CH378302A - Verfahren zur Herstellung von Verbindungen aus Harnstoff und Dialdehydstärke - Google Patents

Verfahren zur Herstellung von Verbindungen aus Harnstoff und Dialdehydstärke

Info

Publication number: CH378302A
Authority: CH; Switzerland
Prior art keywords: urea; starch; hours; reaction; medium
Prior art date: 1958-10-06

Application number

CH7913059A

Other languages

German (de)

English (en)

Inventor

Jochen Borchert Peter

Original Assignee

Miles Lab

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.)

1958-10-06

Filing date

1959-10-06

Publication date

1964-06-15

1958-10-06 Priority claimed from US765274A external-priority patent/US3001979A/en

1959-10-06 Application filed by Miles Lab filed Critical Miles Lab

1964-06-15 Publication of CH378302A publication Critical patent/CH378302A/de

Links

XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 title claims description 41
239000004202 carbamide Substances 0.000 title claims description 41
229920002085 Dialdehyde starch Polymers 0.000 title claims description 19
238000000034 method Methods 0.000 title claims description 19
150000001875 compounds Chemical class 0.000 title claims description 11
238000002360 preparation method Methods 0.000 title claims description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 51
229920002472 Starch Polymers 0.000 claims description 29
235000019698 starch Nutrition 0.000 claims description 29
239000008107 starch Substances 0.000 claims description 29
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 26
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 16
238000006243 chemical reaction Methods 0.000 claims description 16
229920000642 polymer Polymers 0.000 claims description 10
239000000203 mixture Substances 0.000 claims description 8
238000001914 filtration Methods 0.000 claims description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
239000011541 reaction mixture Substances 0.000 claims description 4
230000003197 catalytic effect Effects 0.000 claims description 3
239000000126 substance Substances 0.000 claims description 3
150000001298 alcohols Chemical class 0.000 claims description 2
230000001419 dependent effect Effects 0.000 claims 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
239000000047 product Substances 0.000 description 7
239000002002 slurry Substances 0.000 description 7
238000010992 reflux Methods 0.000 description 6
239000007858 starting material Substances 0.000 description 6
239000000843 powder Substances 0.000 description 5
230000015572 biosynthetic process Effects 0.000 description 4
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 4
239000003054 catalyst Substances 0.000 description 4
238000005755 formation reaction Methods 0.000 description 4
150000003672 ureas Chemical class 0.000 description 4
230000002378 acidificating effect Effects 0.000 description 3
239000003513 alkali Substances 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
239000012429 reaction media Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
150000001299 aldehydes Chemical class 0.000 description 2
238000000354 decomposition reaction Methods 0.000 description 2
239000001254 oxidized starch Substances 0.000 description 2
239000004753 textile Substances 0.000 description 2
XMKLTEGSALONPH-UHFFFAOYSA-N 1,2,4,5-tetrazinane-3,6-dione Chemical compound O=C1NNC(=O)NN1 XMKLTEGSALONPH-UHFFFAOYSA-N 0.000 description 1
HMUNWXXNJPVALC-UHFFFAOYSA-N 1-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C(CN1CC2=C(CC1)NN=N2)=O HMUNWXXNJPVALC-UHFFFAOYSA-N 0.000 description 1
VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
WZFUQSJFWNHZHM-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC(=O)N1CC2=C(CC1)NN=N2 WZFUQSJFWNHZHM-UHFFFAOYSA-N 0.000 description 1
CONKBQPVFMXDOV-QHCPKHFHSA-N 6-[(5S)-5-[[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]methyl]-2-oxo-1,3-oxazolidin-3-yl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C[C@H]1CN(C(O1)=O)C1=CC2=C(NC(O2)=O)C=C1 CONKBQPVFMXDOV-QHCPKHFHSA-N 0.000 description 1
229920000881 Modified starch Polymers 0.000 description 1
DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
238000007385 chemical modification Methods 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
239000002178 crystalline material Substances 0.000 description 1
230000018044 dehydration Effects 0.000 description 1
238000006297 dehydration reaction Methods 0.000 description 1
238000001035 drying Methods 0.000 description 1
IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
239000011707 mineral Substances 0.000 description 1
235000019426 modified starch Nutrition 0.000 description 1
238000000465 moulding Methods 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
239000000376 reactant Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
239000007787 solid Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
238000005406 washing Methods 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
- C08B31/185—Derivatives of oxidised starch, e.g. crosslinked 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)
Phenolic Resins Or Amino Resins (AREA)

CH7913059A 1958-10-06 1959-10-06 Verfahren zur Herstellung von Verbindungen aus Harnstoff und Dialdehydstärke CH378302A (de)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US765274A US3001979A (en)	1958-10-06	1958-10-06	Preparation of a urea-dialdehyde starch derivative
US77119058A	1958-11-03	1958-11-03

Publications (1)

Publication Number	Publication Date
CH378302A true CH378302A (de)	1964-06-15

Family

ID=27117582

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH7913059A CH378302A (de)	1958-10-06	1959-10-06	Verfahren zur Herstellung von Verbindungen aus Harnstoff und Dialdehydstärke

Country Status (3)

Country	Link
BE (1)	BE583323A (fr)
CH (1)	CH378302A (fr)
DK (1)	DK104619C (fr)

1959
- 1959-10-05 DK DK354959A patent/DK104619C/da active
- 1959-10-05 BE BE583323A patent/BE583323A/fr unknown
- 1959-10-06 CH CH7913059A patent/CH378302A/de unknown

Also Published As

Publication number	Publication date
BE583323A (fr)	1960-02-01
DK104619C (da)	1966-06-13

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