RU2018106891A - Способ получения термически отверждаемых смол, а также получаемые этим способом смолы - Google Patents
Способ получения термически отверждаемых смол, а также получаемые этим способом смолы Download PDFInfo
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- RU2018106891A RU2018106891A RU2018106891A RU2018106891A RU2018106891A RU 2018106891 A RU2018106891 A RU 2018106891A RU 2018106891 A RU2018106891 A RU 2018106891A RU 2018106891 A RU2018106891 A RU 2018106891A RU 2018106891 A RU2018106891 A RU 2018106891A
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- curable resins
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- 238000000034 method Methods 0.000 title claims 12
- 229920005989 resin Polymers 0.000 title claims 5
- 239000011347 resin Substances 0.000 title claims 5
- 238000004519 manufacturing process Methods 0.000 title claims 4
- NOEGNKMFWQHSLB-UHFFFAOYSA-N 5-hydroxymethylfurfural Chemical compound OCC1=CC=C(C=O)O1 NOEGNKMFWQHSLB-UHFFFAOYSA-N 0.000 claims 16
- RJGBSYZFOCAGQY-UHFFFAOYSA-N hydroxymethylfurfural Natural products COC1=CC=C(C=O)O1 RJGBSYZFOCAGQY-UHFFFAOYSA-N 0.000 claims 16
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 4
- 229920003180 amino resin Polymers 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical class NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims 2
- 229920000877 Melamine resin Polymers 0.000 claims 2
- 239000007864 aqueous solution Substances 0.000 claims 2
- 239000004202 carbamide Substances 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 239000002131 composite material Substances 0.000 claims 2
- 230000003993 interaction Effects 0.000 claims 2
- 239000000243 solution Substances 0.000 claims 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical class NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims 2
- 239000002028 Biomass Substances 0.000 claims 1
- UDHXJZHVNHGCEC-UHFFFAOYSA-N Chlorophacinone Chemical compound C1=CC(Cl)=CC=C1C(C=1C=CC=CC=1)C(=O)C1C(=O)C2=CC=CC=C2C1=O UDHXJZHVNHGCEC-UHFFFAOYSA-N 0.000 claims 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Chemical class CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims 1
- 229920002522 Wood fibre Polymers 0.000 claims 1
- 239000007900 aqueous suspension Substances 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 150000001720 carbohydrates Chemical class 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- JBTGHKUTYAMZEZ-UHFFFAOYSA-N cellocidin Chemical class NC(=O)C#CC(N)=O JBTGHKUTYAMZEZ-UHFFFAOYSA-N 0.000 claims 1
- 229920002678 cellulose Polymers 0.000 claims 1
- 239000001913 cellulose Substances 0.000 claims 1
- 239000011093 chipboard Substances 0.000 claims 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Chemical class CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims 1
- 150000002402 hexoses Chemical class 0.000 claims 1
- 238000001027 hydrothermal synthesis Methods 0.000 claims 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims 1
- 150000007974 melamines Chemical class 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 239000011120 plywood Substances 0.000 claims 1
- 238000006068 polycondensation reaction Methods 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 150000003585 thioureas Chemical class 0.000 claims 1
- 150000003672 ureas Chemical class 0.000 claims 1
- 239000002023 wood Substances 0.000 claims 1
- 239000002025 wood fiber Substances 0.000 claims 1
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Claims (13)
1. Способ получения термически отверждаемых смол, включающий стадию взаимодействия образующего аминопласт соединения с 5-гидроксиметилфурфуролом (HMF) в приводящих к образованию продуктов поликонденсации условиях, отличающийся тем, что HMF включает по меньшей мере один HMF-олигомер, и что содержание HMF-олигомера составляет от 0,05 вес.% до 100 вес.%, в расчете на общее количество используемого HMF.
2. Способ по п.1, отличающийся тем, что стадия взаимодействия проводится при температурах в диапазоне от 20°С до 140°С.
3. Способ по п. 1 или 2, отличающийся тем, что молярное отношение используемого количества HMF к общему количеству образующего аминопласт соединения составляет от 0,20:1 до 3:1.
4. Способ по любому из предшествующих пунктов, отличающийся тем, что содержание HMF-олигомера, в расчете на общее количество используемого HMF, составляет от 0,05 вес.% до 10 вес.%.
5. Способ по любому из предшествующих пунктов, отличающийся тем, что HMF-олигомер имеет от 2 до 20 структурных единиц.
6. Способ по любому из предшествующих пунктов, отличающийся тем, что образующее аминопласт соединение представляет собой мочевину, меламин, замещенный меламин, замещенную мочевину, ацетилендикарбамид, гуанидин, тиомочевину, производное тиомочевины, диаминоалкан, диамидоалкан, или смесь по меньшей мере двух таких образующих аминопласты соединений.
7. Способ по любому из предшествующих пунктов, отличающийся тем, что HMF-олигомер представляет собой связанный атомом углерода HMF-олигомер.
8. Способ по любому из предшествующих пунктов, отличающийся тем, что стадия взаимодействия проводится в растворе до тех пор, пока раствор не достигнет желательной вязкости, или не завершится реакция.
9. Способ полюбому из предшествующих пунктов, отличающийся тем, что способ включает по меньшей мере одну дополнительную стадию, в которой для стадии реакции готовится 5-гидроксиметилфурфурол, который включает по меньшей мере один HMF-олигомер.
10. Способ по п.9, отличающийся тем, что 5-гидроксиметилфурфурол получают обработкой в условиях гидротермального процесса водной суспензии содержащей целлюлозу биомассы, и/или водного раствора углевода, образованного по меньшей мере одной гексозой, и/или водного раствора 5-гидроксиметилфурфурола.
11. Термически отверждаемая смола, получаемая способом по пп. 1-10.
12. Применение термически отверждаемых смол по п.11 для изготовления древесного композиционного материала.
13. Применение термически отверждаемых смол по п.11 для изготовления фанерных, древесноволокнистых композитных, древесностружечных или многослойных плит с прочностью внутреннего связывания (IB) ≥0,35 Н/мм2, определяемой согласно стандарту NF EN 319 (AFNOR 1993).
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| EP17158247.1 | 2017-02-27 | ||
| EP17158247.1A EP3366468B1 (de) | 2017-02-27 | 2017-02-27 | Verfahren zur herstellung thermisch härtbarer harze sowie durch das verfahren erhältliche harze |
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| US (1) | US20180244825A1 (ru) |
| EP (1) | EP3366468B1 (ru) |
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| CN (1) | CN108503760A (ru) |
| AU (1) | AU2018201390A1 (ru) |
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| CA (1) | CA2996566A1 (ru) |
| MX (1) | MX2018002378A (ru) |
| PH (1) | PH12018000061A1 (ru) |
| RU (1) | RU2018106891A (ru) |
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| CN113103380B (zh) * | 2021-04-13 | 2022-07-26 | 桃江县福丰木业有限公司 | 一种不易剥裂的环保木胶板及其制备方法 |
| EP4086295A1 (en) | 2021-05-08 | 2022-11-09 | Prefere Resins Holding GmbH | Resins from aldehydes and organic aldehyde-reactive compounds |
| US20240247173A1 (en) | 2021-05-26 | 2024-07-25 | Lignum Technologies Ag | Modified aminoplastic adhesive resin, procedure of its preparation, and composite materials prepared using the modified aminoplastic adhesive resin |
| FR3150814B1 (fr) * | 2023-07-06 | 2025-06-13 | Michelin & Cie | Composition adhesive aqueuse comportant une resine thermodurcissable et un derive d’uree |
| FR3163893A1 (fr) * | 2024-06-27 | 2026-01-02 | Soprema | Panneau isolant rigide en fibres de bois liées et son procédé de fabrication |
| FR3163948A1 (fr) * | 2024-06-27 | 2026-01-02 | Compagnie Generale Des Etablissements Michelin | Composition adhesive aqueuse comportant une resine thermodurcissable destinee a lier des materiaux fibres |
| FR3163943A1 (fr) * | 2024-06-27 | 2026-01-02 | Compagnie Generale Des Etablissements Michelin | Composite comprenant des materiaux fibres lies par une composition adhesive aqueuse comportant une resine thermodurcissable |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| 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 |
| US4524164A (en) * | 1983-12-02 | 1985-06-18 | Chemical Process Corporation | Thermosetting adhesive resins |
| 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) |
| JP6097135B2 (ja) * | 2013-04-26 | 2017-03-15 | 花王株式会社 | 鋳型造型用粘結剤組成物 |
| EP2813494A1 (de) * | 2013-06-12 | 2014-12-17 | Basf Se | Verfahren zur Herstellung von 5-Hydroxymethylfurfural (HMF) |
| CA2939415A1 (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 | ||
| JP6499852B2 (ja) * | 2014-12-10 | 2019-04-10 | 花王株式会社 | 鋳型造型用キット |
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| US20180244825A1 (en) | 2018-08-30 |
| BR102018003743A2 (pt) | 2018-10-30 |
| EP3366468B1 (de) | 2022-04-06 |
| EP3366468A1 (de) | 2018-08-29 |
| CA2996566A1 (en) | 2018-08-27 |
| PH12018000061A1 (en) | 2019-07-24 |
| AU2018201390A1 (en) | 2018-09-13 |
| CN108503760A (zh) | 2018-09-07 |
| JP2018162444A (ja) | 2018-10-18 |
| MX2018002378A (es) | 2018-11-09 |
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