HRP960247A2 - High activity catalytic system for the synthesis of polyethylene terephthalate - Google Patents

High activity catalytic system for the synthesis of polyethylene terephthalate Download PDF

Info

Publication number: HRP960247A2
Authority: HR; Croatia
Prior art keywords: catalytic system; amount; ppm; acid; equal
Prior art date: 1995-06-01

Application number

HRMI95/A001992A

Other languages

English (en)

Croatian (hr)

Inventor

Luisa Fiocca

Original Assignee

Luisa Fiocca

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1995-06-01

Filing date

1996-05-31

Publication date

1997-12-31

1995-06-01 Priority claimed from ITMI951141A external-priority patent/IT1275414B/it

1995-08-04 Priority claimed from IT95MI001728 external-priority patent/IT1277438B1/it

1995-08-09 Priority claimed from IT95MI001765 external-priority patent/IT1277467B1/it

1995-09-29 Priority claimed from IT95MI001992 external-priority patent/IT1277668B1/it

1996-05-31 Application filed by Luisa Fiocca filed Critical Luisa Fiocca

1997-12-31 Publication of HRP960247A2 publication Critical patent/HRP960247A2/hr

Links

230000003197 catalytic effect Effects 0.000 title claims description 26
-1 polyethylene terephthalate Polymers 0.000 title claims description 18
229920000139 polyethylene terephthalate Polymers 0.000 title claims description 16
239000005020 polyethylene terephthalate Substances 0.000 title claims description 16
230000015572 biosynthetic process Effects 0.000 title description 7
230000000694 effects Effects 0.000 title description 7
238000003786 synthesis reaction Methods 0.000 title description 4
229920000642 polymer Polymers 0.000 claims description 40
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 11
238000006068 polycondensation reaction Methods 0.000 claims description 11
QPKOBORKPHRBPS-UHFFFAOYSA-N bis(2-hydroxyethyl) terephthalate Chemical compound OCCOC(=O)C1=CC=C(C(=O)OCCO)C=C1 QPKOBORKPHRBPS-UHFFFAOYSA-N 0.000 claims description 10
150000001875 compounds Chemical class 0.000 claims description 9
229910052751 metal Inorganic materials 0.000 claims description 9
239000002184 metal Substances 0.000 claims description 9
150000003608 titanium Chemical class 0.000 claims description 9
JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical group CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 claims description 8
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 8
229910052787 antimony Inorganic materials 0.000 claims description 7
WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 7
238000004519 manufacturing process Methods 0.000 claims description 6
239000010936 titanium Substances 0.000 claims description 6
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 5
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 5
150000008064 anhydrides Chemical class 0.000 claims description 5
229910052719 titanium Inorganic materials 0.000 claims description 5
125000003118 aryl group Chemical group 0.000 claims description 4
SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 claims description 4
239000000835 fiber Substances 0.000 claims description 4
229910052732 germanium Inorganic materials 0.000 claims description 4
GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 claims description 4
PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 claims description 4
229910052717 sulfur Inorganic materials 0.000 claims description 4
229910052718 tin Inorganic materials 0.000 claims description 4
ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 3
229910052785 arsenic Inorganic materials 0.000 claims description 3
229910052796 boron Inorganic materials 0.000 claims description 3
229910052698 phosphorus Inorganic materials 0.000 claims description 3
238000006116 polymerization reaction Methods 0.000 claims description 3
229910052710 silicon Inorganic materials 0.000 claims description 3
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
125000000217 alkyl group Chemical group 0.000 claims description 2
229940092714 benzenesulfonic acid Drugs 0.000 claims description 2
229910052799 carbon Inorganic materials 0.000 claims description 2
125000004432 carbon atom Chemical group C* 0.000 claims description 2
125000004122 cyclic group Chemical group 0.000 claims description 2
150000002290 germanium Chemical class 0.000 claims description 2
150000002500 ions Chemical class 0.000 claims description 2
229910021645 metal ion Inorganic materials 0.000 claims description 2
150000002739 metals Chemical class 0.000 claims description 2
239000011593 sulfur Substances 0.000 claims description 2
KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims 2
239000004327 boric acid Substances 0.000 claims 2
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
QLZHNIAADXEJJP-UHFFFAOYSA-L dioxido-oxo-phenyl-$l^{5}-phosphane Chemical compound [O-]P([O-])(=O)C1=CC=CC=C1 QLZHNIAADXEJJP-UHFFFAOYSA-L 0.000 claims 1
239000011574 phosphorus Substances 0.000 claims 1
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 82
ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 28
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 27
WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 26
239000003054 catalyst Substances 0.000 description 25
238000006243 chemical reaction Methods 0.000 description 19
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 18
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 18
KJIFKLIQANRMOU-UHFFFAOYSA-N oxidanium;4-methylbenzenesulfonate Chemical compound O.CC1=CC=C(S(O)(=O)=O)C=C1 KJIFKLIQANRMOU-UHFFFAOYSA-N 0.000 description 15
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 14
DJTZIDSZSYWGKR-UHFFFAOYSA-N acetic acid tetrahydrate Chemical compound O.O.O.O.CC(O)=O DJTZIDSZSYWGKR-UHFFFAOYSA-N 0.000 description 12
238000000034 method Methods 0.000 description 12
239000000203 mixture Substances 0.000 description 12
WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 description 11
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 10
239000011541 reaction mixture Substances 0.000 description 10
239000011701 zinc Substances 0.000 description 10
229910000147 aluminium phosphate Inorganic materials 0.000 description 9
238000004821 distillation Methods 0.000 description 9
IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 8
239000000376 reactant Substances 0.000 description 8
239000011572 manganese Substances 0.000 description 7
229910000831 Steel Inorganic materials 0.000 description 6
NLTSCOZQKALPGZ-UHFFFAOYSA-N acetic acid;dihydrate Chemical compound O.O.CC(O)=O NLTSCOZQKALPGZ-UHFFFAOYSA-N 0.000 description 6
UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical compound [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 description 6
239000010959 steel Substances 0.000 description 6
230000000052 comparative effect Effects 0.000 description 5
150000002148 esters Chemical class 0.000 description 5
229910052757 nitrogen Inorganic materials 0.000 description 5
239000000047 product Substances 0.000 description 5
239000003381 stabilizer Substances 0.000 description 5
QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 4
150000001408 amides Chemical class 0.000 description 4
HXITXNWTGFUOAU-UHFFFAOYSA-N phenylboronic acid Chemical compound OB(O)C1=CC=CC=C1 HXITXNWTGFUOAU-UHFFFAOYSA-N 0.000 description 4
238000010517 secondary reaction Methods 0.000 description 4
239000002253 acid Substances 0.000 description 3
150000007513 acids Chemical class 0.000 description 3
239000000463 material Substances 0.000 description 3
231100000956 nontoxicity Toxicity 0.000 description 3
WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 3
235000010234 sodium benzoate Nutrition 0.000 description 3
239000004299 sodium benzoate Substances 0.000 description 3
239000004753 textile Substances 0.000 description 3
VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 3
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 2
150000001242 acetic acid derivatives Chemical class 0.000 description 2
238000006136 alcoholysis reaction Methods 0.000 description 2
229910000410 antimony oxide Inorganic materials 0.000 description 2
239000010941 cobalt Substances 0.000 description 2
229910017052 cobalt Inorganic materials 0.000 description 2
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
ZBYYWKJVSFHYJL-UHFFFAOYSA-L cobalt(2+);diacetate;tetrahydrate Chemical compound O.O.O.O.[Co+2].CC([O-])=O.CC([O-])=O ZBYYWKJVSFHYJL-UHFFFAOYSA-L 0.000 description 2
JVLRYPRBKSMEBF-UHFFFAOYSA-K diacetyloxystibanyl acetate Chemical compound [Sb+3].CC([O-])=O.CC([O-])=O.CC([O-])=O JVLRYPRBKSMEBF-UHFFFAOYSA-K 0.000 description 2
230000032050 esterification Effects 0.000 description 2
238000005886 esterification reaction Methods 0.000 description 2
239000012467 final product Substances 0.000 description 2
150000002291 germanium compounds Chemical class 0.000 description 2
239000007788 liquid Substances 0.000 description 2
239000011777 magnesium Substances 0.000 description 2
229910052749 magnesium Inorganic materials 0.000 description 2
229940097364 magnesium acetate tetrahydrate Drugs 0.000 description 2
XKPKPGCRSHFTKM-UHFFFAOYSA-L magnesium;diacetate;tetrahydrate Chemical compound O.O.O.O.[Mg+2].CC([O-])=O.CC([O-])=O XKPKPGCRSHFTKM-UHFFFAOYSA-L 0.000 description 2
239000002075 main ingredient Substances 0.000 description 2
229940082328 manganese acetate tetrahydrate Drugs 0.000 description 2
CESXSDZNZGSWSP-UHFFFAOYSA-L manganese(2+);diacetate;tetrahydrate Chemical compound O.O.O.O.[Mn+2].CC([O-])=O.CC([O-])=O CESXSDZNZGSWSP-UHFFFAOYSA-L 0.000 description 2
239000000155 melt Substances 0.000 description 2
VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 2
229920000728 polyester Polymers 0.000 description 2
239000002994 raw material Substances 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
KVCGISUBCHHTDD-UHFFFAOYSA-M sodium;4-methylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1 KVCGISUBCHHTDD-UHFFFAOYSA-M 0.000 description 2
239000007787 solid Substances 0.000 description 2
150000003609 titanium compounds Chemical class 0.000 description 2
YZYKBQUWMPUVEN-UHFFFAOYSA-N zafuleptine Chemical compound OC(=O)CCCCCC(C(C)C)NCC1=CC=C(F)C=C1 YZYKBQUWMPUVEN-UHFFFAOYSA-N 0.000 description 2
229910052725 zinc Inorganic materials 0.000 description 2
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical class OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 1
PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
229940058905 antimony compound for treatment of leishmaniasis and trypanosomiasis Drugs 0.000 description 1
150000001463 antimony compounds Chemical class 0.000 description 1
159000000032 aromatic acids Chemical class 0.000 description 1
RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 1
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
125000005620 boronic acid group Chemical class 0.000 description 1
VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical class [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 description 1
235000011092 calcium acetate Nutrition 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
150000007942 carboxylates Chemical class 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
239000007809 chemical reaction catalyst Substances 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
238000004140 cleaning Methods 0.000 description 1
235000013495 cobalt Nutrition 0.000 description 1
238000004040 coloring Methods 0.000 description 1
ZHGASCUQXLPSDT-UHFFFAOYSA-N cyclohexanesulfonic acid Chemical compound OS(=O)(=O)C1CCCCC1 ZHGASCUQXLPSDT-UHFFFAOYSA-N 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
238000003795 desorption Methods 0.000 description 1
JOQAMSDLZYQHMX-UHFFFAOYSA-L disodium;dioxido-oxo-phenyl-$l^{5}-phosphane Chemical compound [Na+].[Na+].[O-]P([O-])(=O)C1=CC=CC=C1 JOQAMSDLZYQHMX-UHFFFAOYSA-L 0.000 description 1
CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 description 1
230000029142 excretion Effects 0.000 description 1
238000007380 fibre production Methods 0.000 description 1
239000007789 gas Substances 0.000 description 1
238000004817 gas chromatography Methods 0.000 description 1
229910001385 heavy metal Inorganic materials 0.000 description 1
XLYOFNOQVPJJNP-ZSJDYOACSA-N heavy water Substances [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 description 1
231100000171 higher toxicity Toxicity 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
238000009776 industrial production Methods 0.000 description 1
150000002484 inorganic compounds Chemical class 0.000 description 1
238000005304 joining Methods 0.000 description 1
229910052746 lanthanum Inorganic materials 0.000 description 1
FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 1
235000001055 magnesium Nutrition 0.000 description 1
229910052748 manganese Inorganic materials 0.000 description 1
WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
229910052759 nickel Inorganic materials 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
150000002902 organometallic compounds Chemical class 0.000 description 1
AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
KCXFHTAICRTXLI-UHFFFAOYSA-N propane-1-sulfonic acid Chemical compound CCCS(O)(=O)=O KCXFHTAICRTXLI-UHFFFAOYSA-N 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
239000010703 silicon Substances 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000000758 substrate Substances 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
229920001169 thermoplastic Polymers 0.000 description 1
239000004416 thermosoftening plastic Substances 0.000 description 1
GPMKKHIGAJLBMZ-UHFFFAOYSA-J titanium(4+);tetraacetate Chemical class [Ti+4].CC([O-])=O.CC([O-])=O.CC([O-])=O.CC([O-])=O GPMKKHIGAJLBMZ-UHFFFAOYSA-J 0.000 description 1
LBLYYCQCTBFVLH-UHFFFAOYSA-M toluenesulfonate group Chemical group C=1(C(=CC=CC1)S(=O)(=O)[O-])C LBLYYCQCTBFVLH-UHFFFAOYSA-M 0.000 description 1
ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
238000005829 trimerization reaction Methods 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
238000010518 undesired secondary reaction Methods 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
235000013904 zinc acetate Nutrition 0.000 description 1
150000003752 zinc compounds Chemical class 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
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/87—Non-metals or inter-compounds 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
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- 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
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
- C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
- C08G63/181—Acids containing aromatic rings
- C08G63/183—Terephthalic acids
- 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
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/84—Boron, aluminium, gallium, indium, thallium, rare-earth metals, or compounds 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
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/85—Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds 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
- C08G63/88—Post-polymerisation treatment
- C08G63/90—Purification; Drying
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]

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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)
Catalysts (AREA)

HRMI95/A001992A 1995-06-01 1996-05-31 High activity catalytic system for the synthesis of polyethylene terephthalate HRP960247A2 (en)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
ITMI951141A IT1275414B (it)	1995-06-01	1995-06-01	Sistema catalitico ad elevata attivita' per la sintesi di poli (etilenterefialato)
IT95MI001728 IT1277438B1 (it)	1995-08-04	1995-08-04	Catalizzatori di policondensazione per la sintesi di polietilene tereftalato
IT95MI001765 IT1277467B1 (it)	1995-08-09	1995-08-09	Sistema catalitico per la sintesi di poli(etilenetereftalato)
IT95MI001992 IT1277668B1 (it)	1995-09-29	1995-09-29	Sistemi catalitici per la preparazione di poli(etilenetereftalato)

Publications (1)

Publication Number	Publication Date
HRP960247A2 true HRP960247A2 (en)	1997-12-31

Family

ID=27453032

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
HRMI95/A001992A HRP960247A2 (en)	1995-06-01	1996-05-31	High activity catalytic system for the synthesis of polyethylene terephthalate

Country Status (15)

Country	Link
US (1)	US5644019A (fr)
EP (1)	EP0745630A3 (fr)
JP (1)	JPH0925337A (fr)
KR (1)	KR970001415A (fr)
CN (1)	CN1137538A (fr)
BG (1)	BG100612A (fr)
BR (1)	BR9602570A (fr)
CA (1)	CA2177776A1 (fr)
CZ (1)	CZ157896A3 (fr)
HR (1)	HRP960247A2 (fr)
HU (1)	HUP9601489A2 (fr)
MX (1)	MXPA96002088A (fr)
PL (1)	PL314563A1 (fr)
SK (1)	SK70796A3 (fr)
TR (1)	TR199600451A2 (fr)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
ES2210808T3 (es)	1997-08-27	2004-07-01	California Institute Of Technology	Composiciones y su uso para prevenir la formacion de adherencias en un tejido biologico.
DE19908628A1 (de) *	1999-02-27	2000-08-31	Lurgi Zimmer Ag	Katalysator, Verfahren zu dessen Herstellung und Verwendung des Katalysators
US6080834A (en) *	1999-04-16	2000-06-27	E. I. Du Pont De Nemours And Company	Titanium-containing catalyst composition and processes therefor and therewith
ATE293652T1 (de) *	1999-12-10	2005-05-15	Equipolymers Gmbh	Katalysatorsysteme für polykondensationsreaktionen
US6699545B2 (en)	2001-12-21	2004-03-02	E. I. Du Pont De Nemours And Company	Method for increasing solid state polymerization rate of polyester polymers
ATE344817T1 (de)	2002-05-09	2006-11-15	Equipolymers Gmbh	Katalysatorsystem für polykondensationsreaktionen
US6953768B2 (en) *	2002-11-26	2005-10-11	Teck Cominco Metals Ltd.	Multi-component catalyst system for the polycondensation manufacture of polyesters
JP5036983B2 (ja) *	2005-06-16	2012-09-26	三井化学株式会社	ポリエステル樹脂の製造方法およびポリエステル樹脂よりなる中空成形体
JP2009526115A (ja) *	2006-02-10	2009-07-16	エンメエジ・ポリメリ・イタリア・ソチエタ・ペル・アツィオーニ	低アセトアルデヒド発生樹脂のためのポリエステル固相重合触媒
JP5698281B2 (ja) *	2013-02-08	2015-04-08	ロッテケミカルコーポレーション	親環境触媒を利用した熱可塑性ポリエステル樹脂製造用組成物及びこれを利用して製造されたポリエステル樹脂
CN105085874A (zh) *	2014-04-30	2015-11-25	东丽纤维研究所（中国）有限公司	一种聚酯组合物及其制造方法和用途
CN110054763B (zh) *	2019-04-08	2020-11-17	浙江恒逸石化有限公司	一种用于聚酯合成的钛锗复合催化剂及其应用
US12043644B2 (en)	2020-06-23	2024-07-23	Biometrix Technology Inc	Benzimidazole derivatives, preparation method thereof and use thereof as anti-cancer agent or anti-virus agent comprising the same
KR102913932B1 (ko) *	2022-12-14	2026-01-16	한국과학기술연구원	광 스위치를 포함하는 광 섬유 센서

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* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
BE614859A (fr) *	1961-03-09
US3884854A (en) *	1969-06-16	1975-05-20	M & T Chemicals Inc	Process for preparing polyethylene terephthalate of improved color
JPS4920078B1 (fr) *	1970-09-26	1974-05-22
DE2811982A1 (de) *	1978-03-18	1979-09-27	Huels Chemische Werke Ag	Verfahren zur herstellung von hochmolekularem poly(ethylenterephthalat)
DE3422733A1 (de) *	1984-06-19	1985-12-19	Teijin Ltd., Osaka	Verfahren zur herstellung von aromatischen polyestern
IT1260589B (it) *	1991-07-18	1996-04-16	Donegani Guido Ist	Poliesteri a bassa velocita' di cristallizzazione e procedimento per la loro preparazione.
IT1260591B (it) *	1991-07-18	1996-04-16	Donegani Guido Ist	Poliesteri a bassa velocita' di cristallizzazione e procedimento per la loro preparazione.
IT1271309B (it) *	1994-12-21	1997-05-27	Enichem Spa	Catalizzatori di policondensazione per la sintesi di polietilene tereftalato

1996
- 1996-05-17 EP EP96107874A patent/EP0745630A3/fr not_active Withdrawn
- 1996-05-20 US US08/650,833 patent/US5644019A/en not_active Expired - Fee Related
- 1996-05-20 BG BG100612A patent/BG100612A/xx unknown
- 1996-05-30 CZ CZ961578A patent/CZ157896A3/cs unknown
- 1996-05-30 CA CA002177776A patent/CA2177776A1/fr not_active Abandoned
- 1996-05-31 MX MXPA96002088A patent/MXPA96002088A/es unknown
- 1996-05-31 KR KR1019960019291A patent/KR970001415A/ko not_active Withdrawn
- 1996-05-31 SK SK707-96A patent/SK70796A3/sk unknown
- 1996-05-31 CN CN96110067A patent/CN1137538A/zh active Pending
- 1996-05-31 BR BR9602570A patent/BR9602570A/pt not_active Application Discontinuation
- 1996-05-31 HU HU9601489A patent/HUP9601489A2/hu unknown
- 1996-05-31 HR HRMI95/A001992A patent/HRP960247A2/hr not_active Application Discontinuation
- 1996-05-31 TR TR96/00451A patent/TR199600451A2/xx unknown
- 1996-05-31 PL PL96314563A patent/PL314563A1/xx unknown
- 1996-06-03 JP JP8140405A patent/JPH0925337A/ja active Pending

Also Published As

Publication number	Publication date
CA2177776A1 (fr)	1996-12-02
BG100612A (en)	1996-12-31
CN1137538A (zh)	1996-12-11
CZ157896A3 (en)	1996-12-11
SK70796A3 (en)	1997-04-09
US5644019A (en)	1997-07-01
EP0745630A2 (fr)	1996-12-04
TR199600451A2 (tr)	1996-12-21
HU9601489D0 (en)	1996-07-29
PL314563A1 (en)	1996-12-09
JPH0925337A (ja)	1997-01-28
HUP9601489A2 (en)	1997-04-28
EP0745630A3 (fr)	1997-08-27
MXPA96002088A (es)	2005-07-18
BR9602570A (pt)	1998-10-06
KR970001415A (ko)	1997-01-24

Legal Events

Date	Code	Title
1997-12-31	A1OB	Publication of a patent application
1998-06-25	AIPI	Request for the grant of a patent on the basis of a substantive examination of a patent application
2007-09-05	ODBI	Application refused

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HRP960247A2 (en)	1997-12-31	High activity catalytic system for the synthesis of polyethylene terephthalate
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CN107075097B (zh)	2021-02-05	用于聚酯制备过程的催化剂组合物
US20120088898A1 (en)	2012-04-12	Catalyst mixture and method for the production of polyesters with high viscosity
US3444139A (en)	1969-05-13	Preparation of highly polymeric polyesters in the presence of catalytic titanium compounds containing ester groups
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ITMI951141A1 (it)	1996-12-01	Sistema catalitico ad elevata attivita' per la sintesi di poli (etilenterefialato)
MXPA00010106A (es)	2001-07-31	Composicion catalitica que comprende un compuesto de titanio, una amina y un compuesto de fosforo;preparacion y uso de la misma