DE3931363A1 - Verfahren zur reduktion der quellbarkeit von staerke - Google Patents
Verfahren zur reduktion der quellbarkeit von staerkeInfo
- Publication number
- DE3931363A1 DE3931363A1 DE3931363A DE3931363A DE3931363A1 DE 3931363 A1 DE3931363 A1 DE 3931363A1 DE 3931363 A DE3931363 A DE 3931363A DE 3931363 A DE3931363 A DE 3931363A DE 3931363 A1 DE3931363 A1 DE 3931363A1
- Authority
- DE
- Germany
- Prior art keywords
- starch
- reagent
- crosslinking
- melt
- catalyst
- 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.)
- Ceased
Links
- 238000000034 method Methods 0.000 title claims description 45
- 230000008569 process Effects 0.000 title claims description 6
- 229920002472 Starch Polymers 0.000 claims abstract description 155
- 235000019698 starch Nutrition 0.000 claims abstract description 155
- 239000008107 starch Substances 0.000 claims abstract description 152
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 32
- 229920000881 Modified starch Polymers 0.000 claims abstract description 19
- 235000019426 modified starch Nutrition 0.000 claims abstract description 19
- 238000007385 chemical modification Methods 0.000 claims abstract description 3
- 239000003431 cross linking reagent Substances 0.000 claims description 53
- 238000004132 cross linking Methods 0.000 claims description 44
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 42
- 239000003153 chemical reaction reagent Substances 0.000 claims description 42
- 239000003054 catalyst Substances 0.000 claims description 27
- 238000006243 chemical reaction Methods 0.000 claims description 24
- 230000006855 networking Effects 0.000 claims description 22
- 239000002904 solvent Substances 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 18
- 238000000465 moulding Methods 0.000 claims description 14
- 239000000654 additive Substances 0.000 claims description 12
- 239000002775 capsule Substances 0.000 claims description 12
- 238000004519 manufacturing process Methods 0.000 claims description 11
- 230000001960 triggered effect Effects 0.000 claims description 11
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 10
- 238000012545 processing Methods 0.000 claims description 10
- 230000000996 additive effect Effects 0.000 claims description 9
- 239000003999 initiator Substances 0.000 claims description 9
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 8
- -1 fatty acid ester Chemical class 0.000 claims description 8
- 238000000265 homogenisation Methods 0.000 claims description 8
- 238000001125 extrusion Methods 0.000 claims description 7
- 239000000463 material Substances 0.000 claims description 7
- 239000000155 melt Substances 0.000 claims description 7
- 238000007493 shaping process Methods 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- 150000008064 anhydrides Chemical class 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 239000000243 solution Substances 0.000 claims description 6
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 5
- 239000003094 microcapsule Substances 0.000 claims description 5
- 229920000642 polymer Polymers 0.000 claims description 5
- PIZHFBODNLEQBL-UHFFFAOYSA-N 2,2-diethoxy-1-phenylethanone Chemical compound CCOC(OCC)C(=O)C1=CC=CC=C1 PIZHFBODNLEQBL-UHFFFAOYSA-N 0.000 claims description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 4
- 230000002051 biphasic effect Effects 0.000 claims description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 4
- 238000010668 complexation reaction Methods 0.000 claims description 4
- 239000003995 emulsifying agent Substances 0.000 claims description 4
- 239000000839 emulsion Substances 0.000 claims description 4
- 238000001746 injection moulding Methods 0.000 claims description 4
- 238000002844 melting Methods 0.000 claims description 4
- 230000008018 melting Effects 0.000 claims description 4
- 230000009257 reactivity Effects 0.000 claims description 4
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 3
- GXBYFVGCMPJVJX-UHFFFAOYSA-N Epoxybutene Chemical compound C=CC1CO1 GXBYFVGCMPJVJX-UHFFFAOYSA-N 0.000 claims description 3
- 239000005642 Oleic acid Substances 0.000 claims description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 3
- 230000001133 acceleration Effects 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 3
- 239000001913 cellulose Substances 0.000 claims description 3
- 229920002678 cellulose Polymers 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 3
- 239000000194 fatty acid Substances 0.000 claims description 3
- 229930195729 fatty acid Natural products 0.000 claims description 3
- 235000010299 hexamethylene tetramine Nutrition 0.000 claims description 3
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 3
- 239000000178 monomer Substances 0.000 claims description 3
- 150000002924 oxiranes Chemical class 0.000 claims description 3
- 125000001424 substituent group Chemical group 0.000 claims description 3
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 claims description 2
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 claims description 2
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 claims description 2
- 108010010803 Gelatin Proteins 0.000 claims description 2
- VGGLHLAESQEWCR-UHFFFAOYSA-N N-(hydroxymethyl)urea Chemical class NC(=O)NCO VGGLHLAESQEWCR-UHFFFAOYSA-N 0.000 claims description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 2
- 239000004952 Polyamide Substances 0.000 claims description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 2
- 230000003213 activating effect Effects 0.000 claims description 2
- 230000004913 activation Effects 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 2
- 239000012965 benzophenone Substances 0.000 claims description 2
- AGSPXMVUFBBBMO-UHFFFAOYSA-N beta-aminopropionitrile Chemical compound NCCC#N AGSPXMVUFBBBMO-UHFFFAOYSA-N 0.000 claims description 2
- 235000010338 boric acid Nutrition 0.000 claims description 2
- 125000005619 boric acid group Chemical class 0.000 claims description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 2
- 229930016911 cinnamic acid Natural products 0.000 claims description 2
- 235000013985 cinnamic acid Nutrition 0.000 claims description 2
- 150000005690 diesters Chemical class 0.000 claims description 2
- 238000009792 diffusion process Methods 0.000 claims description 2
- 238000009826 distribution Methods 0.000 claims description 2
- 125000000524 functional group Chemical group 0.000 claims description 2
- 239000008273 gelatin Substances 0.000 claims description 2
- 229920000159 gelatin Polymers 0.000 claims description 2
- 235000019322 gelatine Nutrition 0.000 claims description 2
- 235000011852 gelatine desserts Nutrition 0.000 claims description 2
- 150000004820 halides Chemical class 0.000 claims description 2
- 150000002576 ketones Chemical class 0.000 claims description 2
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 claims description 2
- 150000002978 peroxides Chemical class 0.000 claims description 2
- 235000011007 phosphoric acid Nutrition 0.000 claims description 2
- 150000003016 phosphoric acids Chemical class 0.000 claims description 2
- 229920002647 polyamide Polymers 0.000 claims description 2
- 229920000647 polyepoxide Polymers 0.000 claims description 2
- 229920000728 polyester Polymers 0.000 claims description 2
- 229920001228 polyisocyanate Polymers 0.000 claims description 2
- 239000005056 polyisocyanate Substances 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- ARJOQCYCJMAIFR-UHFFFAOYSA-N prop-2-enoyl prop-2-enoate Chemical compound C=CC(=O)OC(=O)C=C ARJOQCYCJMAIFR-UHFFFAOYSA-N 0.000 claims description 2
- 150000003573 thiols Chemical class 0.000 claims description 2
- KQBSGRWMSNFIPG-UHFFFAOYSA-N trioxane Chemical compound C1COOOC1 KQBSGRWMSNFIPG-UHFFFAOYSA-N 0.000 claims description 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 2
- 150000003254 radicals Chemical class 0.000 claims 3
- ZWVHTXAYIKBMEE-UHFFFAOYSA-N 2-hydroxyacetophenone Chemical compound OCC(=O)C1=CC=CC=C1 ZWVHTXAYIKBMEE-UHFFFAOYSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 1
- 238000007654 immersion Methods 0.000 claims 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 claims 1
- 230000008961 swelling Effects 0.000 description 11
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- XENVCRGQTABGKY-ZHACJKMWSA-N chlorohydrin Chemical group CC#CC#CC#CC#C\C=C\C(Cl)CO XENVCRGQTABGKY-ZHACJKMWSA-N 0.000 description 5
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 4
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 229920001169 thermoplastic Polymers 0.000 description 4
- 239000004416 thermosoftening plastic Substances 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000000499 gel Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- 239000004368 Modified starch Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000002441 X-ray diffraction Methods 0.000 description 2
- 230000007717 exclusion Effects 0.000 description 2
- 150000004665 fatty acids Chemical group 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 230000002209 hydrophobic effect Effects 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
- 229910001629 magnesium chloride Inorganic materials 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 2
- 229920000053 polysorbate 80 Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000003825 pressing Methods 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- 229920000945 Amylopectin Polymers 0.000 description 1
- 229920000856 Amylose Polymers 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 238000012695 Interfacial polymerization Methods 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 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 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical class OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 238000005388 cross polarization Methods 0.000 description 1
- 238000005384 cross polarization magic-angle spinning Methods 0.000 description 1
- AZSFNUJOCKMOGB-UHFFFAOYSA-N cyclotriphosphoric acid Chemical compound OP1(=O)OP(O)(=O)OP(O)(=O)O1 AZSFNUJOCKMOGB-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- ISAOCJYIOMOJEB-UHFFFAOYSA-N desyl alcohol Natural products C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- WVJOGYWFVNTSAU-UHFFFAOYSA-N dimethylol ethylene urea Chemical compound OCN1CCN(CO)C1=O WVJOGYWFVNTSAU-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 229910000403 monosodium phosphate Inorganic materials 0.000 description 1
- 235000019799 monosodium phosphate Nutrition 0.000 description 1
- 239000005445 natural material Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 229920005606 polypropylene copolymer Polymers 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 235000019394 potassium persulphate Nutrition 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 150000005846 sugar alcohols Chemical class 0.000 description 1
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 1
- 238000009757 thermoplastic moulding Methods 0.000 description 1
- 238000012546 transfer 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
- C08B31/003—Crosslinking of starch
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B30/00—Preparation of starch, degraded or non-chemically modified starch, amylose, or amylopectin
- C08B30/12—Degraded, destructured or non-chemically modified starch, e.g. mechanically, enzymatically or by irradiation; Bleaching of 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)
- Crystallography & Structural Chemistry (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3931363A DE3931363A1 (de) | 1989-09-20 | 1989-09-20 | Verfahren zur reduktion der quellbarkeit von staerke |
| PCT/CH1990/000207 WO1991004278A1 (de) | 1989-09-20 | 1990-09-06 | Verfahren zur reduktion der quellbarkeit von stärke |
| JP2-511697A JPH0645642B2 (ja) | 1989-09-20 | 1990-09-06 | 澱粉の膨潤性を減少させる方法 |
| HU906890A HUT58767A (en) | 1989-09-20 | 1990-09-06 | Process for diminishing swellability of starch |
| AU61837/90A AU6183790A (en) | 1989-09-20 | 1990-09-06 | Process for reducing the swellability of starches |
| EP90912450A EP0444168A1 (de) | 1989-09-20 | 1990-09-06 | Verfahren zur reduktion der quellbarkeit von stärke |
| KR1019910700511A KR920701257A (ko) | 1989-09-20 | 1990-09-06 | 전분의 팽윤성을 감소시키는 방법 |
| CA002042066A CA2042066A1 (en) | 1989-09-20 | 1990-09-06 | Method of reducing the swellability of starches |
| ZA907293A ZA907293B (en) | 1989-09-20 | 1990-09-13 | Process to reduce the swelling property of starch |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3931363A DE3931363A1 (de) | 1989-09-20 | 1989-09-20 | Verfahren zur reduktion der quellbarkeit von staerke |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3931363A1 true DE3931363A1 (de) | 1991-03-28 |
Family
ID=6389799
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE3931363A Ceased DE3931363A1 (de) | 1989-09-20 | 1989-09-20 | Verfahren zur reduktion der quellbarkeit von staerke |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP0444168A1 (enExample) |
| JP (1) | JPH0645642B2 (enExample) |
| KR (1) | KR920701257A (enExample) |
| AU (1) | AU6183790A (enExample) |
| CA (1) | CA2042066A1 (enExample) |
| DE (1) | DE3931363A1 (enExample) |
| HU (1) | HUT58767A (enExample) |
| WO (1) | WO1991004278A1 (enExample) |
| ZA (1) | ZA907293B (enExample) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10129312A1 (de) * | 2001-03-26 | 2002-10-17 | Fraunhofer Ges Forschung | Hydrophobe Stärkecarbamate und Verfahren zu ihrer Herstellung |
| DE102007060494A1 (de) | 2007-12-14 | 2009-06-18 | Johns Manville Europe Gmbh | Trägereinlage, Verfahren zu deren Herstellung und deren Verwendung |
| DE102008059129A1 (de) | 2008-11-26 | 2010-05-27 | Johns Manville Europe Gmbh | Binderverfestigtes, textiles Flächengebilde, Verfahren zu dessen Herstellung und dessen Verwendung |
| DE102008059128A1 (de) | 2008-11-26 | 2010-05-27 | Johns Manville Europe Gmbh | Binderverfestigtes, textiles Flächengebilde, Verfahren zu dessen Herstellung und dessen Verwendung |
| DE102010007939A1 (de) | 2010-02-12 | 2011-08-18 | Johns Manville Europe GmbH, 86399 | Vorkonfektionierte Trägereinlage und beschichtete Dachbahnen |
| DE102011121589A1 (de) | 2011-12-20 | 2013-06-20 | Johns Manville Europe Gmbh | Binderverfestigtes, textiles Flächengebilde, Verfahren zu dessen Herstellung und dessen Verwendung |
| EP2987827A1 (en) | 2014-08-21 | 2016-02-24 | Johns Manville Europe GmbH | Binder-consolidated textile fabric, method for producing it, and use thereof |
| EP3299514A1 (en) | 2016-09-24 | 2018-03-28 | Johns Manville Europe GmbH | Binder-consolidated textile fabric, method for its manufacture and its use |
| EP1303667B2 (en) † | 2000-07-24 | 2018-08-22 | Ecosynthetix Ltd. | Use of dispersions of crosslinked cationic starch in papermaking |
| US10260197B2 (en) | 2007-12-14 | 2019-04-16 | Johns Manville | Base interlining, methods for their manufacture and application thereof |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2149296T3 (es) | 1994-08-25 | 2000-11-01 | Topac Multimediaprint Gmbh | Estuche para un soporte de registro en forma de disco. |
| DE19729306C2 (de) | 1997-07-09 | 2002-04-04 | Celanese Ventures Gmbh | Stärke und/oder modifizierte Stärke und Weichmacher enthaltende Zusammensetzungen sowie Verfahren und Verwendung |
| WO2021195087A1 (en) | 2020-03-23 | 2021-09-30 | Bay State Milling Company | Rapid high amylose wheat seed purity test |
| CN115926401B (zh) * | 2023-01-06 | 2023-06-30 | 中北大学 | 反应挤出生成脲醛时原位形成核-壳淀粉增强增韧的聚酯 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE942564C (de) * | 1952-12-03 | 1956-05-03 | Taeschner & Co | Verfahren zur Herstellung von Kondensationsprodukten von Staerke mit Formaldehyd und/oder Acetaldehyd |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1528851A (en) * | 1975-06-10 | 1978-10-18 | Cellcor Corp Of Canada Ltd | Process and apparatus for producing starch products |
| FR2414533A1 (fr) * | 1978-01-12 | 1979-08-10 | Roquette Freres | Colles de dextrine |
| US4237271A (en) * | 1979-04-24 | 1980-12-02 | The United States Of America As Represented By The Secretary Of Agriculture | Crosslinked starch halohydrins and their nitrogen-containing substitution products |
-
1989
- 1989-09-20 DE DE3931363A patent/DE3931363A1/de not_active Ceased
-
1990
- 1990-09-06 HU HU906890A patent/HUT58767A/hu unknown
- 1990-09-06 WO PCT/CH1990/000207 patent/WO1991004278A1/de not_active Ceased
- 1990-09-06 KR KR1019910700511A patent/KR920701257A/ko not_active Ceased
- 1990-09-06 EP EP90912450A patent/EP0444168A1/de not_active Withdrawn
- 1990-09-06 CA CA002042066A patent/CA2042066A1/en not_active Abandoned
- 1990-09-06 AU AU61837/90A patent/AU6183790A/en not_active Abandoned
- 1990-09-06 JP JP2-511697A patent/JPH0645642B2/ja not_active Expired - Lifetime
- 1990-09-13 ZA ZA907293A patent/ZA907293B/xx unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE942564C (de) * | 1952-12-03 | 1956-05-03 | Taeschner & Co | Verfahren zur Herstellung von Kondensationsprodukten von Staerke mit Formaldehyd und/oder Acetaldehyd |
Non-Patent Citations (1)
| Title |
|---|
| ULLMANN: Encyklopädie der technischen Chemie, 4. Aufl., 1983, Bd. 22, S. 191-199 * |
Cited By (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1303667B2 (en) † | 2000-07-24 | 2018-08-22 | Ecosynthetix Ltd. | Use of dispersions of crosslinked cationic starch in papermaking |
| DE10129312B4 (de) * | 2001-03-26 | 2008-08-21 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Hydrophobe Stärkecarbamate und Verfahren zu ihrer Herstellung |
| DE10129312A1 (de) * | 2001-03-26 | 2002-10-17 | Fraunhofer Ges Forschung | Hydrophobe Stärkecarbamate und Verfahren zu ihrer Herstellung |
| DE102007060494A1 (de) | 2007-12-14 | 2009-06-18 | Johns Manville Europe Gmbh | Trägereinlage, Verfahren zu deren Herstellung und deren Verwendung |
| US12359370B2 (en) | 2007-12-14 | 2025-07-15 | Johns Manville | Base interlining, methods for their manufacture and application thereof |
| US11408123B2 (en) | 2007-12-14 | 2022-08-09 | Johns Manville | Base interlining, methods for their manufacture and application thereof |
| US11248338B2 (en) | 2007-12-14 | 2022-02-15 | Johns Manville | Base interlining, methods for their manufacture and application thereof |
| US10260197B2 (en) | 2007-12-14 | 2019-04-16 | Johns Manville | Base interlining, methods for their manufacture and application thereof |
| EP2192153A2 (en) | 2008-11-26 | 2010-06-02 | Johns Manville Europe GmbH | Binder-consolidated textile fabric, method for producing it, and use thereof |
| EP2199333A1 (de) | 2008-11-26 | 2010-06-23 | Johns Manville Europe GmbH | Binderverfestigtes, textiles Flächengebilde, Verfahren zu dessen Herstellung und dessen Verwendung |
| DE102008059128A1 (de) | 2008-11-26 | 2010-05-27 | Johns Manville Europe Gmbh | Binderverfestigtes, textiles Flächengebilde, Verfahren zu dessen Herstellung und dessen Verwendung |
| DE102008059129A1 (de) | 2008-11-26 | 2010-05-27 | Johns Manville Europe Gmbh | Binderverfestigtes, textiles Flächengebilde, Verfahren zu dessen Herstellung und dessen Verwendung |
| EP2360304A1 (de) | 2010-02-12 | 2011-08-24 | Johns Manville Europe GmbH | Vorkonfektionierte Trägereinlage und beschichtete Dachbahnen |
| DE102010007939A1 (de) | 2010-02-12 | 2011-08-18 | Johns Manville Europe GmbH, 86399 | Vorkonfektionierte Trägereinlage und beschichtete Dachbahnen |
| DE102011121589A1 (de) | 2011-12-20 | 2013-06-20 | Johns Manville Europe Gmbh | Binderverfestigtes, textiles Flächengebilde, Verfahren zu dessen Herstellung und dessen Verwendung |
| EP2607533A2 (en) | 2011-12-20 | 2013-06-26 | Johns Manville Europe GmbH | Binder-consolidated textile fabric, method for producing it, and use thereof |
| EP2987827A1 (en) | 2014-08-21 | 2016-02-24 | Johns Manville Europe GmbH | Binder-consolidated textile fabric, method for producing it, and use thereof |
| DE102014012238A1 (de) | 2014-08-21 | 2016-02-25 | Johns Manville Europe Gmbh | Binderverfestigtes, textiles Flächengebilde, Verfahren zu dessen Herstellung und dessen Verwendung |
| EP3299514A1 (en) | 2016-09-24 | 2018-03-28 | Johns Manville Europe GmbH | Binder-consolidated textile fabric, method for its manufacture and its use |
| DE102016011586A1 (de) | 2016-09-24 | 2018-03-29 | Johns Manville Europe Gmbh | Binderverfestigtes, textiles Flächengebilde, Verfahren zu dessen Herstellung und dessen Verwendung |
Also Published As
| Publication number | Publication date |
|---|---|
| HU906890D0 (en) | 1991-08-28 |
| CA2042066A1 (en) | 1991-03-21 |
| JPH0645642B1 (enExample) | 1994-06-15 |
| HUT58767A (en) | 1992-03-30 |
| JPH0645642B2 (ja) | 1994-06-15 |
| AU6183790A (en) | 1991-04-18 |
| EP0444168A1 (de) | 1991-09-04 |
| WO1991004278A1 (de) | 1991-04-04 |
| KR920701257A (ko) | 1992-08-11 |
| ZA907293B (en) | 1991-09-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OP8 | Request for examination as to paragraph 44 patent law | ||
| 8131 | Rejection |