CA2085513C - Produits de resol obtenus a partir de condensats organiques et aqueux fractionnes fabriques par pyrolyse rapide de materiaux de biomasse - Google Patents

Produits de resol obtenus a partir de condensats organiques et aqueux fractionnes fabriques par pyrolyse rapide de materiaux de biomasse Download PDF

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Publication number: CA2085513C
Authority: CA; Canada
Prior art keywords: phenolic; organic; ethyl acetate; solvent; phenol
Prior art date: 1991-12-16
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.): Expired - Fee Related

Application number

CA 2085513

Other languages

English (en)

Other versions

CA2085513A1 (fr

Inventor

Helena L. Chum

Stuart K. Black

James P. Diebold

Roland E. Kreibich

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Individual

Original Assignee

Individual

Priority date (The priority date 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 date listed.)

1991-12-16

Filing date

1992-12-16

Publication date

2003-09-23

1991-12-16 Priority claimed from US07/806,897 external-priority patent/US5235021A/en

1992-12-16 Application filed by Individual filed Critical Individual

1993-06-17 Publication of CA2085513A1 publication Critical patent/CA2085513A1/fr

2003-09-23 Application granted granted Critical

2003-09-23 Publication of CA2085513C publication Critical patent/CA2085513C/fr

2012-12-16 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

238000000197 pyrolysis Methods 0.000 title claims abstract description 88
239000000463 material Substances 0.000 title claims abstract description 76
229920003987 resole Polymers 0.000 title claims abstract description 60
229920005989 resin Polymers 0.000 title claims abstract description 59
239000011347 resin Substances 0.000 title claims abstract description 59
239000002028 Biomass Substances 0.000 title claims abstract description 15
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 125
230000007935 neutral effect Effects 0.000 claims abstract description 99
229920001568 phenolic resin Polymers 0.000 claims abstract description 28
239000000284 extract Substances 0.000 claims abstract description 24
238000004519 manufacturing process Methods 0.000 claims abstract description 21
SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 claims abstract description 19
239000012159 carrier gas Substances 0.000 claims abstract description 17
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 222
238000000034 method Methods 0.000 claims description 167
230000008569 process Effects 0.000 claims description 146
235000013824 polyphenols Nutrition 0.000 claims description 106
239000002904 solvent Substances 0.000 claims description 67
239000003921 oil Substances 0.000 claims description 66
239000000203 mixture Substances 0.000 claims description 63
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 54
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235000017550 sodium carbonate Nutrition 0.000 claims description 27
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AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 7
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TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 claims description 4
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HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims 1
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239000002038 ethyl acetate fraction Substances 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
238000009313 farming Methods 0.000 description 1
239000000796 flavoring agent Substances 0.000 description 1
235000019634 flavors Nutrition 0.000 description 1
239000012530 fluid Substances 0.000 description 1
239000000446 fuel Substances 0.000 description 1
XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 description 1
238000002309 gasification Methods 0.000 description 1
238000005227 gel permeation chromatography Methods 0.000 description 1
239000011521 glass Substances 0.000 description 1
LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical class COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 description 1
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
238000001819 mass spectrum Methods 0.000 description 1
239000012528 membrane Substances 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
150000002826 nitrites Chemical class 0.000 description 1
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
239000002674 ointment Substances 0.000 description 1
210000000056 organ Anatomy 0.000 description 1
239000011368 organic material Substances 0.000 description 1
239000010815 organic waste Substances 0.000 description 1
238000001139 pH measurement Methods 0.000 description 1
239000003973 paint Substances 0.000 description 1
230000037361 pathway Effects 0.000 description 1
101150028395 perC gene Proteins 0.000 description 1
150000004707 phenolate Chemical class 0.000 description 1
229920003053 polystyrene-divinylbenzene Polymers 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
238000003825 pressing Methods 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
239000002994 raw material Substances 0.000 description 1
238000009877 rendering Methods 0.000 description 1
235000012045 salad Nutrition 0.000 description 1
239000004576 sand Substances 0.000 description 1
238000013341 scale-up Methods 0.000 description 1
230000007017 scission Effects 0.000 description 1
238000000926 separation method Methods 0.000 description 1
NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical class [Na+].[O-]C1=CC=CC=C1 NESLWCLHZZISNB-UHFFFAOYSA-M 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
239000011343 solid material Substances 0.000 description 1
230000007928 solubilization Effects 0.000 description 1
238000005063 solubilization Methods 0.000 description 1
238000000638 solvent extraction Methods 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Natural products C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 1
229920001187 thermosetting polymer Polymers 0.000 description 1
238000009834 vaporization Methods 0.000 description 1
230000008016 vaporization Effects 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1
239000002351 wastewater Substances 0.000 description 1
239000010698 whale oil Substances 0.000 description 1

Landscapes

Phenolic Resins Or Amino Resins (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CA 2085513 1991-12-16 1992-12-16 Produits de resol obtenus a partir de condensats organiques et aqueux fractionnes fabriques par pyrolyse rapide de materiaux de biomasse Expired - Fee Related CA2085513C (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US806,897		1991-12-16
US07/806,897 US5235021A (en)	1989-12-29	1991-12-16	Resole resin products derived from fractionated organic and aqueous condensates made by fast-pyrolysis of biomass materials

Publications (2)

Publication Number	Publication Date
CA2085513A1 CA2085513A1 (fr)	1993-06-17
CA2085513C true CA2085513C (fr)	2003-09-23

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Application Number	Title	Priority Date	Filing Date
CA 2085513 Expired - Fee Related CA2085513C (fr)	1991-12-16	1992-12-16	Produits de resol obtenus a partir de condensats organiques et aqueux fractionnes fabriques par pyrolyse rapide de materiaux de biomasse

Country Status (1)

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CA (1)	CA2085513C (fr)

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CN113462410B (zh) *	2021-07-30	2022-09-30	重庆大学	一种红外快速加热医疗废弃物的热解多联产系统

1992
- 1992-12-16 CA CA 2085513 patent/CA2085513C/fr not_active Expired - Fee Related

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Publication number	Publication date
CA2085513A1 (fr)	1993-06-17

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2013-01-28	MKLA	Lapsed	Effective date: 20121217

Publication	Publication Date	Title
US4942269A (en)	1990-07-17	Process for fractionating fast-pyrolysis oils, and products derived therefrom
US5235021A (en)	1993-08-10	Resole resin products derived from fractionated organic and aqueous condensates made by fast-pyrolysis of biomass materials
Sadeghifar et al.	2020	Perspective on technical lignin fractionation
Effendi et al.	2008	Production of renewable phenolic resins by thermochemical conversion of biomass: A review
US5223601A (en)	1993-06-29	Phenolic compounds containing/neutral fractions extract and products derived therefrom from fractionated fast-pyrolysis oils
EP2991998B1 (fr)	2019-08-14	Procédé de préparation de fractions de lignine stable de façon thermique
Demirbaş	2000	Effect of lignin content on aqueous liquefaction products of biomass
Van den Bosch et al.	2015	Reductive lignocellulose fractionation into soluble lignin-derived phenolic monomers and dimers and processable carbohydrate pulps
DK2483331T3 (en)	2017-08-28	PROCEDURE AND SYSTEM FOR FRACTING LIGNOCELLULOSE BIOMAS
CN110914341A (zh)	2020-03-24	改质木质素的制造方法和改质木质素、以及含改质木质素的树脂组成材料
SE542463C2 (en)	2020-05-12	Depolymerized lignin in hydrocarbon oil
Xie et al.	2016	Extraction and characterization of holocellulose fibers by microwave‐assisted selective liquefaction of bamboo
CA3148181C (fr)	2024-02-06	Depolymerisation de biomasse lignocellulosique a basse pression
EP3504220A1 (fr)	2019-07-03	Lignine modifiée et procédés de séparation
Demirbas et al.	2000	Conversion of olive husk to liquid fuel by pyrolysis and catalytic liquefaction
Kim et al.	2016	Relationship between characteristics of ethanol organosolv lignin and the productivity of phenolic monomers by solvolysis
EP1137738B1 (fr)	2004-06-02	Procede de recuperation de phenols a faible poids moleculaire, de furfural, d'alcool furfurylique et/ou de cellulose ou de residus a forte teneur en cellulose
CA2085513C (fr)	2003-09-23	Produits de resol obtenus a partir de condensats organiques et aqueux fractionnes fabriques par pyrolyse rapide de materiaux de biomasse
Chum et al.	1989	Process for fractionating fast-pyrolysis oils, and products derived therefrom
CA2072738C (fr)	2003-04-15	Novolaque obtenue a partir d'hydrocarbures de pyrolyse rapide fractionnes
Demirbaş	2002	Utilization of lignin degradation products from hazelnut shell via supercritical fluid extraction
Mohammadi	2024	Depolymerization of different lignin types via solvolysis
US20250066556A1 (en)	2025-02-27	Methanol explosion of cellulosic fibers and their uses
Chai et al.	2019	Comparative Study of Isolated Polysaccharides from Triploid Poplar Using Different Solvents and Chemicals
AU758889B2 (en)	2003-04-03	Process for the recovery of low molecular weight phenols, furfural, furfuryl alcohol and/or cellulose or cellulose-rich residues