NL1002526C2 - Katalysatorvrije ozonoxydatie van zetmeel. - Google Patents
Katalysatorvrije ozonoxydatie van zetmeel. Download PDFInfo
- Publication number
- NL1002526C2 NL1002526C2 NL1002526A NL1002526A NL1002526C2 NL 1002526 C2 NL1002526 C2 NL 1002526C2 NL 1002526 A NL1002526 A NL 1002526A NL 1002526 A NL1002526 A NL 1002526A NL 1002526 C2 NL1002526 C2 NL 1002526C2
- Authority
- NL
- Netherlands
- Prior art keywords
- starch
- ozone
- reaction
- oxidation
- suspension
- Prior art date
Links
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 title claims abstract description 74
- 229920002472 Starch Polymers 0.000 title claims abstract description 57
- 235000019698 starch Nutrition 0.000 title claims abstract description 57
- 239000008107 starch Substances 0.000 title claims abstract description 45
- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 33
- 230000003647 oxidation Effects 0.000 title claims abstract description 32
- 238000000034 method Methods 0.000 claims abstract description 31
- 229920001592 potato starch Polymers 0.000 claims abstract description 23
- 229920002261 Corn starch Polymers 0.000 claims abstract description 20
- 240000003183 Manihot esculenta Species 0.000 claims abstract description 7
- 235000016735 Manihot esculenta subsp esculenta Nutrition 0.000 claims abstract description 7
- 238000006243 chemical reaction Methods 0.000 claims description 31
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 27
- 239000000725 suspension Substances 0.000 claims description 16
- 239000008120 corn starch Substances 0.000 claims description 15
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims description 11
- 239000000243 solution Substances 0.000 claims description 10
- 239000007900 aqueous suspension Substances 0.000 claims description 7
- 230000001590 oxidative effect Effects 0.000 claims description 6
- 239000003054 catalyst Substances 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 claims description 4
- 239000002518 antifoaming agent Substances 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 238000009958 sewing Methods 0.000 claims 1
- 235000019759 Maize starch Nutrition 0.000 abstract description 4
- 235000013339 cereals Nutrition 0.000 abstract description 4
- 229920000881 Modified starch Polymers 0.000 abstract description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 2
- 235000019426 modified starch Nutrition 0.000 abstract description 2
- 239000012736 aqueous medium Substances 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 60
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 24
- 239000007789 gas Substances 0.000 description 15
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 11
- 239000001301 oxygen Substances 0.000 description 10
- 229910052760 oxygen Inorganic materials 0.000 description 10
- 230000008569 process Effects 0.000 description 9
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 7
- 239000007800 oxidant agent Substances 0.000 description 7
- 238000004448 titration Methods 0.000 description 7
- 230000008901 benefit Effects 0.000 description 6
- 239000004575 stone Substances 0.000 description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 5
- 150000004676 glycans Chemical class 0.000 description 5
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 description 5
- 229920001282 polysaccharide Polymers 0.000 description 5
- 239000005017 polysaccharide Substances 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 125000003172 aldehyde group Chemical group 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- NDVLTYZPCACLMA-UHFFFAOYSA-N silver oxide Chemical compound [O-2].[Ag+].[Ag+] NDVLTYZPCACLMA-UHFFFAOYSA-N 0.000 description 4
- 229920000945 Amylopectin Polymers 0.000 description 3
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 238000010626 work up procedure Methods 0.000 description 3
- 229920000856 Amylose Polymers 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
- 229920002085 Dialdehyde starch Polymers 0.000 description 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 240000008042 Zea mays Species 0.000 description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 2
- 150000001241 acetals Chemical class 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000012159 carrier gas Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 229910001882 dioxygen Inorganic materials 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 235000013312 flour Nutrition 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- JGJLWPGRMCADHB-UHFFFAOYSA-N hypobromite Chemical compound Br[O-] JGJLWPGRMCADHB-UHFFFAOYSA-N 0.000 description 2
- 150000002466 imines Chemical class 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- TWNIBLMWSKIRAT-VFUOTHLCSA-N levoglucosan Chemical group O[C@@H]1[C@@H](O)[C@H](O)[C@H]2CO[C@@H]1O2 TWNIBLMWSKIRAT-VFUOTHLCSA-N 0.000 description 2
- 150000002632 lipids Chemical class 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000012429 reaction media Substances 0.000 description 2
- 239000000523 sample Substances 0.000 description 2
- 229910001923 silver oxide Inorganic materials 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000004370 Bleached starch Substances 0.000 description 1
- 244000000626 Daucus carota Species 0.000 description 1
- 235000002767 Daucus carota Nutrition 0.000 description 1
- 229920002245 Dextrose equivalent Polymers 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
- 238000004026 adhesive bonding Methods 0.000 description 1
- 239000012431 aqueous reaction media Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000003637 basic solution Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229920000704 biodegradable plastic Polymers 0.000 description 1
- 235000019428 bleached starch Nutrition 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 229910001919 chlorite Inorganic materials 0.000 description 1
- QBWCMBCROVPCKQ-UHFFFAOYSA-M chlorite Chemical compound [O-]Cl=O QBWCMBCROVPCKQ-UHFFFAOYSA-M 0.000 description 1
- 229910052619 chlorite group Inorganic materials 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 1
- 239000006066 glass batch Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 150000002611 lead compounds Chemical class 0.000 description 1
- 235000009973 maize Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000001254 oxidized starch Substances 0.000 description 1
- 235000013808 oxidized starch Nutrition 0.000 description 1
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000012286 potassium permanganate Substances 0.000 description 1
- 238000004886 process control Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000002351 wastewater 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
- C08B31/18—Oxidised starch
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Catalysts (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL1002526A NL1002526C2 (nl) | 1996-03-04 | 1996-03-04 | Katalysatorvrije ozonoxydatie van zetmeel. |
| DE69700835T DE69700835T2 (de) | 1996-03-04 | 1997-03-04 | Katalysatorfreie ozon-oxidation von stärke |
| AT97905508T ATE186915T1 (de) | 1996-03-04 | 1997-03-04 | Katalysatorfreie ozon-oxidation von stärke |
| AU22362/97A AU2236297A (en) | 1996-03-04 | 1997-03-04 | Catalyst-free ozone oxidation of starch |
| EP97905508A EP0885245B1 (de) | 1996-03-04 | 1997-03-04 | Katalysatorfreie ozon-oxidation von stärke |
| PCT/NL1997/000106 WO1997035890A1 (en) | 1996-03-04 | 1997-03-04 | Catalyst-free ozone oxidation of starch |
| IDP970661A ID16116A (id) | 1996-03-04 | 1997-03-04 | Oksidasi pati dengan ozon yang bebas katalis |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL1002526A NL1002526C2 (nl) | 1996-03-04 | 1996-03-04 | Katalysatorvrije ozonoxydatie van zetmeel. |
| NL1002526 | 1996-03-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL1002526C2 true NL1002526C2 (nl) | 1997-09-05 |
Family
ID=19762439
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL1002526A NL1002526C2 (nl) | 1996-03-04 | 1996-03-04 | Katalysatorvrije ozonoxydatie van zetmeel. |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0885245B1 (de) |
| AT (1) | ATE186915T1 (de) |
| AU (1) | AU2236297A (de) |
| DE (1) | DE69700835T2 (de) |
| ID (1) | ID16116A (de) |
| NL (1) | NL1002526C2 (de) |
| WO (1) | WO1997035890A1 (de) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE515725C2 (sv) * | 1999-11-29 | 2001-10-01 | Sveriges Staerkelseproduct Foe | Oxidation av stärkelse |
| US6322632B1 (en) | 2000-02-18 | 2001-11-27 | Archer-Daniels-Midland Corporation | Method for producing oxidized starch |
| US9376648B2 (en) | 2008-04-07 | 2016-06-28 | The Procter & Gamble Company | Foam manipulation compositions containing fine particles |
| KR20170134349A (ko) | 2015-02-04 | 2017-12-06 | 알스트롬-문크스조 데팅겐 게엠바하 | 바이오폴리머 나노입자를 포함하는 사전-함침된 장식 원지를 제조하기 위한 조성물 및 방법 |
| CN105504075B (zh) * | 2015-12-11 | 2018-09-18 | 武汉轻工大学 | 一种干法降低淀粉分子量的方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6140301A (ja) * | 1984-07-31 | 1986-02-26 | Hokuetsu Seishi Kk | オゾンによる酸化澱粉の製造法 |
-
1996
- 1996-03-04 NL NL1002526A patent/NL1002526C2/nl not_active IP Right Cessation
-
1997
- 1997-03-04 WO PCT/NL1997/000106 patent/WO1997035890A1/en not_active Ceased
- 1997-03-04 EP EP97905508A patent/EP0885245B1/de not_active Expired - Lifetime
- 1997-03-04 AT AT97905508T patent/ATE186915T1/de active
- 1997-03-04 DE DE69700835T patent/DE69700835T2/de not_active Expired - Lifetime
- 1997-03-04 AU AU22362/97A patent/AU2236297A/en not_active Abandoned
- 1997-03-04 ID IDP970661A patent/ID16116A/id unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6140301A (ja) * | 1984-07-31 | 1986-02-26 | Hokuetsu Seishi Kk | オゾンによる酸化澱粉の製造法 |
Non-Patent Citations (3)
| Title |
|---|
| C. D. SZYMANSKI: "Ozone Oxidation of Corn Starch", JOURNAL OF APPLIED POLYMER SCIENCE, vol. 8, no. 4, 1964, US, pages 1597 - 1606, XP002017225 * |
| DATABASE WPI Week 86, Derwent World Patents Index; Class 15, AN 86-096640, XP002017226 * |
| P. ANGIBEAUD ET AL.: "Cellulose and Starch Reactivity with Ozone", CELLULOSE AND ITS DERIVATIVES, CHEMISTRY, BIOCHEMISTRY AND APPLICATIONS, 1985, UK, pages 161 - 171, XP000607692 * |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0885245B1 (de) | 1999-11-24 |
| DE69700835T2 (de) | 2000-05-18 |
| EP0885245A1 (de) | 1998-12-23 |
| ATE186915T1 (de) | 1999-12-15 |
| ID16116A (id) | 1997-09-04 |
| DE69700835D1 (de) | 1999-12-30 |
| AU2236297A (en) | 1997-10-17 |
| WO1997035890A1 (en) | 1997-10-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PD2B | A search report has been drawn up | ||
| TD | Modifications of names of proprietors of patents |
Owner name: COOEPERATIE AVEBE U.A. Effective date: 20060711 |
|
| PLEX | Lifting of former pledge |
Effective date: 20120814 |
|
| V1 | Lapsed because of non-payment of the annual fee |
Effective date: 20121001 |