CN101348558A - Enzymatic hydrolysis lignin epoxide resin and preparation thereof - Google Patents
Enzymatic hydrolysis lignin epoxide resin and preparation thereof Download PDFInfo
- Publication number
- CN101348558A CN101348558A CNA2008100717466A CN200810071746A CN101348558A CN 101348558 A CN101348558 A CN 101348558A CN A2008100717466 A CNA2008100717466 A CN A2008100717466A CN 200810071746 A CN200810071746 A CN 200810071746A CN 101348558 A CN101348558 A CN 101348558A
- Authority
- CN
- China
- Prior art keywords
- enzymatic hydrolysis
- dianhydride
- epoxide resin
- enzymolysis xylogen
- hydrolysis 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.)
- Granted
Links
- 229920005610 lignin Polymers 0.000 title claims abstract description 50
- 229920000647 polyepoxide Polymers 0.000 title claims abstract description 37
- 239000003822 epoxy resin Substances 0.000 title claims abstract description 36
- 238000002360 preparation method Methods 0.000 title claims abstract description 23
- 230000007071 enzymatic hydrolysis Effects 0.000 title claims description 31
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 title claims description 31
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 25
- 239000003054 catalyst Substances 0.000 claims abstract description 17
- 239000002994 raw material Substances 0.000 claims abstract description 16
- 239000000463 material Substances 0.000 claims abstract description 14
- 238000000034 method Methods 0.000 claims abstract description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229920000728 polyester Polymers 0.000 claims abstract description 9
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 claims abstract description 7
- 235000017166 Bambusa arundinacea Nutrition 0.000 claims abstract description 6
- 235000017491 Bambusa tulda Nutrition 0.000 claims abstract description 6
- 241001330002 Bambuseae Species 0.000 claims abstract description 6
- 235000015334 Phyllostachys viridis Nutrition 0.000 claims abstract description 6
- 239000011425 bamboo Substances 0.000 claims abstract description 6
- 238000000855 fermentation Methods 0.000 claims abstract description 6
- 230000004151 fermentation Effects 0.000 claims abstract description 6
- 239000002023 wood Substances 0.000 claims abstract description 6
- 230000009471 action Effects 0.000 claims abstract description 5
- 238000007363 ring formation reaction Methods 0.000 claims abstract description 5
- 239000004593 Epoxy Chemical class 0.000 claims description 47
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 45
- 229920005989 resin Polymers 0.000 claims description 44
- 239000011347 resin Substances 0.000 claims description 44
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 39
- 229920000642 polymer Polymers 0.000 claims description 37
- 238000006243 chemical reaction Methods 0.000 claims description 31
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 25
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 24
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 230000015572 biosynthetic process Effects 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 7
- 230000004048 modification Effects 0.000 claims description 7
- 238000012986 modification Methods 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 7
- 238000001291 vacuum drying Methods 0.000 claims description 7
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 6
- 238000004821 distillation Methods 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 6
- 238000010992 reflux Methods 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 6
- 239000000178 monomer Substances 0.000 claims description 5
- -1 phenolic aldehyde Chemical class 0.000 claims description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 238000007334 copolymerization reaction Methods 0.000 claims description 3
- 239000000284 extract Substances 0.000 claims description 3
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims description 3
- 238000006386 neutralization reaction Methods 0.000 claims description 3
- 150000002989 phenols Chemical class 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- 229930185605 Bisphenol Natural products 0.000 claims description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 2
- 239000004411 aluminium Substances 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 150000008064 anhydrides Chemical group 0.000 claims description 2
- 239000004927 clay Substances 0.000 claims description 2
- 238000001816 cooling Methods 0.000 claims description 2
- 150000002118 epoxides Chemical class 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 150000002191 fatty alcohols Chemical class 0.000 claims description 2
- 150000004676 glycans Chemical class 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 239000012948 isocyanate Substances 0.000 claims description 2
- 150000002513 isocyanates Chemical class 0.000 claims description 2
- 235000012204 lemonade/lime carbonate Nutrition 0.000 claims description 2
- 239000012764 mineral filler Substances 0.000 claims description 2
- 150000002894 organic compounds Chemical class 0.000 claims description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 2
- 229920001282 polysaccharide Polymers 0.000 claims description 2
- 239000005017 polysaccharide Substances 0.000 claims description 2
- 229920006295 polythiol Polymers 0.000 claims description 2
- 239000000377 silicon dioxide Substances 0.000 claims description 2
- 229960001866 silicon dioxide Drugs 0.000 claims description 2
- 235000012239 silicon dioxide Nutrition 0.000 claims description 2
- 239000000853 adhesive Substances 0.000 abstract description 5
- 230000001070 adhesive effect Effects 0.000 abstract description 5
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 abstract 2
- 238000006266 etherification reaction Methods 0.000 abstract 2
- 239000000945 filler Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000003607 modifier Substances 0.000 abstract 1
- 239000003973 paint Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 description 11
- PSYGHMBJXWRQFD-UHFFFAOYSA-N 2-(2-sulfanylacetyl)oxyethyl 2-sulfanylacetate Chemical compound SCC(=O)OCCOC(=O)CS PSYGHMBJXWRQFD-UHFFFAOYSA-N 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 229920001732 Lignosulfonate Polymers 0.000 description 7
- 238000009835 boiling Methods 0.000 description 7
- 238000003786 synthesis reaction Methods 0.000 description 7
- 235000019357 lignosulphonate Nutrition 0.000 description 6
- 230000000694 effects Effects 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 238000003760 magnetic stirring Methods 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 238000000643 oven drying Methods 0.000 description 4
- AGGKEGLBGGJEBZ-UHFFFAOYSA-N tetramethylenedisulfotetramine Chemical compound C1N(S2(=O)=O)CN3S(=O)(=O)N1CN2C3 AGGKEGLBGGJEBZ-UHFFFAOYSA-N 0.000 description 4
- MNAHQWDCXOHBHK-UHFFFAOYSA-N 1-phenylpropane-1,1-diol Chemical compound CCC(O)(O)C1=CC=CC=C1 MNAHQWDCXOHBHK-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 238000004026 adhesive bonding Methods 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 3
- 238000010008 shearing Methods 0.000 description 3
- 239000002028 Biomass Substances 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 229940106691 bisphenol a Drugs 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical compound [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- LRBQNJMCXXYXIU-PPKXGCFTSA-N Chinese gallotannin Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-PPKXGCFTSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000004500 asepsis Methods 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000013043 chemical agent Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- LFMVFTMUPCOARK-UHFFFAOYSA-N ethane-1,2-diol;oxirane Chemical compound C1CO1.OCCO LFMVFTMUPCOARK-UHFFFAOYSA-N 0.000 description 1
- VANNPISTIUFMLH-UHFFFAOYSA-N glutaric anhydride Chemical compound O=C1CCCC(=O)O1 VANNPISTIUFMLH-UHFFFAOYSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 1
- 229940031826 phenolate Drugs 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
Landscapes
- Epoxy Resins (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
Description
Numbering | Give aggressiveness/ethylene glycol bisthioglycolate Synthesis of Oligo Ethylene Glycol | Oxirane value (mol/100g) | Adhesive shear strength/MP |
A B C D E | 10% 20% 30% 40% 50% | 0.67 0.56 0.42 0.30 0.24 | 2.70 3.21 5.11 8.30 10.6 |
Claims (10)
Priority Applications (1)
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CN2008100717466A CN101348558B (en) | 2008-09-12 | 2008-09-12 | Enzymatic hydrolysis lignin epoxide resin and preparation thereof |
Applications Claiming Priority (1)
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CN2008100717466A CN101348558B (en) | 2008-09-12 | 2008-09-12 | Enzymatic hydrolysis lignin epoxide resin and preparation thereof |
Publications (2)
Publication Number | Publication Date |
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CN101348558A true CN101348558A (en) | 2009-01-21 |
CN101348558B CN101348558B (en) | 2010-11-03 |
Family
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Family Applications (1)
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CN2008100717466A Active CN101348558B (en) | 2008-09-12 | 2008-09-12 | Enzymatic hydrolysis lignin epoxide resin and preparation thereof |
Country Status (1)
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Cited By (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101824155A (en) * | 2010-05-15 | 2010-09-08 | 福州大学 | Method for preparing enzymatic hydrolysis (EH) lignin-dimer fatty acid derivative |
CN102051002A (en) * | 2010-12-02 | 2011-05-11 | 东北林业大学 | Zymolytic lignin-wood fiber-polyolefin hybrid composite material and preparation method thereof |
US20120148740A1 (en) * | 2010-12-14 | 2012-06-14 | Yang Chia-Wei | Raw materials and methods of manufacturing bio-based epoxy resins |
CN103382281A (en) * | 2012-05-03 | 2013-11-06 | 财团法人工业技术研究院 | Fire-retardant laminated plate |
CN103524709A (en) * | 2013-10-14 | 2014-01-22 | 南京林业大学 | Preparation method for epoxy resin |
US20140235811A1 (en) * | 2010-12-14 | 2014-08-21 | Industrial Technology Research Institute | Raw materials and methods of manufacturing bio-based epoxy resins |
CN106188501A (en) * | 2014-10-14 | 2016-12-07 | 财团法人工业技术研究院 | Lignin biomass epoxy resin, method for forming the same, and composition comprising the same |
CN106243324A (en) * | 2016-08-02 | 2016-12-21 | 黄山市徽州天马化工有限公司 | A kind of fire-retardant epoxy resin and preparation method thereof |
CN106883376A (en) * | 2017-02-21 | 2017-06-23 | 江苏迪因生物科技有限公司 | The preparation method of enzymolysis xylogen base epoxy |
CN107236515A (en) * | 2017-06-17 | 2017-10-10 | 常州新区金利宝塑料制品有限公司 | A kind of preparation method of automobile folding adhesive |
CN109642081A (en) * | 2016-09-09 | 2019-04-16 | 出光兴产株式会社 | Method for producing lignin-containing resin composition and lignin-containing resin molded article |
CN109912934A (en) * | 2019-04-01 | 2019-06-21 | 上海汉禾生物新材料科技有限公司 | A kind of lignin epoxide resin/carbon fibre reinforced composite |
CN110172229A (en) * | 2019-05-27 | 2019-08-27 | 山西生物质新材料产业研究院有限公司 | A kind of cured modified lignin epoxide resin/carbon fibre reinforced composite and its preparation method and application |
CN110172228A (en) * | 2019-05-23 | 2019-08-27 | 山西舜质新材料科技有限公司 | A kind of anti-aging composite material of lignin epoxide resin/fibre reinforced |
CN111607066A (en) * | 2020-07-01 | 2020-09-01 | 山西生物质新材料产业研究院有限公司 | Star-shaped polyester modified lignin epoxy resin and carbon fiber composite prepreg thereof |
WO2020212149A1 (en) | 2019-04-16 | 2020-10-22 | Henkel Ag & Co. Kgaa | Use of functionalized alpha-angelica lactones |
CN113563572A (en) * | 2021-07-28 | 2021-10-29 | 黄山市源润新材料科技有限公司 | Polyester resin for mixed 70/30 powder coating and preparation method thereof |
-
2008
- 2008-09-12 CN CN2008100717466A patent/CN101348558B/en active Active
Cited By (30)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101824155B (en) * | 2010-05-15 | 2012-07-25 | 福州大学 | Method for preparing enzymatic hydrolysis (EH) lignin-dimer fatty acid derivative |
CN101824155A (en) * | 2010-05-15 | 2010-09-08 | 福州大学 | Method for preparing enzymatic hydrolysis (EH) lignin-dimer fatty acid derivative |
CN102051002A (en) * | 2010-12-02 | 2011-05-11 | 东北林业大学 | Zymolytic lignin-wood fiber-polyolefin hybrid composite material and preparation method thereof |
US20140235811A1 (en) * | 2010-12-14 | 2014-08-21 | Industrial Technology Research Institute | Raw materials and methods of manufacturing bio-based epoxy resins |
CN102558507B (en) * | 2010-12-14 | 2013-12-25 | 财团法人工业技术研究院 | Raw material of biomass epoxy resin and preparation method of biomass epoxy resin |
US20120148740A1 (en) * | 2010-12-14 | 2012-06-14 | Yang Chia-Wei | Raw materials and methods of manufacturing bio-based epoxy resins |
CN102558507A (en) * | 2010-12-14 | 2012-07-11 | 财团法人工业技术研究院 | Raw material of biomass epoxy resin and preparation method of biomass epoxy resin |
CN103382281B (en) * | 2012-05-03 | 2015-06-24 | 财团法人工业技术研究院 | Fire-retardant laminated plate |
CN103382281A (en) * | 2012-05-03 | 2013-11-06 | 财团法人工业技术研究院 | Fire-retardant laminated plate |
CN103524709B (en) * | 2013-10-14 | 2016-05-11 | 南京林业大学 | The preparation method of epoxy resin |
CN103524709A (en) * | 2013-10-14 | 2014-01-22 | 南京林业大学 | Preparation method for epoxy resin |
CN106188501A (en) * | 2014-10-14 | 2016-12-07 | 财团法人工业技术研究院 | Lignin biomass epoxy resin, method for forming the same, and composition comprising the same |
US9856346B2 (en) | 2014-10-14 | 2018-01-02 | Industrial Technology Research Institute | Lignin-based biomass epoxy resin, method for manufacturing the same, and compositions including the same |
CN106188501B (en) * | 2014-10-14 | 2019-04-26 | 财团法人工业技术研究院 | Lignin biomass epoxy resin, method for forming the same, and composition comprising the same |
CN106243324A (en) * | 2016-08-02 | 2016-12-21 | 黄山市徽州天马化工有限公司 | A kind of fire-retardant epoxy resin and preparation method thereof |
US11193022B2 (en) | 2016-09-09 | 2021-12-07 | Idemitsu Kosan Co., Ltd. | Method for producing lignin-containing resin composition and lignin-containing resin molded article |
CN109642081A (en) * | 2016-09-09 | 2019-04-16 | 出光兴产株式会社 | Method for producing lignin-containing resin composition and lignin-containing resin molded article |
CN106883376A (en) * | 2017-02-21 | 2017-06-23 | 江苏迪因生物科技有限公司 | The preparation method of enzymolysis xylogen base epoxy |
CN106883376B (en) * | 2017-02-21 | 2019-01-25 | 山西舜质新材料科技有限公司 | The preparation method of enzymolysis xylogen base epoxy |
CN107236515A (en) * | 2017-06-17 | 2017-10-10 | 常州新区金利宝塑料制品有限公司 | A kind of preparation method of automobile folding adhesive |
CN109912934A (en) * | 2019-04-01 | 2019-06-21 | 上海汉禾生物新材料科技有限公司 | A kind of lignin epoxide resin/carbon fibre reinforced composite |
WO2020212149A1 (en) | 2019-04-16 | 2020-10-22 | Henkel Ag & Co. Kgaa | Use of functionalized alpha-angelica lactones |
US11697643B2 (en) | 2019-04-16 | 2023-07-11 | Henkel Ag & Co. Kgaa | Use of functionalized alpha-angelica lactones |
CN110172228A (en) * | 2019-05-23 | 2019-08-27 | 山西舜质新材料科技有限公司 | A kind of anti-aging composite material of lignin epoxide resin/fibre reinforced |
CN110172228B (en) * | 2019-05-23 | 2021-08-03 | 山西舜质新材料科技有限公司 | Lignin epoxy resin/carbon fiber reinforced anti-aging composite material |
CN110172229A (en) * | 2019-05-27 | 2019-08-27 | 山西生物质新材料产业研究院有限公司 | A kind of cured modified lignin epoxide resin/carbon fibre reinforced composite and its preparation method and application |
CN110172229B (en) * | 2019-05-27 | 2022-03-04 | 山西生物质新材料产业研究院有限公司 | Cured and modified lignin epoxy resin/carbon fiber reinforced composite material and preparation method and application thereof |
CN111607066A (en) * | 2020-07-01 | 2020-09-01 | 山西生物质新材料产业研究院有限公司 | Star-shaped polyester modified lignin epoxy resin and carbon fiber composite prepreg thereof |
CN111607066B (en) * | 2020-07-01 | 2022-10-14 | 山西生物质新材料产业研究院有限公司 | Star-shaped polyester modified lignin epoxy resin and carbon fiber composite prepreg thereof |
CN113563572A (en) * | 2021-07-28 | 2021-10-29 | 黄山市源润新材料科技有限公司 | Polyester resin for mixed 70/30 powder coating and preparation method thereof |
Also Published As
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