FI107386B - Förfarande för framställning av stärkelseestrar - Google Patents
Förfarande för framställning av stärkelseestrar Download PDFInfo
- Publication number
- FI107386B FI107386B FI965306A FI965306A FI107386B FI 107386 B FI107386 B FI 107386B FI 965306 A FI965306 A FI 965306A FI 965306 A FI965306 A FI 965306A FI 107386 B FI107386 B FI 107386B
- Authority
- FI
- Finland
- Prior art keywords
- starch
- process according
- anhydride
- reaction
- carboxylic acid
- Prior art date
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- 229920002472 Starch Polymers 0.000 title claims abstract description 81
- 235000019698 starch Nutrition 0.000 title claims abstract description 81
- 239000008107 starch Substances 0.000 title claims abstract description 77
- 238000000034 method Methods 0.000 title claims abstract description 42
- 150000002148 esters Chemical class 0.000 title claims abstract description 23
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 78
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims abstract description 41
- 238000006243 chemical reaction Methods 0.000 claims abstract description 36
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 25
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 24
- 239000003054 catalyst Substances 0.000 claims abstract description 22
- 150000008064 anhydrides Chemical class 0.000 claims abstract description 15
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 claims abstract description 11
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims abstract description 10
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims abstract description 5
- 239000001632 sodium acetate Substances 0.000 claims abstract description 4
- 235000017281 sodium acetate Nutrition 0.000 claims abstract description 4
- 239000011541 reaction mixture Substances 0.000 claims description 15
- 239000007858 starting material Substances 0.000 claims description 15
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 10
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 claims description 10
- 238000001914 filtration Methods 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 8
- 238000001816 cooling Methods 0.000 claims description 6
- 239000001087 glyceryl triacetate Substances 0.000 claims description 5
- 235000013773 glyceryl triacetate Nutrition 0.000 claims description 5
- 229960002622 triacetin Drugs 0.000 claims description 5
- 229920000856 Amylose Polymers 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 229920000881 Modified starch Polymers 0.000 claims description 4
- 235000019426 modified starch Nutrition 0.000 claims description 4
- 229920000945 Amylopectin Polymers 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 230000001376 precipitating effect Effects 0.000 claims description 2
- 239000008186 active pharmaceutical agent Substances 0.000 claims 2
- 239000012452 mother liquor Substances 0.000 claims 2
- 150000008065 acid anhydrides Chemical class 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- 125000002091 cationic group Chemical group 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 235000013808 oxidized starch Nutrition 0.000 claims 1
- 239000001254 oxidized starch Substances 0.000 claims 1
- MKRNVBXERAPZOP-UHFFFAOYSA-N Starch acetate Chemical compound O1C(CO)C(OC)C(O)C(O)C1OCC1C(OC2C(C(O)C(OC)C(CO)O2)OC(C)=O)C(O)C(O)C(OC2C(OC(C)C(O)C2O)CO)O1 MKRNVBXERAPZOP-UHFFFAOYSA-N 0.000 abstract description 9
- 239000012429 reaction media Substances 0.000 abstract description 7
- 235000011121 sodium hydroxide Nutrition 0.000 abstract description 5
- 238000005886 esterification reaction Methods 0.000 abstract description 4
- 238000000926 separation method Methods 0.000 abstract description 3
- 235000011149 sulphuric acid Nutrition 0.000 abstract description 2
- 239000002699 waste material Substances 0.000 abstract description 2
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 238000001556 precipitation Methods 0.000 description 13
- 239000002253 acid Substances 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- 239000000155 melt Substances 0.000 description 8
- 150000001242 acetic acid derivatives Chemical class 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000006467 substitution reaction Methods 0.000 description 6
- 239000003153 chemical reaction reagent Substances 0.000 description 5
- 230000007062 hydrolysis Effects 0.000 description 5
- 238000006460 hydrolysis reaction Methods 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 240000005979 Hordeum vulgare Species 0.000 description 4
- 235000007340 Hordeum vulgare Nutrition 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- 230000035484 reaction time Effects 0.000 description 4
- 238000004064 recycling Methods 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- -1 fatty acid esters Chemical class 0.000 description 3
- 238000000227 grinding Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 230000021736 acetylation Effects 0.000 description 2
- 238000006640 acetylation reaction Methods 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000012716 precipitator Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000010802 sludge Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 235000007319 Avena orientalis Nutrition 0.000 description 1
- 244000075850 Avena orientalis Species 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- 240000003183 Manihot esculenta Species 0.000 description 1
- 235000016735 Manihot esculenta subsp esculenta Nutrition 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 240000004713 Pisum sativum Species 0.000 description 1
- 235000010582 Pisum sativum Nutrition 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 244000098338 Triticum aestivum Species 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000010933 acylation Effects 0.000 description 1
- 238000005917 acylation reaction Methods 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 229940040526 anhydrous sodium acetate Drugs 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000003637 basic solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 description 1
- 239000001639 calcium acetate Substances 0.000 description 1
- 235000011092 calcium acetate Nutrition 0.000 description 1
- 229960005147 calcium acetate Drugs 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 230000005465 channeling Effects 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000007071 enzymatic hydrolysis Effects 0.000 description 1
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000013505 freshwater Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000012667 polymer degradation Methods 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 239000011345 viscous material Substances 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B31/00—Preparation of derivatives of starch
- C08B31/02—Esters
- C08B31/04—Esters of organic acids, e.g. alkenyl-succinated starch
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Investigating Strength Of Materials By Application Of Mechanical Stress (AREA)
Claims (18)
1. Förfarande för framställning av en stärkelseester, enligt vilket förfarande ett stärkelsebaserat rämaterial omsätts med en organisk karboxylsyraanhydrid i närvaro av 5 en katalysator i ett väsentligen vattenfritt medium, kännetecknatavatt reaktionen mellan det stärkelsebaserade rämaterialet och anhydriden utförs i en sluten reaktor i ett övertryck och vid förhöjd temperatur.
2. Förfarande enligt krav l,kännetecknatavatt reaktionen utförs i ett övertryck 10 av 0,01 -100 bar, företrädesvis ca 0,1 - 50 bar.
3. Förfarande enligt krav 1 eller 2, kännetecknatavatt mediet innehäller högst 10 vikt-% vatien. 15
4. Förfarande enligt nägot av kraven 1 - 3 »kännetecknatavatt säsom medium används ett överskott av den organiska karboxylsyraanhydriden.
: - 5. Förfarande enligt nägot av kraven l-3,kännetecknatavatt säsom medium används den organiska karboxylsyra som motsvarar syraanhydriden. 20
6. Förfarande enligt krav 5,kännetecknatavatt mängden organisk karboxylsyra uppgär till 1 - 300 % av torrvikten hos stärkelsen.
7. Förfarande enligt nägot av kraven 4-6,kännetecknatavatt säsom karboxyl-25 syraanhydrid används ättiksyraanhydrid och säsom karboxylsyra ättiksyra.
8. Förfarande enligt krav 7,kännetecknatavatt reaktionen utförs vid en « temperatur av ca 129 - 180 °C. 30
9. Förfarande enligt nägot av de föregäende kraven, kännetecknatavatt säsom katalysator används natriumacetat, natriumhydroxid eller svavelsyra.
10. Förfarande enligt krav 9, kännetecknatavatt katalysatorns mängd uppgär tili 107386 högst 15 % av torrvikten hos stärkelsen.
11. Förfarande enligt nagot av den föregäende kraven, kännetecknatavatt säsom stärkelsebaserat rämaterial används naturstärkelse, oxiderad stärkelse, hydrolyserad 5 stärkelse, tvärbunden stärkelse och/eller katjonisk stärkelse, varvid stärkelsens amylos-halt uppgär tili 0 - 100 % och amylopektinhalt tili 100 - 0 %.
12. Förfarande enligt nagot av kraven 1-10, kännetecknatavatt säsom stärkelsebaserat rämaterial används ett stärkelsederivat, som innehäller en viss mängd ffia 10 hydroxylgrupper.
13. Förfarande enligt krav 12, kännetecknatavatt säsom stärkelsederivat används en stärkelseeter. 15
14. Förfarande enligt nagot av de föregäende kraven för framställning av en stärkelse- ester med ett DS-värde av mer än ca 1,5, k ä n n e t e c k n a t av att .. - man beräknar den mängd karboxylsyraanhydrid som svarar mot det önskade DS- ‘ * värdet, - det stärkelsebaserade rämaterialet omsätts först med en mängd anhydrid som 20 motsvarar ett DS-värde av högst ca 1,5, och - när stärkelse-rämaterialet uppnätt ett DS av minst 1,2 tillsätts resten av den beräk-nade anhydridmängden.
15. Förfarande enligt nägot av de föregäende kraven, kännetecknatav följande 25 förfarandesteg: - man använder ett slutet reaktionskärl, som är försett med avkylning, - man bildar en reaktionsblandning, som innehäller det stärkelsebaserade « rämaterialet, karboxylsyraanhydriden och eventuellt ett lösningsmedel och katalysatorn, 30. reaktionsblandningen upphettas i reaktionskärlet tili en temperatur av ca 70 - 100 °C, - det stärkelsebaserade rämaterialet tilläts reagera med karboxylsyraanhydriden, - reaktionsblandningen avkyls för att hälla dess temperatur vid 129 - 180 °C, 107386 - reaktionsblandningen tas tillvara, och - stärkelseestem utfälls ffan reaktionsblandningen.
16. Förfarande enligt krav 15, kännetecknatavatt stärkelseestem utfälls frän 5 reaktionsblandningen med vatten eller alkanol.
17. Förfarande enligt krav 15 eller 16, kännetecknatavatt man tar tillvara filtreringens supernatant. 10
18. Förfarande enligt krav 17, kännetecknatavatt supernatanten används tili produktion av triacetin.
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FI965306A FI107386B (sv) | 1996-12-31 | 1996-12-31 | Förfarande för framställning av stärkelseestrar |
| EP97950216A EP0951482B1 (en) | 1996-12-31 | 1997-12-31 | Process for the preparation of a starch ester |
| AU53243/98A AU5324398A (en) | 1996-12-31 | 1997-12-31 | Process for the preparation of a starch ester |
| AT97950216T ATE315587T1 (de) | 1996-12-31 | 1997-12-31 | Verfahren zur herstellung von einem stärkeester |
| US09/331,968 US6605715B1 (en) | 1996-12-31 | 1997-12-31 | Process for the preparation of a starch ester |
| DE69735110T DE69735110T2 (de) | 1996-12-31 | 1997-12-31 | Verfahren zur herstellung von einem stärkeester |
| PCT/FI1997/000838 WO1998029455A1 (en) | 1996-12-31 | 1997-12-31 | Process for the preparation of a starch ester |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FI965306A FI107386B (sv) | 1996-12-31 | 1996-12-31 | Förfarande för framställning av stärkelseestrar |
| FI965306 | 1996-12-31 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI965306A0 FI965306A0 (sv) | 1996-12-31 |
| FI965306L FI965306L (sv) | 1998-07-01 |
| FI107386B true FI107386B (sv) | 2001-07-31 |
Family
ID=8547395
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI965306A FI107386B (sv) | 1996-12-31 | 1996-12-31 | Förfarande för framställning av stärkelseestrar |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US6605715B1 (sv) |
| EP (1) | EP0951482B1 (sv) |
| AT (1) | ATE315587T1 (sv) |
| AU (1) | AU5324398A (sv) |
| DE (1) | DE69735110T2 (sv) |
| FI (1) | FI107386B (sv) |
| WO (1) | WO1998029455A1 (sv) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011107663A1 (en) | 2010-03-05 | 2011-09-09 | Teknologian Tutkimuskeskus Vtt | Method for manufacturing a marking and corresponding product |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI113875B (sv) | 2002-02-15 | 2004-06-30 | Valtion Teknillinen | Nya stärkelsederivat och förfarande för deras framställning |
| FI122073B (sv) * | 2003-10-02 | 2011-08-15 | Teknologian Tutkimuskeskus Vtt | Poröst fyllmedel eller bestrykningspigment för papper och kartong och framställningen därav |
| FI118179B (sv) * | 2003-10-02 | 2007-08-15 | Valtion Teknillinen | Pigment och fyllmedel samt förfarande för framställning därav |
| PE20060468A1 (es) * | 2004-04-26 | 2006-07-06 | Cp Kelco Aps | Composicion dermoprotectora para controlar la alcalinidad de la piel que comprende polisacaridos de acido carboxilico |
| KR20070100879A (ko) * | 2004-10-15 | 2007-10-12 | 대니스코 에이/에스 | 발포 이소시아네이트계 중합체, 이를 제조하기 위한 믹스및 이의 제조방법 |
| US7465757B2 (en) * | 2004-10-15 | 2008-12-16 | Danisco A/S | Foamed isocyanate-based polymer, a mix and process for production thereof |
| US20060122355A1 (en) * | 2004-10-15 | 2006-06-08 | O'connor James | Derivatized highly branched polysaccharide and a mix for production of polyurethane thereof |
| US20070098870A1 (en) * | 2005-10-27 | 2007-05-03 | Trudsoe Jens E | Composition containing alkylene oxide derivative of pectin |
| US8853386B2 (en) * | 2006-12-18 | 2014-10-07 | Celanese Acetate Llc | Starch esters, methods of making same, and articles made therefrom |
| FR2937040B1 (fr) | 2008-10-13 | 2012-07-27 | Roquette Freres | Compositions thermoplastiques ou elastomeriques a base d'esters d'une matiere amylacee et procede de preparation de telles compositions |
| US8735460B2 (en) | 2009-01-09 | 2014-05-27 | DuPont Nutrition BioScience ApS | Foamed isocyanate-based polymer, a mix and process for production thereof |
| US9220297B2 (en) * | 2009-08-07 | 2015-12-29 | R. J. Reynolds Tobacco Company | Materials, equipment, and methods for manufacturing cigarettes |
| US8434498B2 (en) | 2009-08-11 | 2013-05-07 | R. J. Reynolds Tobacco Company | Degradable filter element |
| EP2386297A1 (en) | 2010-04-28 | 2011-11-16 | Roquette Frères | Indigestible polymer: starch acetate -based film coatings for colon targeting |
| US8950407B2 (en) | 2010-06-30 | 2015-02-10 | R.J. Reynolds Tobacco Company | Degradable adhesive compositions for smoking articles |
| US20120000480A1 (en) | 2010-06-30 | 2012-01-05 | Sebastian Andries D | Biodegradable cigarette filter |
| CN103224570A (zh) * | 2013-05-20 | 2013-07-31 | 江南大学 | 一步挤压制备交联十二烯基琥珀酸淀粉酯的方法 |
| CN115073617B (zh) * | 2022-07-11 | 2023-08-08 | 吉林中粮生化有限公司 | 混酸酐交联淀粉的制备方法 |
| DE102022117375A1 (de) | 2022-07-12 | 2024-01-18 | Robert Boyle - Thüringisches Institut für BioWasserstoff- und Umweltforschung e.V. | Verfahren zur Herstellung von thermoplastischen Polysaccharidestern |
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| US2627516A (en) * | 1949-11-22 | 1953-02-03 | Jr Rolland L Lohmar | Activation and esterification of amylaceous polysaccharides |
| US2860132A (en) * | 1955-11-01 | 1958-11-11 | Celanese Corp | Production of organic esters of cellulose by heterogeneous esterification |
| US2914526A (en) * | 1956-08-02 | 1959-11-24 | Corn Products Co | Preparation of starch esters |
| US2891947A (en) * | 1957-10-24 | 1959-06-23 | Corn Products Co | Preparation of starch esters |
| BE598861A (sv) * | 1961-01-06 | |||
| US3720663A (en) * | 1971-06-24 | 1973-03-13 | Nat Starch Chem Corp | Preparation of starch esters |
| US3795670A (en) * | 1973-03-05 | 1974-03-05 | Us Agriculture | Process for making starch triacetates |
| US3839320A (en) * | 1973-08-06 | 1974-10-01 | Anheuser Busch | Method of preparing starch esters |
| US4501888A (en) * | 1984-01-24 | 1985-02-26 | A. E. Staley Manufacturing Company | Process for producing esters of carbohydrate materials |
| EP0204353B1 (en) * | 1985-05-08 | 1989-05-31 | Akzo N.V. | Process for the preparation of an ester from starch and a monocarboxylic acid, and a composition based on the starch ester thus prepared |
| US4837314A (en) * | 1987-06-19 | 1989-06-06 | A. E. Staley Manufacturing Company | Etherified and esterified starch derivatives and processes for preparing same |
| DE4223471C2 (de) * | 1992-07-16 | 1996-03-14 | Inventa Ag | Stärkezwischenprodukt, Verfahren zu dessen Herstellung sowie Verfahren zu dessen Weiterverarbeitung |
| US5321132A (en) * | 1992-12-23 | 1994-06-14 | National Starch And Chemical Investment Holding Corporation | Method of preparing intermediate DS starch esters in aqueous solution |
| FI942686A0 (fi) * | 1994-06-07 | 1994-06-07 | Alko Ab Oy | Komposition innehaollande staerkelseacetat med varierande egenskaper, foerfarande foer dess framstaellning och anvaendning |
| JP2579843B2 (ja) * | 1994-11-08 | 1997-02-12 | エバーコーン インク | 澱粉エステルの製造方法、澱粉エステル、及び澱粉エステル組成物 |
| JP3008071B2 (ja) * | 1995-03-03 | 2000-02-14 | 日本コーンスターチ株式会社 | エステル化ビニルエステルグラフト重合澱粉 |
| US5977348A (en) * | 1997-07-25 | 1999-11-02 | National Starch And Chemical Investment Holding Corporation | Polysaccharide modification in densified fluid |
-
1996
- 1996-12-31 FI FI965306A patent/FI107386B/sv not_active IP Right Cessation
-
1997
- 1997-12-31 DE DE69735110T patent/DE69735110T2/de not_active Expired - Lifetime
- 1997-12-31 EP EP97950216A patent/EP0951482B1/en not_active Expired - Lifetime
- 1997-12-31 WO PCT/FI1997/000838 patent/WO1998029455A1/en not_active Ceased
- 1997-12-31 US US09/331,968 patent/US6605715B1/en not_active Expired - Fee Related
- 1997-12-31 AT AT97950216T patent/ATE315587T1/de not_active IP Right Cessation
- 1997-12-31 AU AU53243/98A patent/AU5324398A/en not_active Abandoned
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011107663A1 (en) | 2010-03-05 | 2011-09-09 | Teknologian Tutkimuskeskus Vtt | Method for manufacturing a marking and corresponding product |
Also Published As
| Publication number | Publication date |
|---|---|
| US6605715B1 (en) | 2003-08-12 |
| DE69735110T2 (de) | 2006-09-14 |
| AU5324398A (en) | 1998-07-31 |
| DE69735110D1 (de) | 2006-04-06 |
| FI965306L (sv) | 1998-07-01 |
| ATE315587T1 (de) | 2006-02-15 |
| EP0951482B1 (en) | 2006-01-11 |
| FI965306A0 (sv) | 1996-12-31 |
| WO1998029455A1 (en) | 1998-07-09 |
| EP0951482A1 (en) | 1999-10-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| GB | Transfer or assigment of application |
Owner name: VALTION TEKNILLINEN TUTKIMUSKESKUS |
|
| MM | Patent lapsed |