DE69231139T2 - Hydroxy-funktionelle Polyester als thermoplastische Sperrschichtharze - Google Patents
Hydroxy-funktionelle Polyester als thermoplastische SperrschichtharzeInfo
- Publication number
- DE69231139T2 DE69231139T2 DE69231139T DE69231139T DE69231139T2 DE 69231139 T2 DE69231139 T2 DE 69231139T2 DE 69231139 T DE69231139 T DE 69231139T DE 69231139 T DE69231139 T DE 69231139T DE 69231139 T2 DE69231139 T2 DE 69231139T2
- Authority
- DE
- Germany
- Prior art keywords
- polyester
- phenylene
- individually
- polymer according
- diarylene
- 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.)
- Expired - Fee Related
Links
- 229920000728 polyester Polymers 0.000 title claims description 43
- 230000004888 barrier function Effects 0.000 title claims description 17
- 229920001169 thermoplastic Polymers 0.000 title claims description 12
- 239000004416 thermosoftening plastic Substances 0.000 title claims description 9
- 229920005989 resin Polymers 0.000 title description 3
- 239000011347 resin Substances 0.000 title description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 29
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 25
- 229920000642 polymer Polymers 0.000 claims description 24
- -1 m-phenylene, p-phenylene, isopropylidenediphenylene Chemical group 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 16
- 150000002148 esters Chemical class 0.000 claims description 15
- 125000003118 aryl group Chemical group 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 9
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 239000004215 Carbon black (E152) Substances 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 125000001931 aliphatic group Chemical group 0.000 claims description 5
- 229930195733 hydrocarbon Natural products 0.000 claims description 5
- 150000002430 hydrocarbons Chemical class 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 150000003462 sulfoxides Chemical class 0.000 claims description 4
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 125000002529 biphenylenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C12)* 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 238000000576 coating method Methods 0.000 claims description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 3
- 150000002576 ketones Chemical class 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- 150000003457 sulfones Chemical class 0.000 claims description 3
- GRZXREUFTYRRJH-UHFFFAOYSA-N 10-oxatetracyclo[6.5.0.02,7.09,11]trideca-1,3,5,7,12-pentaene Chemical compound C12=CC=CC=C2C2=C1C1OC1C=C2 GRZXREUFTYRRJH-UHFFFAOYSA-N 0.000 claims description 2
- HXROKIMWMCMCOF-UHFFFAOYSA-N 10-thiatetracyclo[6.5.0.02,7.09,11]trideca-1,3,5,7,12-pentaene Chemical compound C12=CC=CC=C2C2=C1C1SC1C=C2 HXROKIMWMCMCOF-UHFFFAOYSA-N 0.000 claims description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 claims description 2
- 125000000732 arylene group Chemical group 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 2
- 125000004957 naphthylene group Chemical group 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 2
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 claims 2
- 150000002431 hydrogen Chemical group 0.000 claims 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 42
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 22
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 18
- 229910052760 oxygen Inorganic materials 0.000 description 18
- 239000001301 oxygen Substances 0.000 description 18
- 239000000047 product Substances 0.000 description 15
- 238000000034 method Methods 0.000 description 14
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 11
- 229910052757 nitrogen Inorganic materials 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 9
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 8
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 8
- 239000000463 material Substances 0.000 description 7
- 238000004132 cross linking Methods 0.000 description 6
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 6
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 description 6
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 5
- 230000005540 biological transmission Effects 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 239000000155 melt Substances 0.000 description 5
- 150000002989 phenols Chemical class 0.000 description 5
- 239000004593 Epoxy Substances 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 229940106691 bisphenol a Drugs 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 238000007710 freezing Methods 0.000 description 4
- 230000008014 freezing Effects 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 230000006835 compression Effects 0.000 description 3
- 238000007906 compression Methods 0.000 description 3
- 229920006037 cross link polymer Polymers 0.000 description 3
- 230000009477 glass transition Effects 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 238000004806 packaging method and process Methods 0.000 description 3
- 230000035699 permeability Effects 0.000 description 3
- 229920000139 polyethylene terephthalate Polymers 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 239000012815 thermoplastic material Substances 0.000 description 3
- DJCYQEDZXFZHRL-UHFFFAOYSA-N 2-(2-hydroxyphenoxy)peroxyphenol Chemical compound OC1=CC=CC=C1OOOC1=CC=CC=C1O DJCYQEDZXFZHRL-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000000748 compression moulding Methods 0.000 description 2
- 125000002993 cycloalkylene group Chemical group 0.000 description 2
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 238000011067 equilibration Methods 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N methyl cyanide Natural products CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000000967 suction filtration Methods 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- RXNYJUSEXLAVNQ-UHFFFAOYSA-N 4,4'-Dihydroxybenzophenone Chemical compound C1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1 RXNYJUSEXLAVNQ-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- VWGKEVWFBOUAND-UHFFFAOYSA-N 4,4'-thiodiphenol Chemical compound C1=CC(O)=CC=C1SC1=CC=C(O)C=C1 VWGKEVWFBOUAND-UHFFFAOYSA-N 0.000 description 1
- NZGQHKSLKRFZFL-UHFFFAOYSA-N 4-(4-hydroxyphenoxy)phenol Chemical compound C1=CC(O)=CC=C1OC1=CC=C(O)C=C1 NZGQHKSLKRFZFL-UHFFFAOYSA-N 0.000 description 1
- KSYGTCNPCHQRKM-UHFFFAOYSA-N 4-[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 KSYGTCNPCHQRKM-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- 229910001369 Brass Inorganic materials 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229920001283 Polyalkylene terephthalate Polymers 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001279 adipic acids Chemical class 0.000 description 1
- 125000004450 alkenylene group Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 125000006356 alkylene carbonyl group Chemical group 0.000 description 1
- 125000005529 alkyleneoxy group Chemical group 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 235000013405 beer Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 description 1
- NEPKLUNSRVEBIX-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) benzene-1,4-dicarboxylate Chemical compound C=1C=C(C(=O)OCC2OC2)C=CC=1C(=O)OCC1CO1 NEPKLUNSRVEBIX-UHFFFAOYSA-N 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- 235000014171 carbonated beverage Nutrition 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- SLAFUPJSGFVWPP-UHFFFAOYSA-M ethyl(triphenyl)phosphanium;iodide Chemical compound [I-].C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(CC)C1=CC=CC=C1 SLAFUPJSGFVWPP-UHFFFAOYSA-M 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 238000010102 injection blow moulding Methods 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 239000011229 interlayer Substances 0.000 description 1
- 150000002531 isophthalic acids Chemical class 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical class C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 1
- PCILLCXFKWDRMK-UHFFFAOYSA-N naphthalene-1,4-diol Chemical compound C1=CC=C2C(O)=CC=C(O)C2=C1 PCILLCXFKWDRMK-UHFFFAOYSA-N 0.000 description 1
- MNZMMCVIXORAQL-UHFFFAOYSA-N naphthalene-2,6-diol Chemical compound C1=C(O)C=CC2=CC(O)=CC=C21 MNZMMCVIXORAQL-UHFFFAOYSA-N 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- XQYMIMUDVJCMLU-UHFFFAOYSA-N phenoxyperoxybenzene Chemical group C=1C=CC=CC=1OOOC1=CC=CC=C1 XQYMIMUDVJCMLU-UHFFFAOYSA-N 0.000 description 1
- 150000003022 phthalic acids Chemical class 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 150000003330 sebacic acids Chemical class 0.000 description 1
- 235000013599 spices Nutrition 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000003442 suberic acids Chemical class 0.000 description 1
- 125000004962 sulfoxyl group Chemical group 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003504 terephthalic acids Chemical class 0.000 description 1
- BRKFQVAOMSWFDU-UHFFFAOYSA-M tetraphenylphosphanium;bromide Chemical compound [Br-].C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 BRKFQVAOMSWFDU-UHFFFAOYSA-M 0.000 description 1
- 238000007669 thermal treatment Methods 0.000 description 1
- 229920006230 thermoplastic polyester resin Polymers 0.000 description 1
- 235000013311 vegetables Nutrition 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
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
-
- 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
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/42—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof
-
- 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
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/40—Polyesters derived from ester-forming derivatives of polycarboxylic acids or of polyhydroxy compounds, other than from esters thereof
- C08G63/42—Cyclic ethers; Cyclic carbonates; Cyclic sulfites; Cyclic orthoesters
-
- 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
- C08G63/66—Polyesters containing oxygen in the form of ether groups
- C08G63/668—Polyesters containing oxygen in the form of ether groups derived from 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)
- Polyesters Or Polycarbonates (AREA)
- Containers Having Bodies Formed In One Piece (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
- Laminated Bodies (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/699,046 US5171820A (en) | 1991-05-13 | 1991-05-13 | Hydroxy-functional polyesters as thermoplastic barrier resins |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69231139D1 DE69231139D1 (de) | 2000-07-13 |
| DE69231139T2 true DE69231139T2 (de) | 2000-12-14 |
Family
ID=24807712
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69231139T Expired - Fee Related DE69231139T2 (de) | 1991-05-13 | 1992-05-08 | Hydroxy-funktionelle Polyester als thermoplastische Sperrschichtharze |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US5171820A (enExample) |
| EP (1) | EP0513679B1 (enExample) |
| JP (1) | JP3207921B2 (enExample) |
| KR (1) | KR100208921B1 (enExample) |
| AU (1) | AU643173B2 (enExample) |
| CA (1) | CA2068497C (enExample) |
| DE (1) | DE69231139T2 (enExample) |
| ES (1) | ES2147179T3 (enExample) |
| TW (1) | TW206974B (enExample) |
Families Citing this family (61)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5814373A (en) * | 1991-11-26 | 1998-09-29 | Dow Chemical Company | Heat-resistant hydroxy-functional polyethers as thermoplastic barrier resins |
| US5458258A (en) * | 1993-09-02 | 1995-10-17 | The Dow Chemical Company | Storage tanks for compressed natural gas with a hydroxy-phenoxyether polymer barrier liner |
| US5386002A (en) * | 1993-12-03 | 1995-01-31 | The Dow Chemical Company | Fluorene based bisimides and thermoplastic polymers thereof |
| US5686551A (en) * | 1994-01-07 | 1997-11-11 | The Dow Chemical Company | Hydroxy ether polymers as thermoplastic barrier resins |
| US5496910A (en) * | 1994-07-21 | 1996-03-05 | The Dow Chemical Company | Hydroxyfunctional thermoplastic polyesters |
| US5574076A (en) * | 1995-05-03 | 1996-11-12 | National Starch And Chemical Investment Holding Corporation | Sucrose benzoate as a tackifier for water sensitive or biodegradable hot melt adhesives |
| US5583187A (en) * | 1995-05-03 | 1996-12-10 | National Starch And Chemical Investment Holding Corporation | Hot melt adhesives based on hydroxy-functional polyesters |
| CN1207755A (zh) * | 1995-12-21 | 1999-02-10 | 陶氏化学公司 | 含有羟基官能聚合物的组合物 |
| US5861216A (en) * | 1996-06-28 | 1999-01-19 | The United States Of America As Represented By The Secretary Of Agriculture | Biodegradable polyester and natural polymer laminates |
| US5852078A (en) * | 1996-02-28 | 1998-12-22 | The United States Of America As Represented By The Secretary Of Agriculture | Biodegradable polyester compositions with natural polymers and articles thereof |
| US5665786A (en) * | 1996-05-24 | 1997-09-09 | Bradley University | Biodegradable polyester and natural polymer compositions and expanded articles therefrom |
| US6025417A (en) * | 1996-02-28 | 2000-02-15 | Biotechnology Research & Development Corp. | Biodegradable polyester compositions with natural polymers and articles thereof |
| US5821286A (en) * | 1996-05-24 | 1998-10-13 | The United States Of America As Represented By The Secretary Of The Agriculture | Biodegradable polyester and natural polymer compositions and films therefrom |
| US6893527B1 (en) | 1996-06-28 | 2005-05-17 | William M. Doane | Biodegradable polyester and natural polymer laminates |
| CA2246269A1 (en) * | 1996-12-31 | 1998-07-09 | Jerry E. White | Polymer-organoclay-composites and their preparation |
| US5780582A (en) * | 1996-12-31 | 1998-07-14 | The Dow Chemical Company | Hydroxy-functionalized polyester and poly(ester ether) oligomers |
| CN1108333C (zh) * | 1997-09-05 | 2003-05-14 | 陶氏化学公司 | 含羟基官能团聚合物的高内相比乳液和稳定水分散体 |
| US5852163A (en) * | 1997-09-10 | 1998-12-22 | The Dow Chemical Company | Process for preparing hydroxy-functionalized polyesters |
| US6352426B1 (en) | 1998-03-19 | 2002-03-05 | Advanced Plastics Technologies, Ltd. | Mold for injection molding multilayer preforms |
| WO1999048962A1 (en) * | 1998-03-20 | 1999-09-30 | The Dow Chemical Company | Polymer composite comprising a hydroxy-functionalized polyether or polyester and an inorganic filler and method for preparing the same |
| US5962621A (en) * | 1998-04-28 | 1999-10-05 | The Dow Chemical Company | Process for preparing hydroxy-functionalized polyesters |
| US6630543B1 (en) | 1998-08-21 | 2003-10-07 | Biotechnology Research And Development Corporation | Method of making biodegradable polymer compositions |
| WO2000055250A1 (en) | 1999-03-12 | 2000-09-21 | The Dow Chemical Company | Process for preparing starch and epoxy-based thermoplastic polymer compositions |
| US6632862B2 (en) | 1999-04-12 | 2003-10-14 | The United States Of America As Represented By The Secretary Of Agriculture | Biodegradable polymer compositions, methods for making same, and articles therefrom |
| US7037959B1 (en) * | 1999-04-12 | 2006-05-02 | The United States Of America As Represented By The Secretary Of The Agriculture | Biodegradable polymer compositions methods for making same and articles therefrom |
| US6191196B1 (en) | 1999-04-12 | 2001-02-20 | The United States Of America As Represented By The Secretary Of Agriculture | Biodegradable polymer compositions, methods for making same and articles therefrom |
| US6310136B1 (en) * | 1999-08-17 | 2001-10-30 | The United States Of America As Represented By The Secretary Of Agriculture | Blends of biodegradable poly(hydroxy ester ether) thermoplastic with renewable proteins |
| KR20020035161A (ko) | 1999-09-30 | 2002-05-09 | 그래햄 이. 테일러 | 초흡수성 중합체를 기재에 결합시키는 방법 |
| US6074758A (en) * | 1999-11-04 | 2000-06-13 | Eastman Chemical Company | Poly(hydroxy ester ethers) as barrier resins |
| US6649671B2 (en) | 2000-03-13 | 2003-11-18 | Dow Global Technologies Inc. | Concrete and process to make same |
| WO2001072890A1 (en) * | 2000-03-28 | 2001-10-04 | Biotechnology Research And Development Corporation | Biodegradable polymer compositions, methods for making same and articles therefrom |
| CN1437625A (zh) | 2000-06-23 | 2003-08-20 | 陶氏环球技术公司 | 环氧树脂及其制备方法 |
| WO2002000566A1 (en) | 2000-06-28 | 2002-01-03 | Dow Global Technologies Inc | Plastic fibers for improved concrete |
| WO2002048234A2 (en) | 2000-12-14 | 2002-06-20 | Dow Global Technologies Inc. | Epoxy resins and process for making the same |
| US20030220036A1 (en) * | 2000-12-20 | 2003-11-27 | Lee Robert A. | Laminates and coated materials comprising hydroxy-phenoxyether polymers |
| AU2002257127A1 (en) * | 2001-04-04 | 2002-10-21 | Advanced Plastics Technologies, Ltd. | Process for coating paper, paperboard, and molded fiber with a water-dispersible polyester polymer |
| JP4142572B2 (ja) * | 2001-07-16 | 2008-09-03 | ダウ グローバル テクノロジーズ インコーポレイティド | ヒドロキシ官能性ポリエステル |
| EG23499A (en) | 2002-07-03 | 2006-01-17 | Advanced Plastics Technologies | Dip, spray, and flow coating process for forming coated articles |
| US7204950B2 (en) * | 2003-12-19 | 2007-04-17 | Pepsico, Inc. | Dispensing package |
| AU2005235596A1 (en) | 2004-04-16 | 2005-11-03 | Advanced Plastics Technologies Luxembourg S.A. | Preforms, bottles and methods of manufacturing the preforms and the bottles |
| US20060099363A1 (en) * | 2004-11-05 | 2006-05-11 | Pepsico, Inc. | Catalyzed process for forming coated articles |
| US20060099360A1 (en) * | 2004-11-05 | 2006-05-11 | Pepsico, Inc. | Dip, spray, and flow coating process for forming coated articles |
| WO2007027606A1 (en) | 2005-08-30 | 2007-03-08 | Advanced Plastics Technologies Luxembourg S.A. | Methods and systems for controlling mold temperatures |
| EP2115044A2 (en) | 2006-11-30 | 2009-11-11 | The Texas A & M Univsersity System | Intercalation agent free compositions useful to make nanocomposite polymers |
| BRPI0905711A2 (pt) | 2008-01-23 | 2015-07-14 | Dow Global Technologies Inc | Composição de revestimento em pó sólido |
| EP2291435B1 (en) | 2008-06-03 | 2016-08-17 | Dow Global Technologies LLC | A composite dispersion, method of producing the same, and articles made therefrom |
| US8016980B2 (en) * | 2008-11-25 | 2011-09-13 | Dixie Consumer Products Llc | Paper products |
| WO2010068396A1 (en) | 2008-12-12 | 2010-06-17 | Dow Global Technologies Inc. | Coating composition, a process of producing a coating composition, a coated article, and a method of forming such articles |
| CN102317382B (zh) | 2008-12-16 | 2015-04-08 | 陶氏环球技术有限责任公司 | 包含聚合物包封的金属氧化物不透明化颜料的涂层组合物以及生产它的方法 |
| US20110319521A1 (en) | 2009-03-16 | 2011-12-29 | Lundgard Richard A | Dispersion, and a process for producing the same |
| US20120046409A1 (en) | 2009-03-30 | 2012-02-23 | Dow Global Technologies Llc | Hybrid dispersions and methods for producing the same |
| EP3254985B1 (en) | 2009-07-24 | 2021-04-21 | Dow Global Technologies LLC | A coated container device, method of making the same |
| EP3202681B1 (en) | 2009-07-24 | 2021-04-21 | Dow Global Technologies LLC | Method of making a coated container device |
| CN102686638B (zh) * | 2009-10-30 | 2015-04-01 | 陶氏环球技术有限责任公司 | 醇酸分散体、及其制备方法 |
| US20130178584A1 (en) * | 2010-09-30 | 2013-07-11 | Dow Global Technologies Llc | Coating compositions |
| EP2694606B2 (en) | 2011-04-08 | 2019-06-05 | Dow Global Technologies LLC | Process for producing a coating compositon |
| EP3019544B1 (en) | 2013-07-11 | 2019-11-06 | Dow Global Technologies LLC | Process for making urethane-isocyanurates |
| BR112016029710A2 (pt) | 2014-06-27 | 2017-08-22 | Dow Global Technologies Llc | método para otimizar uma classificação de hegman de uma emulsão diluída, uma emulsão diluída assim produzida e um revestimento feito a partir da mesma |
| EP3867106A1 (en) | 2018-10-17 | 2021-08-25 | Dow Global Technologies, LLC | A coating composition, a coated fabric, a method of making a coated fabric, and an article made from the coated fabric |
| WO2020081279A1 (en) | 2018-10-17 | 2020-04-23 | Dow Global Technologies Llc | A coating composition, a coated fabric, a method of making a coated fabric, and an article made from the coated fabric |
| EP4192898A4 (en) | 2020-08-05 | 2024-02-21 | Blue Cube IP LLC | NEW HARDENER FORMULATION FOR COLD CURING EPOXY SYSTEMS |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3477990A (en) * | 1967-12-07 | 1969-11-11 | Shell Oil Co | Process for reacting a phenol with an epoxy compound and resulting products |
| US3948855A (en) * | 1971-09-16 | 1976-04-06 | The Dow Chemical Company | Process for reacting a phenol with a vicinal epoxy compound in the presence of phosphorus or carbon containing acid, ester or acid ester |
| JPS533497A (en) * | 1976-06-30 | 1978-01-13 | Cosmo Co Ltd | Polyester having pendant hydroxyl group, its preparation and composition |
| US4284710A (en) * | 1980-05-01 | 1981-08-18 | E. I. Du Pont De Nemours And Company | Radiation crosslinkable polyesters and polyesterethers |
| DE3409188A1 (de) * | 1984-03-14 | 1985-09-19 | Basf Farben + Fasern Ag, 2000 Hamburg | Mit alkoholen modifizierte polyepoxide, ihre herstellung und verwendung in haertbaren mischungen |
| JPH06399B2 (ja) * | 1985-04-18 | 1994-01-05 | 三井石油化学工業株式会社 | ポリエステル積層成形体およびその用途 |
| US4742096A (en) * | 1986-06-06 | 1988-05-03 | The Glidden Company | Powder coatings with catalyzed transesterification cure |
| JPH06225151A (ja) * | 1992-09-08 | 1994-08-12 | Victor Co Of Japan Ltd | 帯域圧縮伸長方式及び帯域圧縮伸長装置 |
-
1991
- 1991-05-13 US US07/699,046 patent/US5171820A/en not_active Expired - Lifetime
-
1992
- 1992-05-08 EP EP92107770A patent/EP0513679B1/en not_active Expired - Lifetime
- 1992-05-08 DE DE69231139T patent/DE69231139T2/de not_active Expired - Fee Related
- 1992-05-08 ES ES92107770T patent/ES2147179T3/es not_active Expired - Lifetime
- 1992-05-12 JP JP11859292A patent/JP3207921B2/ja not_active Expired - Fee Related
- 1992-05-12 KR KR1019920007967A patent/KR100208921B1/ko not_active Expired - Fee Related
- 1992-05-12 AU AU16181/92A patent/AU643173B2/en not_active Ceased
- 1992-05-12 CA CA002068497A patent/CA2068497C/en not_active Expired - Fee Related
- 1992-05-12 TW TW081103677A patent/TW206974B/zh active
Also Published As
| Publication number | Publication date |
|---|---|
| EP0513679B1 (en) | 2000-06-07 |
| KR100208921B1 (ko) | 1999-07-15 |
| US5171820A (en) | 1992-12-15 |
| JPH05306332A (ja) | 1993-11-19 |
| ES2147179T3 (es) | 2000-09-01 |
| JP3207921B2 (ja) | 2001-09-10 |
| AU643173B2 (en) | 1993-11-04 |
| CA2068497A1 (en) | 1992-11-14 |
| AU1618192A (en) | 1992-11-19 |
| TW206974B (enExample) | 1993-06-01 |
| KR920021619A (ko) | 1992-12-18 |
| EP0513679A3 (en) | 1994-10-26 |
| DE69231139D1 (de) | 2000-07-13 |
| EP0513679A2 (en) | 1992-11-19 |
| CA2068497C (en) | 2003-11-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69231139T2 (de) | Hydroxy-funktionelle Polyester als thermoplastische Sperrschichtharze | |
| DE69701963T2 (de) | Polyester/polyesteramid mischungen | |
| DE69129055T2 (de) | Hydroxy-funktionalisierte Polyetheramine zur Verwendung als Sperrschicht bei sauerstoffempfindlichen Materialien | |
| DE2342415A1 (de) | Neue, lineare homo- und copolyester auf basis von tere- und/oder isophthalsaeure | |
| JP2004514518A (ja) | 改良された脂質抵抗性を有する低溶融粘度非晶質コポリエステル | |
| DE69012347T2 (de) | Copolyester und daraus durch extrusionsblasverfahren geformte gegenstände. | |
| US3884990A (en) | Aromatic co-polyester composition containing polyethylene oxybenzoate and aromatic phenolic polyester | |
| US3946091A (en) | Aromatic co-polyester articles showing reduced crazing | |
| DE3887079T2 (de) | Blockcopolymer aus aromatischem Polyester und Polyorganosiloxan. | |
| DE2458472B2 (de) | Thermoplastische Copolyester | |
| DE2846689A1 (de) | Thermoplastische polymermassen | |
| DE69125501T2 (de) | Polyester aus Terephtalsäure, 2,6-Naphthalendicarbonsäure und Hydrochinon | |
| US5852163A (en) | Process for preparing hydroxy-functionalized polyesters | |
| DE69426177T2 (de) | Harzzusammensetzung | |
| DE69213374T2 (de) | Verfahren zur Herstellung von Hydroxyl-substitutierten Polyphenylenetherharz | |
| DE69006522T2 (de) | Aromatische Polyester-Siloxan-Blockcopolymere und Verfahren zu deren Herstellung. | |
| DE3346549C2 (de) | Verfahren zur Herstellung von aromatischen Polyestern | |
| US5134201A (en) | Miscible polyester blends | |
| DE2331596A1 (de) | Thermoplastische mischpolyaetherester auf der grundlage von 2,6-naphthalindicarbonsaeure | |
| DE3688309T2 (de) | Polyamidzusammensetzung. | |
| DE60214734T2 (de) | Amorphe copolyester | |
| DE3785425T2 (de) | Thermoplastische Polyätherimidester-Polymere mit erhöhter Biegsamkeit. | |
| DE2531066A1 (de) | Haertbare harzmassen | |
| DE69125467T2 (de) | Formbares Polyesterharz mit hoher Stabilität gegen Schmelzwärme und daraus hergestellte Formteile | |
| DE2333017A1 (de) | Zubereitungen auf copolyester-basis mit herabgesetzter haarrissbildung und verbesserter verpress- bzw. verformbarkeit |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |