhury et al. | Preparation and characterization of nanocrystalline cellulose using ultrasonication combined with a microwave-assisted pretreatment process | |
Lee et al. | High performance cellulose nanocomposites: comparing the reinforcing ability of bacterial cellulose and nanofibrillated cellulose | |
Ansari et al. | Toward semistructural cellulose nanocomposites: the need for scalable processing and interface tailoring | |
Börjesson et al. | Crystalline nanocellulose—preparation, modification, and properties | |
Huang et al. | Lignin-rich nanocellulose fibrils isolated from parenchyma cells and fiber cells of western red cedar bark | |
US8969441B2 (en) | Cationic microfibrillated plant fibre and manufacturing method for same | |
Yang et al. | Polymer films from cellulose nanofibrils—effects from interfibrillar interphase on mechanical behavior | |
Aziz et al. | Facile modification and application of cellulose nanocrystals | |
JP6229440B2 (ja) | 繊維樹脂複合材料の製造方法 | |
Virtanen et al. | High strength modified nanofibrillated cellulose-polyvinyl alcohol films | |
JP2013227536A (ja) | 繊維樹脂複合材料 | |
Araki et al. | Preparation of sterically stabilized chitin nanowhisker dispersions by grafting of poly (ethylene glycol) and evaluation of their dispersion stability | |
Ciolacu et al. | Nanocomposites based on cellulose, hemicelluloses, and lignin | |
Heo et al. | Hybrid nanocelluloses isolated through electron-beam irradiation in the wet state: redispersibility in water and superstability for pickering emulsions | |
Abdel-Hakim et al. | Nanocellulose and its polymer composites: preparation, characterization, and applications | |
Satyanarayana et al. | Preparation, characterization, and applications of nanomaterials (cellulose, lignin, and silica) from renewable (lignocellulosic) resources | |
Fan et al. | Biomimetic bridging for reconstructing biomass components toward significantly enhanced films from the full composition of bamboo | |
Robles et al. | Key issues in reinforcement involving nanocellulose | |
Najahi et al. | High-lignin-containing cellulose nanofibrils from date palm waste produced by hydrothermal treatment in the presence of maleic acid |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20170126 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20170131 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20170501 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20170630 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20170727 |
|
A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20180109 |