1 / 21

A study on industrial utilization of acetic acid lignin

A study on industrial utilization of acetic acid lignin. Naonori MIYATA (Kansai Paint Co.,Ltd.) S h inich OGINO (Kansai Paint Co.,Ltd.) Yasumitsu U RAKI (Hokkaido University) Makoto UBUKATA (Hokkaido University). Contents. The back ground of this study

aren
Télécharger la présentation

A study on industrial utilization of acetic acid lignin

An Image/Link below is provided (as is) to download presentation Download Policy: Content on the Website is provided to you AS IS for your information and personal use and may not be sold / licensed / shared on other websites without getting consent from its author. Content is provided to you AS IS for your information and personal use only. Download presentation by click this link. While downloading, if for some reason you are not able to download a presentation, the publisher may have deleted the file from their server. During download, if you can't get a presentation, the file might be deleted by the publisher.

E N D

Presentation Transcript

  1. A study on industrial utilization of acetic acid lignin Naonori MIYATA (Kansai Paint Co.,Ltd.) Shinich OGINO (Kansai Paint Co.,Ltd.) Yasumitsu URAKI (Hokkaido University) Makoto UBUKATA (HokkaidoUniversity)

  2. Contents • The back ground of this study • 2. Efficient use of palm oil residues • by acetic acid pulping at ambient pressure • 3. Innovative application of acetic acid lignin. • ~Application of acetic acid lignin derived from wood • to termiticide and coatings material~ • 4. Conclusions

  3. Pulp A L Background ~Efficient use of woody biomass ~ 1 Oil palm is one of the most useful plants Cooking Oil Bio diesel Fruit bunch Fruit ? Acetic acid lignin (AL) ? Empty fruit bunch Pulp Paper Glucose (fermentation sauce) It is necessary to use AL for efficient use of hole oil palm Acetic acid pulpingprocess Soluble to organic solvents Woody biomasses Sulfuric acid lignin is not soluble Pulping Oil palm AL has similarproperties to ALs form woods?

  4. 2 Efficient use of oil palm residues by acetic acid pulping

  5. trunk EFB 12 20 others stem・ leaf 20 48 Possibility of using palm oil residues 3 The amount of palm oil residues (in Malaysia) Several ten million ton / year Good materials from the view point of not only their total amount but also their resource density Empty fruit bunch fiber as sauce for pulping Details of wastes(%) Empty fruit bunch fiber(EFB) Fruit bunch Fruit

  6. cellulose hemicellulose lignin shape （%） （%） （%） long fiber E F B 45~50 25~35 25~35 short fiber mesocarp fiber 40 24 24 － shell stem ・ leaf no data － trunk － ordinary wood － 45 25 30 *composition:weight% of each component (dry) 4 Composition of EFB Composition of wastes from oil palm from a reference Composition of EFB is similar to that of ordinary wood The pulping condition for wood was applied to EFB

  7. 5 Basic Policy of Development Important properties of AL Suitable use for AL from EFB . . Material that can be coated (e.g. “Paint”) Molding Solubility to organic solvents Fusion characteristics . . From the view point of “efficient” use It’s preferable that not only pulp but also lignin can be used

  8. Crude pulp A L Yield(%) 46 21 (Experimental value) Cellulose Lignin Content(%) (from a reference) 40~50 25~35 Results of pulping 6 Crude pulp AL (powder) Pulping EFB(dry)150 g Acetic acid 3465 g Distilled water373 g Sulfuric acid11.5 g reflux over 4hr Concentration of acetic acid ： 90 wt % Concentration of sulfuric acid ： 0.3 wt % ( Condition for hard woods) Solubility of AL from EFB (1 wt % to each solvent*) (completely soluble):Tetrahydrofuran , Dimethyl Sulfoxide , Cyclohexanone ( partially soluble ):Acetone ,  Chloroform *Solvents: alcohols, ketones, esters, ethers, alkanes, aromatics….

  9. Oil palm White birch Oregon pine SL * 140C X X X X 160 C X 180 C X 200 C X 180 C 140 C 7 Fusing Temperature of AL Results Method Heating (20min.) Slide glass ＊SL　：　Lignin obtained from hard wood and soft wood by sulfuric acid pulping AL(powder)0.1 g :Fused :Partially fused X:Unfused Oil palm AL fused at 180 C I tried to use oil palm AL as material for molding Oil palm AL after heating

  10. ・ ・ ・ ・ ・ ・ ・ ・ ・ 170 C 25 MPa Fiberboard (density :1.3~1.4 g/cm3) Mixing Heating and pressurization 8 Preparation of fiber board A precedence work of fiberboard : Fiber board from wastepaper and white birch AL (J.Nemoto,Y.Uraki, Y.Sano;Mokuzaigakkaishi, 49, 4, p287 ) An attempt to prepare board from EFB only Procedure of preparing fiberboard .

  11. 60 50 40 30 20 10 0 Dry Wet ドライ混合 ウェット混合 新聞紙ボード 空果房繊維のみ 60 50 40 30 20 10 0 Effects of preparing conditions 9 Effect of Mixing condition Oil palm board ( ) from oil palm pulp and AL Without pulping ( ) from raw EFB (without pulping process) Typical pressurizing condition pulp / AL = 80 / 20 ( by weight ) temperature:170 C pressure:25MPa pressurizing time:15min. Bending strength (N / cm2) Without pulping Effect of ratio of materials and pressurizing time Bending strength (N / cm2) A: pulp / AL = 80 / 20 , 15min. B: pulp / AL = 70 / 30 , 15min. C: pulp / AL = 80 / 20 , 8min. A B C

  12. 100 With NaOH treatment 80 Without NaOH treatment 60 Yield of Glucose(%) EFB(without pulping) 40 Filter paper powder 20 0 0 6 12 18 24 30 36 42 48 Reaction time (hours) Hydrolysis of pulp from oil palm 10 Oil palm pulp can be used to produce glucose. Reference:Y.Uraki, Y.Sano(1998) ・Cellulase ・β-Glucosidase Treatment with NaOH Hydrolysis 脱アセチル化 Measurement of glucose concentration Pulp Shaking (40 C)

  13. 11 Innovative Application of AL ~Application to termiticide and coatings material~

  14. Low High Molecular weight OH アルコール OH フェノール OH(alcohlic) アルデヒド OH(phenolic) 針葉樹リグニンの推定構造 12 Application of AL to termiticide Molecular weight of phenolic compounds and their properties as termiticide Natural lignins (over 10000) A L (3000 ~ 4000) ?X Properties as termiticide Effect of AL upon termites is unknown Presumed structure of lignin

  15. a) b) c) Repellency of AL to termites 13 Behavior of termites at repellency test (6days) Wood tip • Treated with AL • Untreated • Treated(right) and • Untreated(left) . AL:from white birch Treatment method:coated twice by brush (solvent:acetone) . Termites avoid AL, though this tendency is not so strong

  16. 100 Refluxing & Dipping 80 Dipping 60 ratio of dead termites (%) Without AL treatment 40 Hunger condition (blank test) 20 0 0 10 20 30 Time(days) 14 Termiticide Property of Wood Tip Treated with AL Result of termiticide property test of AL treated wood tips Method of treatment . AL showed termiticide property Effect as termiticideis was influenced by treatment method .

  17. Methoxyl Acetyl Hydroxyl Hydroxyl Group (phenolic) (alcohlic) -OCH3 -COCH3 -OH -OH wt % 19.5 10.6 4.2 6.3 Y.Sano; Kinouzairyou, 21, 12, p41 (2001) 15 Application of AL to coatings material Amount of functional groups in AL derived from white birch It is well known that hydroxyl groups of lignin react with isocyanates or epoxides Investigation of potential of AL for “Paint Binder”

  18. NCO OH Urethane 16 Reaction of AL with NCO-Crosslinker AL solution in cyclohexanone with crosslinker* Heating(100 C, 60 min.) In refluxing acetone (4hours) Measurement of gel fraction ratio Crosslinker : Hexamethylenediisocyanate derivative (bi-functional) Catalyst : Dibutyltin dilaurate  Confirmation of reaction ( by FT-IR analysis ) Decreasing of peaks from OH and NCO group, and appearance of a new peak from urethane bonding were confirmed Before heating After heating

  19. 100 80 60 40 20 0 0.0 0.2 0.4 0.6 0.8 1.0 NCO / OH ratio 17 Curability of film from AL with NCO-Crosslinker Effect of NCO / OH ratio Heating : 100 oC , 60min. Gel fraction (%) . Film from AL with crosslinker showed good curability ( NCO / OH ratio > 0.4 ) If enough heating time can be secured, it may be possible to use this system for paint. = .

  20. 18 Conclusions . Pulp and AL were yielded by 46% and 21% by acetic acid pulping of oil palm EFB Fiberboards were prepared from oil palm pulp and AL Oil palm pulp was converted to glucose in high yield by enzymatic hydrolysis. AL from white birch showed termiticide property Film from AL with NCO-crosslinker showed good curability . . . .

  21. Thank you for your kind attention

More Related