DE4440850A1 - Biologisch abbaubare Polymere, Verfahren zu deren Herstellung sowie deren Verwendung zur Herstellung bioabbaubarer Formkörper - Google Patents
Biologisch abbaubare Polymere, Verfahren zu deren Herstellung sowie deren Verwendung zur Herstellung bioabbaubarer FormkörperInfo
- Publication number
- DE4440850A1 DE4440850A1 DE4440850A DE4440850A DE4440850A1 DE 4440850 A1 DE4440850 A1 DE 4440850A1 DE 4440850 A DE4440850 A DE 4440850A DE 4440850 A DE4440850 A DE 4440850A DE 4440850 A1 DE4440850 A1 DE 4440850A1
- Authority
- DE
- Germany
- Prior art keywords
- polyester
- mol
- range
- weight
- biodegradable
- 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.)
- Withdrawn
Links
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- 239000004621 biodegradable polymer Substances 0.000 title claims abstract description 19
- 238000000034 method Methods 0.000 title claims abstract description 18
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- 238000004519 manufacturing process Methods 0.000 title claims description 36
- 238000000465 moulding Methods 0.000 title claims description 20
- 229920000728 polyester Polymers 0.000 claims abstract description 104
- 239000000203 mixture Substances 0.000 claims abstract description 79
- 150000001875 compounds Chemical class 0.000 claims abstract description 49
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- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims abstract description 22
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims abstract description 19
- 229960000834 vinyl ether Drugs 0.000 claims abstract description 18
- 229920000229 biodegradable polyester Polymers 0.000 claims abstract description 14
- 239000004622 biodegradable polyester Substances 0.000 claims abstract description 14
- 238000002360 preparation method Methods 0.000 claims abstract description 14
- 239000001361 adipic acid Substances 0.000 claims abstract description 11
- 235000011037 adipic acid Nutrition 0.000 claims abstract description 11
- 238000009757 thermoplastic moulding Methods 0.000 claims abstract description 11
- 239000000853 adhesive Substances 0.000 claims abstract description 9
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- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims abstract description 8
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- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 claims description 32
- 238000006243 chemical reaction Methods 0.000 claims description 29
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 25
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- 238000002844 melting Methods 0.000 claims description 16
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
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- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
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- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 150000002009 diols Chemical group 0.000 description 4
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- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 3
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- UWNADWZGEHDQAB-UHFFFAOYSA-N 2,5-dimethylhexane Chemical group CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000008064 anhydrides Chemical class 0.000 description 3
- 239000012298 atmosphere Substances 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
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- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 239000011261 inert gas Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
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- 229920000166 polytrimethylene carbonate Polymers 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000010936 titanium Substances 0.000 description 3
- 229910052719 titanium Inorganic materials 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- RKDVKSZUMVYZHH-UHFFFAOYSA-N 1,4-dioxane-2,5-dione Chemical compound O=C1COC(=O)CO1 RKDVKSZUMVYZHH-UHFFFAOYSA-N 0.000 description 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 2
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 2
- IUPHTVOTTBREAV-UHFFFAOYSA-N 3-hydroxybutanoic acid;3-hydroxypentanoic acid Chemical compound CC(O)CC(O)=O.CCC(O)CC(O)=O IUPHTVOTTBREAV-UHFFFAOYSA-N 0.000 description 2
- CARJPEPCULYFFP-UHFFFAOYSA-N 5-Sulfo-1,3-benzenedicarboxylic acid Chemical class OC(=O)C1=CC(C(O)=O)=CC(S(O)(=O)=O)=C1 CARJPEPCULYFFP-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229920013642 Biopol™ Polymers 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical compound C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 229920000954 Polyglycolide Polymers 0.000 description 2
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 2
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 2
- 229920008262 Thermoplastic starch Polymers 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- 229930003427 Vitamin E Natural products 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
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- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
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- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 1
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 description 1
- 125000005595 acetylacetonate group Chemical class 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000002313 adhesive film Substances 0.000 description 1
- 229920003232 aliphatic polyester Polymers 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- PMMYEEVYMWASQN-IMJSIDKUSA-N cis-4-Hydroxy-L-proline Chemical compound O[C@@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-IMJSIDKUSA-N 0.000 description 1
- 239000002734 clay mineral Substances 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 239000002361 compost Substances 0.000 description 1
- 238000009264 composting Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- UYDJAHJCGZTTHB-UHFFFAOYSA-N cyclopentane-1,1-diol Chemical compound OC1(O)CCCC1 UYDJAHJCGZTTHB-UHFFFAOYSA-N 0.000 description 1
- 229920006237 degradable polymer Polymers 0.000 description 1
- 125000005266 diarylamine group Chemical group 0.000 description 1
- MLIPQTRXLNTCRS-UHFFFAOYSA-N dihexyl benzene-1,4-dicarboxylate Chemical compound CCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCC)C=C1 MLIPQTRXLNTCRS-UHFFFAOYSA-N 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- SQQSFUNTQGNWKD-UHFFFAOYSA-N dipentyl benzene-1,4-dicarboxylate Chemical group CCCCCOC(=O)C1=CC=C(C(=O)OCCCCC)C=C1 SQQSFUNTQGNWKD-UHFFFAOYSA-N 0.000 description 1
- UPPJFVSCGFPFHM-UHFFFAOYSA-N dipentyl hexanedioate Chemical group CCCCCOC(=O)CCCCC(=O)OCCCCC UPPJFVSCGFPFHM-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000007515 enzymatic degradation Effects 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000013012 foaming technology Methods 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 229910052732 germanium Inorganic materials 0.000 description 1
- 230000004313 glare Effects 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 229910052741 iridium Inorganic materials 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
- 235000013980 iron oxide Nutrition 0.000 description 1
- VBMVTYDPPZVILR-UHFFFAOYSA-N iron(2+);oxygen(2-) Chemical class [O-2].[Fe+2] VBMVTYDPPZVILR-UHFFFAOYSA-N 0.000 description 1
- JJTUDXZGHPGLLC-UHFFFAOYSA-N lactide Chemical compound CC1OC(=O)C(C)OC1=O JJTUDXZGHPGLLC-UHFFFAOYSA-N 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- OJXOOFXUHZAXLO-UHFFFAOYSA-M magnesium;1-bromo-3-methanidylbenzene;bromide Chemical compound [Mg+2].[Br-].[CH2-]C1=CC=CC(Br)=C1 OJXOOFXUHZAXLO-UHFFFAOYSA-M 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 239000012170 montan wax Substances 0.000 description 1
- 239000002362 mulch Substances 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- XZZXKVYTWCYOQX-UHFFFAOYSA-J octanoate;tin(4+) Chemical compound [Sn+4].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O.CCCCCCCC([O-])=O.CCCCCCCC([O-])=O XZZXKVYTWCYOQX-UHFFFAOYSA-J 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000012785 packaging film Substances 0.000 description 1
- 229920006280 packaging film Polymers 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000008301 phosphite esters Chemical class 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical compound OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000005014 poly(hydroxyalkanoate) Substances 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000903 polyhydroxyalkanoate Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229920006301 statistical copolymer Polymers 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 231100000167 toxic agent Toxicity 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 150000004072 triols Chemical class 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- DJWUNCQRNNEAKC-UHFFFAOYSA-L zinc acetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O DJWUNCQRNNEAKC-UHFFFAOYSA-L 0.000 description 1
- 150000003752 zinc compounds Chemical class 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/91—Polymers modified by chemical after-treatment
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/60—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from the reaction of a mixture of hydroxy carboxylic acids, polycarboxylic acids and polyhydroxy compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Polyesters Or Polycarbonates (AREA)
- Biological Depolymerization Polymers (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
Priority Applications (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4440850A DE4440850A1 (de) | 1994-11-15 | 1994-11-15 | Biologisch abbaubare Polymere, Verfahren zu deren Herstellung sowie deren Verwendung zur Herstellung bioabbaubarer Formkörper |
| PCT/EP1995/004335 WO1996015175A1 (de) | 1994-11-15 | 1995-11-04 | Biologisch abbaubare polymere, verfahren zu deren herstellung sowie deren verwendung zur herstellung bioabbaubarer formkörper |
| DK95937865T DK0792311T3 (da) | 1994-11-15 | 1995-11-04 | Biologisk nedbrydelige polymerer, fremgangsmåde til fremstilling heraf samt anvendelse heraf til fremstilling af bionedbryd |
| ES95937865T ES2128100T3 (es) | 1994-11-15 | 1995-11-04 | Polimeros biodegradables, procedimiento para su obtencion asi como empleo para la obtencion de cuerpos moldeables biodegradables. |
| DE59505225T DE59505225D1 (de) | 1994-11-15 | 1995-11-04 | Biologisch abbaubare polymere, verfahren zu deren herstellung sowie deren verwendung zur herstellung bioabbaubarer formkörper |
| US08/836,311 US5817721A (en) | 1994-11-15 | 1995-11-04 | Biodegradable polymers, the preparation thereof and the use thereof for producing biodegradable moldings |
| AU38709/95A AU3870995A (en) | 1994-11-15 | 1995-11-04 | Biodegradable polymers, process for their preparation and their use for producing biodegradable moulded bodies |
| JP51569596A JP3423320B2 (ja) | 1994-11-15 | 1995-11-04 | 生物学的に分解可能なポリマー、その製造法ならびに該ポリマーから得ることができる複合可能な成形体、接着剤、生物学的に分解可能な配合物、生物学的に分解可能なフォームおよび紙加工用組成物 |
| EP95937865A EP0792311B1 (de) | 1994-11-15 | 1995-11-04 | Biologisch abbaubare polymere, verfahren zu deren herstellung sowie deren verwendung zur herstellung bioabbaubarer formkörper |
| TW084111994A TW319782B (https=) | 1994-11-15 | 1995-11-14 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4440850A DE4440850A1 (de) | 1994-11-15 | 1994-11-15 | Biologisch abbaubare Polymere, Verfahren zu deren Herstellung sowie deren Verwendung zur Herstellung bioabbaubarer Formkörper |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE4440850A1 true DE4440850A1 (de) | 1996-05-23 |
Family
ID=6533420
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE4440850A Withdrawn DE4440850A1 (de) | 1994-11-15 | 1994-11-15 | Biologisch abbaubare Polymere, Verfahren zu deren Herstellung sowie deren Verwendung zur Herstellung bioabbaubarer Formkörper |
| DE59505225T Expired - Fee Related DE59505225D1 (de) | 1994-11-15 | 1995-11-04 | Biologisch abbaubare polymere, verfahren zu deren herstellung sowie deren verwendung zur herstellung bioabbaubarer formkörper |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE59505225T Expired - Fee Related DE59505225D1 (de) | 1994-11-15 | 1995-11-04 | Biologisch abbaubare polymere, verfahren zu deren herstellung sowie deren verwendung zur herstellung bioabbaubarer formkörper |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US5817721A (https=) |
| EP (1) | EP0792311B1 (https=) |
| JP (1) | JP3423320B2 (https=) |
| AU (1) | AU3870995A (https=) |
| DE (2) | DE4440850A1 (https=) |
| DK (1) | DK0792311T3 (https=) |
| ES (1) | ES2128100T3 (https=) |
| TW (1) | TW319782B (https=) |
| WO (1) | WO1996015175A1 (https=) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE29619016U1 (de) * | 1996-11-01 | 1998-03-12 | Müller, Wolf-Rüdiger, 70563 Stuttgart | Biologisch abbaubares Kunststoffprodukt |
| DE29905603U1 (de) | 1999-03-26 | 1999-09-09 | Tscheuschler, Ulrich, Dipl.-Ing., 79539 Lörrach | Behältnisse für Sexuallockstoffe aus kompostierbaren (biologisch abbaubaren) Polymeren |
| EP2725048A1 (de) * | 2012-10-29 | 2014-04-30 | Uhde Inventa-Fischer GmbH | Verfahren zur Herstellung eines hochmolekularen Polyesters oder Copolyesters sowie diese enthaltende Polymerblends |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6231976B1 (en) | 1997-08-28 | 2001-05-15 | Eastman Chemical Company | Copolyester binder fibers |
| DE69836223T2 (de) * | 1997-08-28 | 2007-08-30 | Eastman Chemical Co., Kingsport | Verbesserte copolymerbinderfasern |
| ATE247183T1 (de) * | 1997-11-06 | 2003-08-15 | Eastman Chem Co | Copolyester-binderfasern |
| DE69925665T2 (de) * | 1998-03-30 | 2006-03-16 | Sumitomo Bakelite Co. Ltd. | Folie aus einer Polyesterharzzusammensetzung |
| DE60012014T2 (de) | 1999-08-06 | 2004-11-11 | Eastman Chemical Co., Kingsport | Polyester mit kontrolliertem schmelzpunkt und fasern daraus |
| DE10010826A1 (de) * | 2000-03-08 | 2001-09-13 | Basf Ag | Verfahren zur Reduktion der Wasserdampfpermeabilität von Folien oder Beschichtungen |
| US6573340B1 (en) | 2000-08-23 | 2003-06-03 | Biotec Biologische Naturverpackungen Gmbh & Co. Kg | Biodegradable polymer films and sheets suitable for use as laminate coatings as well as wraps and other packaging materials |
| JP3578138B2 (ja) * | 2001-01-12 | 2004-10-20 | 昭和電工株式会社 | 親水性ポリマーの分解方法 |
| US7297394B2 (en) | 2002-03-01 | 2007-11-20 | Bio-Tec Biologische Naturverpackungen Gmbh & Co. Kg | Biodegradable films and sheets suitable for use as coatings, wraps and packaging materials |
| US7241832B2 (en) * | 2002-03-01 | 2007-07-10 | bio-tec Biologische Naturverpackungen GmbH & Co., KG | Biodegradable polymer blends for use in making films, sheets and other articles of manufacture |
| US6703115B2 (en) | 2001-05-01 | 2004-03-09 | Eastman Chemical Company | Multilayer films |
| US7261839B2 (en) * | 2002-01-22 | 2007-08-28 | Northern Technologies International Corp. | Tarnish inhibiting composition and article containing it |
| US20030220436A1 (en) * | 2002-01-22 | 2003-11-27 | Gencer Mehmet A. | Biodegradable polymers containing one or more inhibitors and methods for producing same |
| US8008373B2 (en) * | 2002-01-22 | 2011-08-30 | Northern Technologies International Corp. | Biodegradable polymer masterbatch, and a composition derived therefrom having improved physical properties |
| US7270775B2 (en) | 2002-01-22 | 2007-09-18 | Northern Technologies International Corp. | Corrosion inhibiting composition and article containing it |
| US20040173779A1 (en) * | 2002-01-22 | 2004-09-09 | Gencer Mehmet A. | Biodegradable shaped article containing a corrosion inhibitor and inert filler particles |
| US20050020945A1 (en) * | 2002-07-02 | 2005-01-27 | Tosaya Carol A. | Acoustically-aided cerebrospinal-fluid manipulation for neurodegenerative disease therapy |
| US7172814B2 (en) | 2003-06-03 | 2007-02-06 | Bio-Tec Biologische Naturverpackungen Gmbh & Co | Fibrous sheets coated or impregnated with biodegradable polymers or polymers blends |
| DE10336387A1 (de) * | 2003-08-06 | 2005-03-03 | Basf Ag | Biologisch abbaubare Polyestermischung |
| US7354653B2 (en) * | 2003-12-18 | 2008-04-08 | Eastman Chemical Company | High clarity films with improved thermal properties |
| US7241838B2 (en) * | 2003-12-19 | 2007-07-10 | Eastman Chemical Company | Blends of aliphatic-aromatic copolyesters with ethylene-vinyl acetate copolymers |
| US20050154147A1 (en) * | 2003-12-22 | 2005-07-14 | Germroth Ted C. | Polyester compositions |
| US7368503B2 (en) | 2003-12-22 | 2008-05-06 | Eastman Chemical Company | Compatibilized blends of biodegradable polymers with improved rheology |
| US7160977B2 (en) * | 2003-12-22 | 2007-01-09 | Eastman Chemical Company | Polymer blends with improved notched impact strength |
| US7368511B2 (en) * | 2003-12-22 | 2008-05-06 | Eastman Chemical Company | Polymer blends with improved rheology and improved unnotched impact strength |
| US20050209374A1 (en) * | 2004-03-19 | 2005-09-22 | Matosky Andrew J | Anaerobically biodegradable polyesters |
| US7358325B2 (en) * | 2004-07-09 | 2008-04-15 | E. I. Du Pont De Nemours And Company | Sulfonated aromatic copolyesters containing hydroxyalkanoic acid groups and shaped articles produced therefrom |
| US7193029B2 (en) | 2004-07-09 | 2007-03-20 | E. I. Du Pont De Nemours And Company | Sulfonated copolyetherester compositions from hydroxyalkanoic acids and shaped articles produced therefrom |
| US7144972B2 (en) * | 2004-07-09 | 2006-12-05 | E. I. Du Pont De Nemours And Company | Copolyetherester compositions containing hydroxyalkanoic acids and shaped articles produced therefrom |
| GB2417462A (en) * | 2004-08-31 | 2006-03-01 | Eastman Chem Co | Moulding of thermoplastic polyesters |
| US20060051603A1 (en) * | 2004-09-09 | 2006-03-09 | International Paper Company | Biodegradable paper-based cup or package and production method |
| US8071695B2 (en) | 2004-11-12 | 2011-12-06 | Eastman Chemical Company | Polyeste blends with improved stress whitening for film and sheet applications |
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| US5097005A (en) * | 1990-05-11 | 1992-03-17 | E. I. Du Pont De Nemours And Company | Novel copolyesters and their use in compostable products such as disposable diapers |
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| JP3179177B2 (ja) * | 1992-04-10 | 2001-06-25 | 昭和高分子株式会社 | ウレタン結合を含む脂肪族ポリエステル |
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| US5593778A (en) * | 1993-09-09 | 1997-01-14 | Kanebo, Ltd. | Biodegradable copolyester, molded article produced therefrom and process for producing the molded article |
| US5616657A (en) * | 1994-07-20 | 1997-04-01 | Dainippon Ink And Chemicals, Inc. | Process for the preparation of high molecular lactic copolymer polyester |
-
1994
- 1994-11-15 DE DE4440850A patent/DE4440850A1/de not_active Withdrawn
-
1995
- 1995-11-04 EP EP95937865A patent/EP0792311B1/de not_active Expired - Lifetime
- 1995-11-04 AU AU38709/95A patent/AU3870995A/en not_active Abandoned
- 1995-11-04 WO PCT/EP1995/004335 patent/WO1996015175A1/de not_active Ceased
- 1995-11-04 ES ES95937865T patent/ES2128100T3/es not_active Expired - Lifetime
- 1995-11-04 DE DE59505225T patent/DE59505225D1/de not_active Expired - Fee Related
- 1995-11-04 US US08/836,311 patent/US5817721A/en not_active Expired - Fee Related
- 1995-11-04 DK DK95937865T patent/DK0792311T3/da active
- 1995-11-04 JP JP51569596A patent/JP3423320B2/ja not_active Expired - Fee Related
- 1995-11-14 TW TW084111994A patent/TW319782B/zh active
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE29619016U1 (de) * | 1996-11-01 | 1998-03-12 | Müller, Wolf-Rüdiger, 70563 Stuttgart | Biologisch abbaubares Kunststoffprodukt |
| DE29905603U1 (de) | 1999-03-26 | 1999-09-09 | Tscheuschler, Ulrich, Dipl.-Ing., 79539 Lörrach | Behältnisse für Sexuallockstoffe aus kompostierbaren (biologisch abbaubaren) Polymeren |
| EP2725048A1 (de) * | 2012-10-29 | 2014-04-30 | Uhde Inventa-Fischer GmbH | Verfahren zur Herstellung eines hochmolekularen Polyesters oder Copolyesters sowie diese enthaltende Polymerblends |
| WO2014067954A1 (de) * | 2012-10-29 | 2014-05-08 | Uhde Inventa-Fischer Gmbh | Verfahren zur herstellung eines hochmolekularen polyesters oder copolyesters sowie diese enthaltende polymerblends |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0792311A1 (de) | 1997-09-03 |
| ES2128100T3 (es) | 1999-05-01 |
| DE59505225D1 (de) | 1999-04-08 |
| EP0792311B1 (de) | 1999-03-03 |
| JPH10508645A (ja) | 1998-08-25 |
| WO1996015175A1 (de) | 1996-05-23 |
| US5817721A (en) | 1998-10-06 |
| DK0792311T3 (da) | 1999-09-27 |
| JP3423320B2 (ja) | 2003-07-07 |
| AU3870995A (en) | 1996-06-06 |
| TW319782B (https=) | 1997-11-11 |
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