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RU2018106887A - Новые hmf-олигомеры - Google Patents

Новые hmf-олигомеры Download PDF

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Publication number
RU2018106887A
RU2018106887A RU2018106887A RU2018106887A RU2018106887A RU 2018106887 A RU2018106887 A RU 2018106887A RU 2018106887 A RU2018106887 A RU 2018106887A RU 2018106887 A RU2018106887 A RU 2018106887A RU 2018106887 A RU2018106887 A RU 2018106887A
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Russia
Prior art keywords
hmf
oligomers
carbon
elements
hmf oligomers
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RU2018106887A
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English (en)
Inventor
Франсуа БАДУ
Стефан КРАВИЛИЦКИ
Марианджела МОРТАТО
Рето ФРАЙ
Мари-Кристин ЛАЖЕЛЬ
Кристофер ХОЛМС
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Авалон Индастриз Аг
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Publication of RU2018106887A publication Critical patent/RU2018106887A/ru

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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27N—MANUFACTURE BY DRY PROCESSES OF ARTICLES, WITH OR WITHOUT ORGANIC BINDING AGENTS, MADE FROM PARTICLES OR FIBRES CONSISTING OF WOOD OR OTHER LIGNOCELLULOSIC OR LIKE ORGANIC MATERIAL
    • B27N3/00—Manufacture of substantially flat articles, e.g. boards, from particles or fibres
    • B27N3/002—Manufacture of substantially flat articles, e.g. boards, from particles or fibres characterised by the type of binder
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40—Radicals substituted by oxygen atoms
    • C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
    • C07D307/48—Furfural
    • C07D307/50—Preparation from natural products
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2/00—Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
    • C08G2/10—Polymerisation of cyclic oligomers of formaldehyde
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
    • C08L61/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08L61/22—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
    • C08L61/24—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with urea or thiourea
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27N—MANUFACTURE BY DRY PROCESSES OF ARTICLES, WITH OR WITHOUT ORGANIC BINDING AGENTS, MADE FROM PARTICLES OR FIBRES CONSISTING OF WOOD OR OTHER LIGNOCELLULOSIC OR LIKE ORGANIC MATERIAL
    • B27N3/00—Manufacture of substantially flat articles, e.g. boards, from particles or fibres
    • B27N3/02—Manufacture of substantially flat articles, e.g. boards, from particles or fibres from particles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40—Radicals substituted by oxygen atoms
    • C07D307/42—Singly bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/04—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
    • C08G12/10—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with acyclic compounds having the moiety X=C(—N<)2 in which X is O, S or —N
    • C08G12/12—Ureas; Thioureas
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G16/00—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00
    • C08G16/02—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes
    • C08G16/025—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with heterocyclic organic compounds
    • C08G16/0256—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with heterocyclic organic compounds containing oxygen in the ring
    • C08G16/0262—Furfuryl alcohol
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G6/00—Condensation polymers of aldehydes or ketones only
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
    • C08G61/122—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
    • C08G61/123—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds
    • C08G61/125—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds with a five-membered ring containing one oxygen atom in the ring
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
    • C08G65/36—Furfuryl alcohol
    • 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
    • C08L97/02—Lignocellulosic material, e.g. wood, straw or bagasse
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J161/00—Adhesives based on condensation polymers of aldehydes or ketones; Adhesives based on derivatives of such polymers
    • C09J161/02—Condensation polymers of aldehydes or ketones only
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B21/00—Layered products comprising a layer of wood, e.g. wood board, veneer, wood particle board
    • B32B21/04—Layered products comprising a layer of wood, e.g. wood board, veneer, wood particle board comprising wood as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/34—Monomer units or repeat units incorporating structural elements in the main chain incorporating partially-aromatic structural elements in the main chain
    • C08G2261/344—Monomer units or repeat units incorporating structural elements in the main chain incorporating partially-aromatic structural elements in the main chain containing heteroatoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Forests & Forestry (AREA)
  • Manufacturing & Machinery (AREA)
  • Materials Engineering (AREA)
  • Phenolic Resins Or Amino Resins (AREA)
  • Dry Formation Of Fiberboard And The Like (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Furan Compounds (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
  • Chemical And Physical Treatments For Wood And The Like (AREA)

Claims (8)

1. Новые соединенные углеродом HMF-олигомеры, содержащие, по меньшей мере, один первый HMF-элемент и один второй HMF-элемент, отличающиеся тем, что первый и второй HMF-элемент соединены связью углерод-углерод с участием включенного в ароматическое кольцо атома углерода в положении 3 или 4 фуранового кольца первого HMF-элемента.
2. HMF-олигомеры по п. 1, отличающиеся тем, что включенный в ароматическое кольцо атом углерода первого HMF-элемента соединен с атомом углерода альдегидной группы второго HMF-элемента.
3. HMF-олигомеры по п. 1 или 2, отличающиеся тем, что соединенные углеродом HMF-олигомеры содержат от 2 до 20 HMF-элементов, предпочтительно от 2 до 10 HMF-элементов, особенно предпочтительно от 2 до 4 HMF-элементов.
4. HMF-олигомеры по одному из предшествующих пунктов, отличающиеся тем, что соединенный углеродом HMF-олигомер наряду с первым и вторым HMF-элементами, соединенными с участием включенного в ароматическое кольцо углерода, содержит по меньшей мере один другой элемент, который соединен с образованием простой эфирной, гемиацетальной или ацетальной связи с HMF-элементами.
5. Способ получения HMF-олигомеров, который включает стадию, на которой водную суспензию содержащей целлюлозу биомассы, и/или водный раствор углевода, а именно по меньшей мере одной гексозы, и/или водный раствор 5-гидроксиметилфурфураля обрабатывают в гидротермальных условиях.
6. Способ получения HMF-Олигомеров, который включает стадию, на которой более или менее чистый раствор HMF-мономеров и/или HMF-олигомеров обрабатывают при нормальном давлении, что приводит к образованию HMF-олигомеров.
7. Применение HMF-олигомеров по одному из пп. 1-4 для получения термически отверждаемой смолы.
8. Применение HMF-олигомеров по одному из пп. 1-4 для получения комбинированных материалов из лигносодержащего целлюлозного материала.
RU2018106887A 2017-02-27 2018-02-26 Новые hmf-олигомеры RU2018106887A (ru)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP17158249.7 2017-02-27
EP17158249.7A EP3366712A1 (de) 2017-02-27 2017-02-27 Neue hmf-oligomere

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RU2018106887A true RU2018106887A (ru) 2019-08-26

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US (1) US10703849B2 (ru)
EP (1) EP3366712A1 (ru)
JP (1) JP2018140984A (ru)
CN (1) CN108504034A (ru)
AU (1) AU2018201399A1 (ru)
BR (1) BR102018003729A2 (ru)
CA (1) CA2996552A1 (ru)
MX (1) MX2018002375A (ru)
PH (1) PH12018000060A1 (ru)
RU (1) RU2018106887A (ru)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN117377708A (zh) 2021-05-26 2024-01-09 利格朗木业技术公司 改性氨基塑料粘合树脂、其制备过程和使用该改性氨基塑料粘合树脂制备的复合材料

Family Cites Families (17)

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Publication number Priority date Publication date Assignee Title
US2776948A (en) * 1953-08-03 1957-01-08 Dendrol Inc Synthetic resins derived from hydroxymethylfurfural and phenols
US2937158A (en) 1956-06-28 1960-05-17 Francis H Snyder And Associate Process for forming resins from phenols and hydropyrolysis products of lignocellulose
US4048126A (en) 1976-07-22 1977-09-13 Cpc International Inc. Process for producing carbohydrate-phenol condensation resins
US4524164A (en) * 1983-12-02 1985-06-18 Chemical Process Corporation Thermosetting adhesive resins
DE3601281A1 (de) * 1986-01-17 1987-07-23 Sueddeutsche Zucker Ag Verfahren zur herstellung von 5-hydroxymethylfurfural einschliesslich eines kristallinen produktes unter ausschliesslicher verwendung von wasser als loesungsmittel
US4692478A (en) 1986-03-14 1987-09-08 Chemical Process Corporation Process for preparation of resin and resin obtained
US20080207795A1 (en) 2007-01-19 2008-08-28 Henry Colleen M Binder Formulations Utilizing Furanic Components
US9156802B2 (en) 2011-12-13 2015-10-13 Basf Se Separating off 5-hydroxymethylfurfural (HMF) from reaction solutions by steam distillation
US9162998B2 (en) 2011-12-13 2015-10-20 Basf Se Preparation of 5-hydroxymethylfurfural (HMF) from saccharide solutions in the presence of a solvent having a boiling point greater than 60° C. and less than 200° C. (at standard pressure, called low boiler for short)
WO2013141186A1 (en) 2012-03-23 2013-09-26 Kao Corporation Binder composition for making foundry molds
CN102702144B (zh) * 2012-06-15 2015-04-22 复旦大学 一种生物质纤维素制备呋喃类及糠醛类化合物的方法
EP2813494A1 (de) 2013-06-12 2014-12-17 Basf Se Verfahren zur Herstellung von 5-Hydroxymethylfurfural (HMF)
WO2015123781A1 (en) 2014-02-20 2015-08-27 The University Of Western Ontario Formaldehyde-free phenolic resins, downstream products, their synthesis and use
NO2681399T3 (ru) * 2014-08-26 2018-04-07
US9725552B2 (en) 2014-10-14 2017-08-08 Industrial Technology Research Institute HMF-based phenol formaldehyde resin
CN105773763B (zh) * 2016-03-15 2017-12-19 东北林业大学 耐湿热低成本绝缘酚醛树脂层压板的制备方法
FR3049612A1 (fr) 2016-04-01 2017-10-06 Michelin & Cie Composition adhesive aqueuse comportant une resine thermodurcissable

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JP2018140984A (ja) 2018-09-13
PH12018000060A1 (en) 2019-04-29
BR102018003729A2 (pt) 2018-11-06
US10703849B2 (en) 2020-07-07
AU2018201399A1 (en) 2018-09-13
CN108504034A (zh) 2018-09-07
CA2996552A1 (en) 2018-08-27
MX2018002375A (es) 2018-11-09
EP3366712A1 (de) 2018-08-29
US20180244823A1 (en) 2018-08-30

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