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AU620472B2 - Process for the continuous preparation of catalysts for low-pressure polymerisation of olefins - Google Patents
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AU620472B2 - Process for the continuous preparation of catalysts for low-pressure polymerisation of olefins - Google Patents

Process for the continuous preparation of catalysts for low-pressure polymerisation of olefins Download PDF

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Publication number
AU620472B2
AU620472B2 AU45479/89A AU4547989A AU620472B2 AU 620472 B2 AU620472 B2 AU 620472B2 AU 45479/89 A AU45479/89 A AU 45479/89A AU 4547989 A AU4547989 A AU 4547989A AU 620472 B2 AU620472 B2 AU 620472B2
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compound
process according
compounds
aluminium
catalysts
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AU4547989A (en
Inventor
Winfried Materne
Maher Onallah
Wolfgang Dr. Payer
Ernst Dr. Prott
Jutta Dr. Walter
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Hoechst AG
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Hoechst AG
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00Processes of polymerisation
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F10/00Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond

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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)
  • Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Catalysts (AREA)

Abstract

The invention relates to a process for continuously preparing catalysts for the low-pressure polymerisation of alpha-olefins in a homogeniser.

Description

Tc: THE COMMISSIONER OF PATENTS.
WATERMARK PATENT TRADEMARK ATTORNEYS iI I111 Pr COMMONWEALTH OF AUSTRALI0 7om PATENTS ACT 1952-69
COMPLETE
SPECIFICATION
(ORIGINAL)
Class Int. Class Application Number: Lodged: b Q o 4 6 4 0 Complete Specification Lodged: 0 S Accepted: Published: Priority Related Art 0 0 QZ 0 or 0 04< 0 Name of Applicant HOECHST (S'449 *«06 r AKTIENGESELLSCHAFT Address of Applicant: 50 Bruningstrasse, D-6230 Frankfurt/Main 80, Federal Republic of Germany 0 00 o Actual Inventor Address for Service ERNST PROTT, WOLFGANG PAYER, JUTA WALTER, WINFRIED MATERNE and MHER
ONALLAH
WATERMARK PATENT TRADEMARK ATTORNEYS.
290 Burwood Road, Hawthorn, Victoria, Australia Complete Specification for the invention entitled: PROCESS FOR THE CONTINUOUS PREPARATION OF CATALYSTS FOR LOW-PRESSURE POLYMERISATION OF OLEFINS The following statement is a full description of this invention, including the best method of performing it known to To: THE COMMISSIONER OF PATENTS COMMONWEALTH OF AUSTRALIA Process for the continuous preparation of catalysts for lowpressure polymerisation of olefins The invention relates to a process for the preparation of catalysts for low-pressure polymerisation of alpha-olefins.
o" Procedures for polymerising alpha-olefins using the Ziegler low- 00 0 o pressure process are known. Compounds of the elements of the o 000 .oo fourth to sixth subgroups of the Periodic System mixed with o 00 0. o organometallic compounds of the first to third groups of the 0.
o000 Periodic System are used as catalysts. Of the compounds of the elements of the fourth to sixth subgroups, titanium compounds have gained the greatest significance. Aluminium alkyls and 0000 0 0 S000 aluminium alkyl halides are used most frequently as 0 .o 0 organometallic compounds of the first to third groups.
0 0 S.In most cases the Ziegler catalysts are prepared by reduction of Ti(IV) compounds, such as titanium tetrachloride or titanic acid 0 0o ester, with organoaluminium compounds. This leads to Ti(III) compounds which are often isolated, suspended in a suitable -i medium and mixed with the activator required for polymerisation.
The catalysts are normally prepared discontinuously in agitator vessels. Generallyr the organometallic compound dissolved in an inert solvent, e.g. a hydrocarbon or a hydrocarbon mixture, is taken and a solution of the compound of the subgroup element is stirred in. According to a process described in the DE 15 95 666 i titanium ester in cyclohexane is added to a solution of ethyl aluminium sesquichloride in n-heptane, the mixture is left to after-react with stirring at 20"C for 6 hours, the titanium isopropoxychloride precipitate formed is washed out and used for polymerisation. Correspondingly, when TiC14 is used as a compound of the subgroup element, TiC13 is the product of the reaction S with the organometallic compound. It is isolated, re-suspended o** 0:00 and mixed with the activator required for polymerisation.
ooo The average particle size and the particle size distribution of the catalytically active compound obtained in this manner, which are also decisive for the particle size and particle size 0 00 00 distribution of the polymer, can be controlled by varying the S concentrations of the reactants present in solution, the type of 0 reducing agent, the reaction temperature and the selection of the o inert solvent. Another possible way to influence the particle spectrum is to add electron donors to the organometallic compound used as a reducing agent. It leads to fine-grained polymers, which also exhibit a narrow particle size distribution. According to the DE 19 26 940 Al water or alcohols can be used as electron donors and secondary phosphites according to the DE 19 26 941 Al.
The average size and size distribution of the polymer particles are important properties for the use of polymers. Thus, for example, relatively small particle sizes are required for processing high-molecular polyethylene which takes place bythe I 2 4cold-moulding of powder with subsequent melt sintering or by extrusion. Coarse-grained material which has no fine particles is, however, preferred for the extrusion or injection moulding of low-molecular polyethylene powders.
Therefore, although there are a number of possibilities for controlling the particle size and particle size distribution as 00 described above, the preparation of polymerisation catalysts in a000 agitator vessels does not always lead to satisfactory results.
a For example, depending on the further processing of the polymers, it is not always possible to use electron donors as additives.
The degree to which the particle morphology (which has a decisive influence on the polymer properties, such as bulk density and 0 particle size distribution) can be influenced by changing the 0 0 0 concentrations of the reactants in the solutions destined for the 0"'44: reaction is also limited. As the concentration of the starting components decreases, the reactors become bigger and bigger or, if the reactor volume does not change, the batches get smaller 0004 -o and smaller so that storing supplies of the catalyst becomes a problem. Moreover, when the reaction takes place in agitator vessels, uniform formation of the catalyst particles cannot be ensured owing to the continually changing concentration ratios caused by the addition of the reactants and the different residence periods of the reaction product in the reaction mixture. This leads to unsatisfactory catalyst activity.
l Therefore the task consisted in developing a process for preparing catalysts for low-pressure polymerisation of alphaolefins which can not only be performed continuously but also avoids the disadvantages described above.
The invention consists in a process for the continuous preparation of catalysts consisting of a Ti(III) compound and an o organic aluminium compound for low-pressure polymerisation of 00o0 0 alpha-olefins. It is characterised in that a Ti(III) compound is 0 00 0 used which is obtained by the reduction of a Ti(IV) compound with an organic aluminium compound in a homogenizer.
The new process makes it possible not only to prepare the Ti(III) 0 00 component of the polymerisation catalyst continuously but also to 0 0 0 prepare it with reproducible particle size and particle size odistribution.
000000 0 0 According to the invention the reduction of the Ti(IV) compound 0080 takes place in a homogenizer as a reactor. Solutions of the starting materials Ti(IV) compound and organic aluminium s compound are added to the homogenizer separately. The reduction product, the Ti(III) compound, is precipitated as an insoluble solid and is subjected to the mechanical action of the homogenizer as soon as it is formed. This procedure ensures that the size of the Ti(III) particles can be controlled and limited.
This mechanical treatment is supported by reducing the residence period of the reaction product in the reactor. It leads to a more -k i 6 uniform particle size distribution and more uniform crystal growth.
In the sense of the present invention a homogenizer is understood to be an apparatus in which the energy required for homogenization is introduced into a small volume. Owing to the locally high energy input distinctive shearing stress fields ?0 0o occur in which particles of controlled dimensions are produced.
0 0Of Examples of such homogenizers are mixing pumps and jet mixers.
0 8t .a Centrifugal homogenizers with rotor-stator systems have proved particularly useful. In these homogenizers the solid particles are subjected to intensive impact and friction loading with cavitation. The material is discharged from the machine directly o o 0 after the treatment.
0 0 0 0 0 The Ti(IV) compound is reacted with the organic aluminium St compound in an inert solvent at temperatures of -20 to 50 0
C,
preferably 0 to 20"C. The concentration of the reactants in the 8O84 starting solutions is 50 to 3000, in particular 100 to 1500 mmoles/litre. Solutions of the same or different concentrations can be used. Per mole of titanium compound 0.3 to 2.0, preferably 0.4 to 1.0 moles of aluminium compound are used.
Suitable Ti(IV) compounds are chlorides and bromides as well as compounds of the general formula Ti(OR)4_nX n where n is 1 to 3, R stands for the same or different hydrocarbon groupsr in 3L1s particular alkyl groups with 1 to 18, preferably 2 to 8 carbon 4s Ti(OC 2
H
5 )Cl 3 Ti(OC 5
H
7 )C1 3 Ti(Oi-C 4
H
9 )C1 3 are mentioned by way of example.
Organic aluminium compounds, which can be used according to the invention for the reduction of Ti(IV) compounds, correspond to go the general formula A1R 3 n Xn with n equal to O0 1 or 2; R stands o for the same or different alkyl groups with 1 to 12, in 0 0 0 particular 2 to 6 carbon atoms; X denotes chlorine or bromium.
4 Examples of such compounds are triethylaluminium, o O triisobutylaluminium, diethylaluminium chloride and ethylaluminium dichloride. Other suitable compounds are polymeric aluminium organyls which are obtained by the reaction of lithium aluminium hydride or aluminium trialkyls or aluminium dialkyl a a 0 9 e hydrides, whose alkyl groups each have 1 to 16 carbon atoms, with
C
4 to C 20 diolefins, in particular C 4 to C 1 2 diolefins.
S Preference is given to the reaction products of Al(i-C 4
H
9 3 or Al(i-C 4
H)
2 H with isoprene ("isoprenylaluminium"). The aluminium compounds can be used in pure form or also as a mixture of two or more compounds. Inert hydrocarbons are used as solvents for the STi(IV) compounds and the organic aluminium compounds. Preference is given to saturated, aliphatic hydrocarbons or mixtures of hydrocarbons with 6 to 14 carbon atoms in the molecule.
The dispersion of the Ti(III) compound leaving the homogenizer can be used for olefin polymerisation as soon as the activator has been added. Normally, however, the Ti(III) compound is isolated and washed with an inert dispersant.
8 It is expedient to activate the Ti catalyst with the same organic aluminium compounds which have been used for the reduction of the Ti(IV) compound. As in the reduction the aluminium compounds can be used in pure form or as mixtures, aluminium isoprenyl is preferably used as an activator.
0 4 00 1 °o The organoaluminium activator is used in concentrations of 0.1 to o eo, 0"s 5.0 mmoles, preferably 1 to 3 mmoles/l of dilutant or reactor o volume whilst the Ti component is used in concentrations of 0.05 OF QQ 00oo to 0.5 mmoles/l of dilutant or reactor volume.
Polymerisation can be performed in solutions, in suspension or in 0000 00 t S"o discontinuously, at temperatures of 20 to 250OC, preferably 60 to o 100 0 C. The pressures are below 2.0 MPa, preferably about 0.15 to 0.8 MPa.
0 The standard inert dilutants used for Ziegler low-pressure processes, such as aliphatic or cycloaliphatic hydrocarbons, are suitable for solution and suspension polymerisation; examples are butaner pentaner hexaner cyclohexane. Furthermore, aromatic hydrocarbons, such as benzener xylene, can also be used as well as petrol or hydrogenated diesel oil fractions which have been carefully freed from oxygen, sulfur compounds and moisture.
Finally, aromatic or aliphatic halogenated hydrocarbons can also be used.
K
u i" CL C C CC C 4 4 4C Cr
ECCC
I~
9 With suspension polymerisation the only work-up needed is that the solid has to be separated from the dispersant in an inert gas atmosphere and dried. Under the exclusion of air and moisture the dispersant can be reused for polymerisation without any further intermediate treatment.
Ethylene or mixtures of ethylene with up to 10 by weight, in particular up to 5 by weight of alpha-olefins having 3 to 16 carbon atoms are used as monomers. The ethylene is preferably copolymerised with alpha-olefins of the formula R-CH=CH 2 where R stands for a branched or unbranched hydrocarbon group, in particular a straight-chain or branched, substituted or unsubstituted alkyl group with 1 to 8 carbon atoms. Propylene, butene-(l), pentene-(l), 4-methylpentene-(l1 are examples of such alpha-olefins.
The molecular weights of the polymers can be adjusted in the known manner with molecular weight regulators, preferably hydrogen.
C I4 C CC C L Cl1 CCCI 4' 1444CC Ct C The claimed process makes it possible to influence the particle structure, i.e. particle size and particle distribution of the polymers, by varying the conditions under which reduction of the Ti(IV) compound takes place in the homogenizer. The decisive variables are, et alia, the concentrations of the starting solutions, the residence time of the reaction product in the 1 '1 I i i i jl reactor as well as the conditions in the homogenizer. In the case of a centrifugal homogenizer they are, for example, the number of revolutions and the design of the rotor and stator.
The invention is explained in greater detail in the following examples. Naturally it is not intended to restrict it to the special embodiments described here.
0 00 00 0 oo ,r, Prenaration of the catalyst The .titanium component of the polymerisation catalyst is prepared 4000 o-ro ooo" continuously under the conditions listed in the table by reduction of TiCl4 with isoprenylaluminium or a mixture of isoprenylaluminium and triethylaluminium in a centrifugal 0 0 0 "0 homogenizer. To this end the starting substances dissolved in 0 petrol are pumped into the homogenizer through separate feed lines and at a certain speed. The resultant TiC13 dispersion is 054G collected and used for polymerisation without any intermediate treatment.
0 Pol yme risation 2 litres of petrol are placed in an inert gas atmosphere in a 3litre steel autoclave preheated to 70°C. 0.1 mmoles of titanium component prepared as described above and 4 mmoles of isoprenylaluminium are added, the mixture is stirred at 70°C for minutes and ethylene is introduced with stirring at 75 0 C, the pressure being maintained at 0.4 MPa. The ethylene feed is discontinued after 2 hours. The polyethylene formed is filtered Soff from the dispersant and dried.
I__
-11 0 00 00 0 009 0 0 6 O9 9 a 00 000 0 a 0 00 Q 0o o 0 0 Examples 1 to 4 The examples 1 to 4 describe the influence of the concentration of the starting solutions during preparation of the titanium component on the particle structure of the polymer prepared with it. Increasing titanium and aluminium concentrations lead to an increase in the bulk density and to a finer particle size distribution.
Examples 1, 5 and 6 A reduction of the residence period of the titanium- component in the reactor leads to improved catalyst activity, a decrease in the bulk density of the polymer and a coarser particle distribution.
Examples 1 to 7 and 8 to The influence of the rotor speed during preparation of the titanium component from starting solutions of different concentrations is shown. As the number of revolutions per time unit increases, the bulk densi' 'f the polymer increases and particle spectrum is widened.
Examples 11 to 13 Preparation of the Ti(III) component under cooling leads to an increase in the bulk density of the polymer with high catalyst activity.
L n I L I~ i 12 Examples 14 to 16 As in the examples 1 to 4, the influence of the concentration of the starting solution during the preparation of the Ti(III) component on the catalyst properties is investigated; in addition, the reaction takes place under cooling. A further increase in the bulk density of the polymer is achieved.
C 0 a O 0 00, In the following table the numbers 1 to 6 under the heading u "screen distribution" have the following meaning: 0 O 0.0 1 1000 m 4 125 um 2 500 um 5 63 im 3 250 um 6 63 um 0o a Example 17 (comparison) a 00 i In a 2-litre flask a solution of 450 mmoles of isoprenylaluminium and 50 mmoles of triethylaluminium in 0.6 litres of petrol are cooled to 0°C in an inert gas atmonphere. With stirring 1 mole of TiC14 is added at 0 C and then heated to room temperature. The titanium component formed is activated as described above and used for polymerisation. The activity of the resultant catalyst is only about one fifth of the activity of the catalysts prepared according to the claimed process.
I
I 1 1 t o 0 004 666 0 0 06 04 6 0 00 6 0 4, 6 6 00 44 4 0 00 0 600 0 6 6 0 0 Ct' 4 460 0 *06 604 6 0 0 Table
II
Preparation of the titanium component I Polymer
II
I Example I Ti IIPRA I TEA I rpm IThroughlTemp. I Yield I Bulk I Screen distributionI I I I I I I put I I mmolTi/ densitytl 1 I 2 i 3 I 4 I 5 1 6 1 Immol/l1 I ll/min I C I g I kg PE I g/ I I I I I I I I I I I I I I I I I I I L I I 100 I 250 I 500 11000 1 7 8 9 1I 12 13 14 16 Tr 1001 1001 1001 1001I 1001 500 1 500 1 5001 45 112.
225 450 45 45 45 45 45 225 225 225 500 500 500 250 500 750 5000 5000 5000 5000 5000 5000 5000 5000 7500 1000 5000 16000 1000 1000 1000 1000 1000 1000 0.2 1 0.5 1 1.0 1
RT
RT
RT
0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 110001 110001 11000 1 1 500 1 11000 1 115001 traces 0.2 1 0.2 I 0.2 1 0.2 1 0.2 1 0.2 1
RT
RT
RT
RT
RT
0 -20 -35 -30 -30 -30 290 1 420 1 450 1 335 1 370 1 290 1 1701 290 1 3501 565 1 4501 300 1 450 1 4101 450 1 445 1 4401 335 1 0.34 0.23 0.22 0.30 0.27 0.34 0.59 0.34 0.30 0.18 0.22 0.33 0.22 0.24 0.22 185 I 130 I 95 I 130 165 240 245 235 130 190 245 260 Tr I Tr I Trl 1I
TI
iI TrlI
II
Trl TrI Trl TrI 21 275 10.5 1 285 ITr 295 Tr I 11 11 Tr I Tr 1 21 21 11I 11 11 20 1 5 1 10 1 41 31 67 1 501 731 55 1 47 1 201 671 121 TO 281 621 81 11 41 551 401 11 61 531 381 1I 151 631 221 TrI 201 671 121 Tr! 251 611 101 Tr Tr Tr Tr 11 13.51 121 TrI 381 21 151 21 401 11 451 11 '.51 Tr 41 11 51 2! 21 Tr 31 TO 201 Tr 281 6515 54 1 401 66 1 25 1 291 671 241 721 61 781 0.22 0.23 0.30 250 1 275 1 310 1 Tr TrlI Comparative example 17: 1.4 1 308 1 1 6 40 47.5 4.51
I

Claims (4)

1. A process for the continuous preparation of catalysts consisting of a Ti(III) compound and an organic aluminium compound for low-pressure polymerisation of alpha- olefins, characterised in that a Ti(III) compound is used which is obtained by reducing a Ti(IV) compound with an organic aluminium compound in a homogenizer.
2. A process according to claim 1, characterised in that a centrifugal homogenizer is used as a homogenizer.
3. A process according to claim 1 or 2, characterised in that the reaction of the Ti(IV) compound with the organic aluminium compound takes place at temperatures of -20 to 50°C, preferably 0 to 200C.
4. A process according to one or more of the claims 1 to 3, characterised in 'hat the concentration of the Ti(IV) compound and the organic aluminium compound in the starting solutions is 50 to 3000, in particular 100 to 1500 mmoles/litre. A process according to one or more of the claims 1 to 4, characterised in that 0.3 to 2.0, preferably 0.4 to 1.0 moles of organic aluminium compound are used per mole of titanium compound. 4: 1 (1 4: 4 #14:4 4: 4:4 4: 4 4 4:44: 44:44 .4:4 4:4:: I4: AU004547989.WPC S,e i stirred in. According to a process described in the DE 15 95 666 6) A process according to one or more of the claims 1 to characterised in that the Ti(IV) compound is TiCl 4 TiBr 4 or compounds with the general formula Ti(OR) 4-nXn n being 1 to 3, R being the same or different hydrocarbon groups, in particular alkyl groups with 1 to 18, preferably 2 to 8 carbon atoms and X denoting chlorine or bromium. EI 0 7) A process according to one or more of the claims 1 to 6, characterised in that the organic aluminium compounds are "9 polymeric aluminium organyls or compounds of the general o. formula AIR X n being 0, 1 or 2r R standing for the same 3-n n or different alkyl groups with 1 to 12, in particular 2 to 6 carbon atoms and X denoting chlorine or bromium. o e °co 8) A process according to claim 7, characterised in that the reaction products of Al(i-C 4 H 9 3 or Al(i-C 4 H 9 2 H with isoprene o 9 o, are used as polymeric aluminium organyls. D 68 O4 s 9) The use of the catalysts according to one or more of the claims 1 to 8 for polymerising ethylene or mixtures of ethylene and up to 10 by weight of an alpha-olefin with 3 to 16 carbon atoms in solution, suspension or in the gaseous phase at temperatures of 20 to 250°C and pressures of 0.15 to MPa. DATED this 23rd dav of November 1989. HOECHST AKTIENGESELLSCHAFT WATERMARK PATENT TRADEMARK ATTORNEYS 290 BURWOOD ROAD HAWTHORN. VIC. 3122.
AU45479/89A 1988-11-25 1989-11-24 Process for the continuous preparation of catalysts for low-pressure polymerisation of olefins Ceased AU620472B2 (en)

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DE3839813 1988-11-25
DE3839813A DE3839813A1 (en) 1988-11-25 1988-11-25 METHOD FOR THE CONTINUOUS PRODUCTION OF CATALYSTS FOR THE LOW PRESSURE POLYMERIZATION OF OLEFINS

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JP (1) JPH02189306A (en)
KR (1) KR920007041B1 (en)
AT (1) ATE102958T1 (en)
AU (1) AU620472B2 (en)
BR (1) BR8905954A (en)
CA (1) CA2003625A1 (en)
DE (2) DE3839813A1 (en)
ES (1) ES2052866T3 (en)
ZA (1) ZA898800B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU649489B2 (en) * 1990-11-08 1994-05-26 Solvay Polyolefins Europe - Belgium (Societe Anonyme) Catalytic solid usable for the stereospecific polymerisation of alpha-olefins, process for preparing it and process for polymerising alpha-olefins in its presence

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4434294C2 (en) * 1994-09-19 1999-04-29 Hartmann & Braun Gmbh & Co Kg Method for controlling a non-linear, technical process
US6770718B2 (en) 2000-12-15 2004-08-03 Basell Poliolefine Italia S.P.A. Continuous process for the preparation of solid catalyst components for the polymerization of α-olefins
DE102014212747A1 (en) * 2014-07-01 2016-01-07 Siemens Aktiengesellschaft Interactive assistance system and method for computer-aided control optimization for a technical system

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU484234B2 (en) * 1972-10-06 1975-02-27 Shell Internationale Research Maatschappij Bv Titanium trichloride composition
AU460459B2 (en) * 1971-09-24 1975-04-24 Hoechst Aktiengesellschaft Process forthe polymerization ofd-olefins

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR73574E (en) * 1958-05-09 1960-08-22 Exxon Research Engineering Co Polymerization of olefins and new catalysts for the latter
NL125865C (en) * 1963-08-08
DE1595666C3 (en) 1966-08-09 1982-06-16 Hoechst Ag, 6000 Frankfurt Process for the polymerization of ethylene or its mixtures with higher alpha-olefins
DE1926940A1 (en) 1969-05-27 1970-12-03 Hoechst Ag Catalyst for low pressure polymerisation - of alpha olefins
DE1926941A1 (en) 1969-05-27 1970-12-03 Hoechst Ag Titanium catalyst for polymerisation of alp - ha olefins

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU460459B2 (en) * 1971-09-24 1975-04-24 Hoechst Aktiengesellschaft Process forthe polymerization ofd-olefins
AU484234B2 (en) * 1972-10-06 1975-02-27 Shell Internationale Research Maatschappij Bv Titanium trichloride composition
AU481545B2 (en) * 1974-07-18 1976-01-22 The Dow Chemical Company Process for manufacture of high bulk density powders of olefin polymers

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU649489B2 (en) * 1990-11-08 1994-05-26 Solvay Polyolefins Europe - Belgium (Societe Anonyme) Catalytic solid usable for the stereospecific polymerisation of alpha-olefins, process for preparing it and process for polymerising alpha-olefins in its presence

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ZA898800B (en) 1990-08-29
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JPH02189306A (en) 1990-07-25
DE58907231D1 (en) 1994-04-21
DE3839813A1 (en) 1990-05-31
KR920007041B1 (en) 1992-08-24
CA2003625A1 (en) 1990-05-25
ATE102958T1 (en) 1994-04-15
ES2052866T3 (en) 1994-07-16
BR8905954A (en) 1990-06-19
EP0370372A3 (en) 1991-10-16
EP0370372B1 (en) 1994-03-16
EP0370372A2 (en) 1990-05-30

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