WO1990012057A1 - Syndiotactic polypropylene molding and method of producing the same - Google Patents
Syndiotactic polypropylene molding and method of producing the same Download PDFInfo
- Publication number
- WO1990012057A1 WO1990012057A1 PCT/JP1990/000482 JP9000482W WO9012057A1 WO 1990012057 A1 WO1990012057 A1 WO 1990012057A1 JP 9000482 W JP9000482 W JP 9000482W WO 9012057 A1 WO9012057 A1 WO 9012057A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- polypropylene
- propylene
- measured
- temperature
- melting point
- Prior art date
Links
- -1 polypropylene Polymers 0.000 title claims abstract description 49
- 229920001155 polypropylene Polymers 0.000 title claims abstract description 42
- 239000004743 Polypropylene Substances 0.000 title claims abstract description 41
- 238000000465 moulding Methods 0.000 title claims abstract description 19
- 238000000034 method Methods 0.000 title claims description 19
- 238000002844 melting Methods 0.000 claims abstract description 37
- 230000008018 melting Effects 0.000 claims abstract description 37
- 238000010438 heat treatment Methods 0.000 claims abstract description 29
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims abstract description 20
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims abstract description 19
- 150000001336 alkenes Chemical class 0.000 claims abstract description 14
- 239000000203 mixture Substances 0.000 claims abstract description 14
- 229920001577 copolymer Polymers 0.000 claims abstract description 10
- 229920001519 homopolymer Polymers 0.000 claims abstract description 10
- 238000004519 manufacturing process Methods 0.000 claims description 15
- 229920000642 polymer Polymers 0.000 claims description 14
- 238000006116 polymerization reaction Methods 0.000 claims description 14
- 239000002667 nucleating agent Substances 0.000 claims description 12
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 claims description 9
- 229920005606 polypropylene copolymer Polymers 0.000 claims description 6
- 238000001816 cooling Methods 0.000 claims description 5
- 150000003623 transition metal compounds Chemical class 0.000 claims description 5
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 4
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 claims description 4
- 238000002425 crystallisation Methods 0.000 claims description 4
- 230000008025 crystallization Effects 0.000 claims description 4
- 238000007334 copolymerization reaction Methods 0.000 claims description 3
- 238000000113 differential scanning calorimetry Methods 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 239000000454 talc Substances 0.000 claims description 3
- 229910052623 talc Inorganic materials 0.000 claims description 3
- CSJKPFQJIDMSGF-UHFFFAOYSA-K aluminum;tribenzoate Chemical compound [Al+3].[O-]C(=O)C1=CC=CC=C1.[O-]C(=O)C1=CC=CC=C1.[O-]C(=O)C1=CC=CC=C1 CSJKPFQJIDMSGF-UHFFFAOYSA-K 0.000 claims description 2
- 238000005227 gel permeation chromatography Methods 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 claims 3
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N methylene hexane Natural products CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 claims 2
- 150000001371 alpha-amino acids Chemical class 0.000 claims 1
- 235000008206 alpha-amino acids Nutrition 0.000 claims 1
- 238000004587 chromatography analysis Methods 0.000 claims 1
- DIOQZVSQGTUSAI-UHFFFAOYSA-N n-butylhexane Natural products CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 claims 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 claims 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract description 3
- 238000002076 thermal analysis method Methods 0.000 abstract 1
- 230000000704 physical effect Effects 0.000 description 17
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- 239000000843 powder Substances 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 5
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 5
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 4
- 229910052726 zirconium Inorganic materials 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000001746 injection moulding Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical class OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 239000003446 ligand Substances 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- DUNKXUFBGCUVQW-UHFFFAOYSA-J zirconium tetrachloride Chemical compound Cl[Zr](Cl)(Cl)Cl DUNKXUFBGCUVQW-UHFFFAOYSA-J 0.000 description 2
- PBKONEOXTCPAFI-UHFFFAOYSA-N 1,2,4-trichlorobenzene Chemical compound ClC1=CC=C(Cl)C(Cl)=C1 PBKONEOXTCPAFI-UHFFFAOYSA-N 0.000 description 1
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 1
- BITVSRNAFFZUFW-UHFFFAOYSA-N 5-ethyl-6-phenylphenanthridin-5-ium-3,8-diamine;chloride Chemical compound [Cl-].C12=CC(N)=CC=C2C2=CC=C(N)C=C2[N+](CC)=C1C1=CC=CC=C1 BITVSRNAFFZUFW-UHFFFAOYSA-N 0.000 description 1
- WDYVUKGVKRZQNM-UHFFFAOYSA-N 6-phosphonohexylphosphonic acid Chemical compound OP(O)(=O)CCCCCCP(O)(O)=O WDYVUKGVKRZQNM-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 1
- BVEDQVRTGDCOGA-UHFFFAOYSA-B S(=O)(=O)([O-])[O-].S(=O)(=O)([O-])[O-].S(=O)(=O)([O-])[O-].S(=O)(=O)([O-])[O-].S(=O)(=O)([O-])[O-].S(=O)(=O)([O-])[O-].[Cu+2].[Cu+2].[Cu+2].[Cu+2].[Cu+2].[Cu+2] Chemical compound S(=O)(=O)([O-])[O-].S(=O)(=O)([O-])[O-].S(=O)(=O)([O-])[O-].S(=O)(=O)([O-])[O-].S(=O)(=O)([O-])[O-].S(=O)(=O)([O-])[O-].[Cu+2].[Cu+2].[Cu+2].[Cu+2].[Cu+2].[Cu+2] BVEDQVRTGDCOGA-UHFFFAOYSA-B 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 description 1
- 235000018936 Vitellaria paradoxa Nutrition 0.000 description 1
- REEVUBVBEQNVEP-UHFFFAOYSA-N acetic acid;methyl acetate Chemical compound CC(O)=O.COC(C)=O REEVUBVBEQNVEP-UHFFFAOYSA-N 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 125000000649 benzylidene group Chemical class [H]C(=[*])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- GCSJLQSCSDMKTP-UHFFFAOYSA-N ethenyl(trimethyl)silane Chemical compound C[Si](C)(C)C=C GCSJLQSCSDMKTP-UHFFFAOYSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000012685 gas phase polymerization Methods 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 150000002363 hafnium compounds Chemical class 0.000 description 1
- PDPJQWYGJJBYLF-UHFFFAOYSA-J hafnium tetrachloride Chemical compound Cl[Hf](Cl)(Cl)Cl PDPJQWYGJJBYLF-UHFFFAOYSA-J 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 description 1
- 239000002991 molded plastic Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229920005629 polypropylene homopolymer Polymers 0.000 description 1
- 229920001384 propylene homopolymer Polymers 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000000646 scanning calorimetry Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- YONPGGFAJWQGJC-UHFFFAOYSA-K titanium(iii) chloride Chemical compound Cl[Ti](Cl)Cl YONPGGFAJWQGJC-UHFFFAOYSA-K 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 150000003682 vanadium compounds Chemical class 0.000 description 1
- 150000003755 zirconium compounds Chemical class 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C67/00—Shaping techniques not covered by groups B29C39/00 - B29C65/00, B29C70/00 or B29C73/00
- B29C67/24—Shaping techniques not covered by groups B29C39/00 - B29C65/00, B29C70/00 or B29C73/00 characterised by the choice of material
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0083—Nucleating agents promoting the crystallisation of the polymer matrix
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/10—Homopolymers or copolymers of propene
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C71/00—After-treatment of articles without altering their shape; Apparatus therefor
- B29C71/02—Thermal after-treatment
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
- B29K2023/00—Use of polyalkenes or derivatives thereof as moulding material
- B29K2023/10—Polymers of propylene
- B29K2023/12—PP, i.e. polypropylene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
- C08J2323/02—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment
- C08J2323/10—Homopolymers or copolymers of propene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2207/00—Properties characterising the ingredient of the composition
- C08L2207/10—Peculiar tacticity
- C08L2207/12—Syndiotactic polypropylene
Definitions
- the present invention relates to a molded plastic polypropylene body and a method for producing the same.
- a molded plastic polypropylene body For more information, see the relatively high activity of high-grade synthetic polypropylene propylene homopolymer, propylene and small amounts of other olefins. Having excellent balance of rigidity and impact resistance obtained by molding a copolymer of styrene or a mixture of them with isotactic polypropylene and its production About the method.
- synotactic polypropylene has been known for a long time. Polymers obtained by low-temperature polymerization in the presence of a conventional catalyst comprising a vanadium compound, an ether compound and an organic aluminum compound are syndiotactic properties. It was said to be bad and had elastomeric properties. However, it is hard to say that this elastomeric characteristic represents the intrinsic characteristics of syndiotactic polypropylene. Recently, J. A. EWEN et al. Reported that transition metal compounds with asymmetric ligands and aluminum The catalyst consisting of the oxane makes it possible to obtain a good polypropylene having a fraction of syringe pentagon that exceeds 0.7. It was first discovered that ren was obtained (J. Am-Chem. Soc., 1988, 110, 6255-6256).
- the syntactic polipolypropylene obtained by the above-described method the propylene substantially having a syndiotactic structure
- the copolymers of olefins with other olefins or mixtures of them with a small amount of a polystyrene having a substantially isotactic structure are prepared by conventional molding methods. It was found that the molded article had relatively good impact resistance, but did not have sufficient rigidity.
- An object of the present invention is to provide a molded article having high rigidity without impairing excellent impact resistance, and a method for producing the same.
- One object of the present invention described above is to provide a homopolymer of propylene, which is substantially a synthetic tactic structure, the combination of propylene with a small amount of other olefins.
- the polymer or its mixture with a small amount of polyisopropylene having a substantially isotactic structure is melt-molded, and then subjected to a heat treatment.
- the melting point attributed to polypropylene having a syndiotactic structure measured at a temperature of 10 ° C / min by scanning calorimetry, has a substantially single melting point. This is achieved by providing a molded body that is
- Another object of the present invention is to provide a homopolymer of propylene having a substantially syndiotactic structure, the use of propylene with a small amount of other olefins. It is characterized in that a copolymer or a mixture thereof and a small amount of a mixture of polypropylene having substantially an it-tactic structure is heat-melted and then heat-treated. This is attained by providing a method for producing a syndiotactic polypropylene copolymer.
- the above-mentioned molded article of the present invention has extremely good transparency, and has excellent physical properties balance and is extremely valuable industrially.
- a homopolymer of propylene having a substantially syndiotactic structure and a copolymer of propylene with a small amount of another olefin are used.
- the catalyst that can be used include the compounds described in the above-mentioned literature. However, even if the catalyst has a different structure, it can be obtained when homopolymerization of propylene is carried out. Any catalyst system that can produce polypropylene with a fraction of 0.7 or more can be used.
- the copolymer contains not more than 20% by weight of a monomer other than propylene, and the peak intensity of about 20.2 ⁇ in 13 C-NMR measured in the same manner has a peak intensity of all propylene.
- the transition metal compound having an asymmetric ligand useful for producing the above-mentioned polymer in the present invention include isopropyl (cyclopentagenenyl-1-fluorophenyl). ) Novidium chloride, isopropyl (cyclopentenyl-1 -furenyl) zirconium umichloride, and the like.
- As an aluminoxane As an aluminoxane,
- R I 1 formula, R- (A £ 0) n A £ ⁇ a stomach ⁇ ⁇ ( ⁇ ⁇ ⁇ ⁇ ) ⁇ "
- R is a hydrocarbon residue having 1 to 3 carbon atoms.
- methylaminoxoxane wherein R is a methyl group and ⁇ is 5 or more, preferably 10 to 100 is used.
- the ratio of luminoxane used is 10 to 1,000,000 moles, usually 50 to 5000 moles.
- the polymerization conditions are not particularly limited, and a solvent polymerization method using an inert medium, a bulk polymerization method in which substantially no inert medium is present, and a gas phase polymerization method can be used.
- It is an Polymerization Temperature - 100 to ten 200 ° C, is a polymerization pressure of intends row at normal pressure ⁇ 100 kg / cm 2 are typical.
- the temperature is in the range of 100 ° C to 100 ° C and normal pressure to 50 kg / cm 2 .
- Examples of other olefins used for copolymerization with propylene include ethylene or an ⁇ 1 olefin having 4 to 20 carbon atoms.
- butene-1, penten-1, hexene-1, heptene-1, octene-1, nonen-1, decen-1, pentane Decen-1, Dodecen-1, Tridecen-1, Tetradecen-1, Pengyen Decen-1, Hexadecen-1, Octadecen -1 and other linear ⁇ -olefins are exemplified, and 3-methylbutene-1 and 4-methylpentene-1 and 4,4-dimethylpentene-1 and the like.
- a branched ⁇ -year-old fin is illustrated.
- the proportion of the copolymer of propylene and a small amount of other olefins is usually 20% by weight or less, preferably 15% by weight or less. If it exceeds 20% by weight, the rigidity of the molded body is reduced, which is not preferable.
- MWZ MN gel permeation chromatography
- the preferred molecular weight of the polymer used in the present invention is in the range of 0.1 to 10, preferably 0.5 to 5.0 as the intrinsic viscosity measured in a tetralin solution at 135 ° C. .
- a portion of the syndiotactic polypropylene or the copolymer of the synthetic polypropylene is preferably, for example, less than 50% by weight.
- it can be replaced with a polypropylene having an isotactic structure in the range of 40% by weight or less, and a molded product having higher rigidity can be obtained by doing so.
- Various brands available on the market can be used as the isotactic polypropylene used in this case, and the so-called high stereoregularity polypropylene can be used. It can be synthesized using titanium trichloride that gives propylene or titanium tetrachloride supported on magnesium halide, and measured by 13 C-NMR.
- the specified iso-tick pen ratio is 0.90 or more. Those having a limiting viscosity of 0.1 to 10 or preferably 0.5 to 5 as measured under the above-mentioned conditions can be used. In this method, if the amount of polypropylene in the isotactic structure exceeds 50 wt%, the impact resistance becomes poor.
- the above-mentioned substantially syndiotactic polypropylene homopolymer, a copolymer of propylene and a small amount of ⁇ -year-old refin, of the present invention A mixture of these and a small amount of a polypropylene having a substantially isotactic structure is then heated and melted and formed into a specific shape.
- the molding method is not particularly limited, and an extrusion molding method or an injection molding method can be employed.
- the molding temperature conditions employed in the above general molding method are, for example, the maximum temperature of the molten zone in the extruder in injection molding is 150 to 300 ° C, the extruder die temperature is 15 to 250 ° C, and the temperature of the molded product is 50 to 300 ° C.
- the required cooling time up to ° C is usually in the range of 30 seconds to several minutes, and the cooling time in injection molding up to 50 ° C is usually in the range of several seconds to several minutes.
- the molded body is subjected to a force heat treatment after being molded.
- the molded body is heated at 10 ° C./min by differential scanning calorimetry.
- a molded product is obtained in which the melting point assigned to the poly (propylene) having a syndiotactic structure is substantially a single peak.
- a molded article with excellent rigidity is obtained. It is possible.
- the temperature condition of the heat treatment employed in the present invention is a temperature of 50 ° C or higher, preferably 80 ° C or higher and lower than the melting point of the molded product, and the heating time depends on the melting point of the polymer and the heating temperature.
- the preferred range is different and cannot be specified, but is in the range of several seconds to several tens of hours.
- the required heating time is It is given as the time sufficient for the melting point assigned to the polytactic polypropylene to become a single peak.
- Heat at a temperature usually 90 to 165 ° C, preferably 100 to 155 ° C for a few seconds to 180 minutes, preferably tens of seconds to 180 minutes, more preferably a few minutes to 180 minutes This is preferred.
- the heat treatment of the present invention it is not always necessary to cool the molded body to 50 ° C. or less after molding, and the heat treatment in the above-mentioned preferable temperature range is not necessarily required. It is possible to achieve the purpose.
- an antioxidant, an ultraviolet absorber, a nucleating agent, etc. which are usually used in molding a polyolefin, may be mixed and used at the same time.
- Any nucleating agent used in this case can be used so long as it can increase the crystallization temperature of the syndiotactic polypropylene. And usually has a higher melting point than Syndiotactic Polypropylene, but also comes into contact with Syringotactic Polypropylene. Low energy substances can be used, and nucleating agents for isotactic polypropylene can also be used.
- Polyolefins having a high melting point, such as crystalline polystyrene, trimethyl vinylsilane, etc. can be preferably used.
- inorganic compounds such as talc, kaolin, and myriki can also be preferably used.
- the amount of these nucleating agents used varies depending on the type of nucleating agent, but is usually 0.001 ⁇ ! About 1 wt%.
- Lisoprobicyclocyclopentagenenyl-1-fluorene synthesized by a conventional method using a tomato crave with an internal volume of 2 £ is converted to lithium and reacted with zirconium tetrachloride.
- This powder was pressed at 250 ° C to form a 1 mm sheet, cooled to 20 ° C in 5 minutes, and then cooled to 140 ° C. After heating for 15 minutes and cooling to 30 ° C in 5 minutes, the following physical properties were measured.
- Table 1 shows the physical properties of the sheet in the same manner as in Example 1 except that the physical properties were measured without performing the heat treatment.
- the melting point measured by a differential scanning calorimeter was 132 ° C and two peaks at 146 ° C were observed.
- Table 1 shows the physical properties of the sheet obtained in the same manner as in Example 1 except that the heat treatment was performed at 125 ° C and the processing time was set at 1 hour.
- the melting point measured by a differential scanning calorimeter was 146 ° C, and there was only one peak.
- the melting point was 141.3 ° C and there was only one peak.
- Table 1 shows the physical properties of the sheet obtained in the same manner as in Example 3 without performing the heat treatment.
- the melting point was 126 and two peaks at 139 ° C were observed.
- Example 1 To the powder obtained in Example 1, 1/1000 weight ratio of talc was added, and press molding was performed at 250 ° C to produce a 1 mm sheet, and then the sheet was cooled to 135 ° C in 2 minutes. Then, heat treatment was performed at 135 ° C for 2 hours, and then 3 minutes in 10 minutes (cooled to TC and the physical properties were measured in the same manner. The results are shown in Table 1. The melting point measured by a differential scanning calorimeter was 152.1 ° C.
- Table 1 shows the physical properties of the sheet obtained in the same manner as in Example 4 except that the sheet was cooled from 135 ° C to 30 ° C in 3 minutes without heat treatment at 135 ° C. Was.
- the melting point measured by a differential scanning calorimeter was two peaks at 139.4 ° C and 146 ° C.
- Table 1 shows the physical properties of the sheet obtained in the same manner as in Example 4, except that aluminum benzoate was used as the nucleating agent and the heat treatment temperature was 140 ° C. Indicated. The melting point measured by a differential scanning calorimeter was 153.5 ° C, and there was one peak.
- the melting point measured by a differential scanning calorimeter was 154.5, and there was one peak.
- Isoprovircyclopentagenenyl-1-fluorene synthesized according to a conventional method is mixed with lithium, reacted with hafnium tetrachloride (containing 5 wt% zirconium) and recrystallized.
- Isopropyl (cyclopentenyl-1-fluoroenyl) obtained by the above procedure was synthesized by the same method as that for isoformyl chloride 0-lg.
- this polypropylene has a syringe pentad fraction of 0.904 and an intrinsic viscosity measured at 135 ° C in tetralin solution.
- the MWZ MN measured for 1-68 and 1,2.4-trichlorobenzen was 5.2.
- a phenolic antioxidant is added to this polypropylene.
- the melting point measured by a differential scanning calorimeter was 148.5, and there was only one peak.
- Example 7 the physical properties were measured without heat treatment of the breath sheet, and the results are shown in Table 1.
- the melting points were 123.5 ° C and 148.5 ° C, and there were two peaks.
- the melting point measured by a differential scanning calorimeter was 136.2, and there was only one peak.
- Example 8 the physical properties of the sheet obtained without heating the press sheet were measured, and the results are shown in Table 1. It was shown to. .
- the melting points measured by a differential scanning calorimeter were 120.3 and 132.0 ° C, and had two peaks.
- the molded sheet was placed in an electric furnace controlled at 145 ° C, heated for 30 minutes, and cooled to 30 ° C in 3 minutes. As shown in Table 1, the properties of the green compact had improved tensile yield strength and flexural rigidity.
- the melting points measured with a differential scanning calorimeter were observed at 152.3 ° C and 162.4 ° C, and the peak attributed to syringe tactic polypropylene was 152.3 ° C. It was one of these. This 162.4 ° C indicates the melting point of the isotactic polypropylene.
- Example 9 the physical properties of the breath sheet were measured without heat treatment, and the results are shown in Table 1.
- the melting point measured by a differential scanning calorimeter was 128.2 ° C. There are three peaks at 148.7 ° C and 162.2 ° C, and two peaks attributable to the syringe tactic polypropylene are 128.2 and 148.7 ° C. I did. This peak at 162.2 ° C indicates the melting point of polytactic polypropylene.
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- Crystallography & Structural Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
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- Compositions Of Macromolecular Compounds (AREA)
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Description
Claims
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP90905671A EP0466926B1 (en) | 1989-04-11 | 1990-04-10 | Syndiotactic polypropylene molding and method of producing the same |
DE69017206T DE69017206T2 (de) | 1989-04-11 | 1990-04-10 | Syndiotaktische polypropylen-giessform und verfahren zur herstellung. |
BR909007281A BR9007281A (pt) | 1989-04-11 | 1990-04-10 | Artigos moldados de polipropileno sindiotatico,e metodo para a sua preparacao |
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8971989 | 1989-04-11 | ||
JP1/89719 | 1989-04-11 | ||
JP1/96346 | 1989-04-18 | ||
JP9634689 | 1989-04-18 | ||
JP2/84843 | 1990-04-02 | ||
JP02084843A JP3058650B2 (ja) | 1989-04-11 | 1990-04-02 | シンジオタクチックポリプロピレン成形体およびその製造方法 |
Publications (1)
Publication Number | Publication Date |
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WO1990012057A1 true WO1990012057A1 (en) | 1990-10-18 |
Family
ID=27304672
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP1990/000482 WO1990012057A1 (en) | 1989-04-11 | 1990-04-10 | Syndiotactic polypropylene molding and method of producing the same |
Country Status (9)
Country | Link |
---|---|
US (1) | US5232992A (ja) |
EP (1) | EP0466926B1 (ja) |
KR (1) | KR930010654B1 (ja) |
AU (1) | AU622538B2 (ja) |
BR (1) | BR9007281A (ja) |
CA (1) | CA2030807C (ja) |
DE (1) | DE69017206T2 (ja) |
ES (1) | ES2070319T3 (ja) |
WO (1) | WO1990012057A1 (ja) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0451743A2 (en) * | 1990-04-09 | 1991-10-16 | MITSUI TOATSU CHEMICALS, Inc. | Method for molding syndiotactic polypropylene and molded article |
US5260395A (en) * | 1990-04-09 | 1993-11-09 | Mitsui Toatsu Chemicals, Inc. | Method for molding syndiotactic polypropylene and molded article |
Families Citing this family (22)
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TW285680B (ja) * | 1992-03-31 | 1996-09-11 | Hoechst Ag | |
EP1314756A1 (en) * | 1993-01-11 | 2003-05-28 | Mitsui Chemicals, Inc. | Propylene polymer compositions |
CA2120315C (en) * | 1993-04-30 | 2001-05-15 | Joel L. Williams | Medical articles and process therefor |
US5340917A (en) * | 1993-05-07 | 1994-08-23 | Exxon Chemical Patents Inc. | Syndiotactic polypropylene, methods for producing amorphous syndiotactic polypropylene and applications thereof |
EP0650816A1 (en) * | 1993-10-28 | 1995-05-03 | Mitsui Toatsu Chemicals, Incorporated | Method for injection molding blends of syndiotactic polypropylene and isotactic polypropylene and molded products obtained thereby |
US5510075A (en) * | 1993-11-04 | 1996-04-23 | Becton, Dickinson And Company | Mold process for syndiotactic polypropylene |
DE4420991A1 (de) * | 1994-06-16 | 1995-12-21 | Danubia Petrochem Deutschland | Thermoformen von ß-nukleierten Polypropylenen |
DE69602037T2 (de) * | 1995-01-13 | 1999-09-23 | Mitsui Chemicals, Inc. | Syndiotaktische Polypropylenharzzusammensetzung |
US7550528B2 (en) | 2002-10-15 | 2009-06-23 | Exxonmobil Chemical Patents Inc. | Functionalized olefin polymers |
EP2261292B1 (en) | 2002-10-15 | 2014-07-23 | ExxonMobil Chemical Patents Inc. | Polyolefin adhesive compositions |
US7700707B2 (en) | 2002-10-15 | 2010-04-20 | Exxonmobil Chemical Patents Inc. | Polyolefin adhesive compositions and articles made therefrom |
US7541402B2 (en) | 2002-10-15 | 2009-06-02 | Exxonmobil Chemical Patents Inc. | Blend functionalized polyolefin adhesive |
US20050043447A1 (en) * | 2003-04-16 | 2005-02-24 | Mayzo, Inc. | Beta nucleation concentrate |
CN100560439C (zh) * | 2003-04-16 | 2009-11-18 | 美佐公司 | 含β球晶的挤出聚丙烯片材 |
US20070172613A1 (en) * | 2004-08-17 | 2007-07-26 | Philip Jacoby | Beta-nucleation concentrates |
US20060177632A1 (en) * | 2005-02-08 | 2006-08-10 | Philip Jacoby | Beta-nucleation concentrates for film applications |
SG162743A1 (en) * | 2005-05-18 | 2010-07-29 | Mitsui Chemicals Inc | Catalyst for olefin polymerization, method for producing olefin polymer, method for producing propylene copolymer, propylene polymer, propylene polymer composition, and use of those |
CN101189269B (zh) * | 2005-05-18 | 2011-07-06 | 三井化学株式会社 | 烯烃聚合用催化剂、烯烃聚合物的制造方法、丙烯系共聚物的制造方法、丙烯聚合物、丙烯系聚合物组合物及其用途 |
ATE410468T1 (de) * | 2005-08-08 | 2008-10-15 | Alveo Ag | Weicher polyolefinschaum mit hoher hitzebeständigkeit |
KR101139108B1 (ko) * | 2006-11-17 | 2012-04-30 | 미쓰이 가가쿠 가부시키가이샤 | 신디오택틱 프로필렌계 중합체의 제조 방법 |
US20130004691A1 (en) * | 2011-05-20 | 2013-01-03 | William Maxwell Allen | Molded articles of polymer-wax compositions |
CN102501395B (zh) * | 2011-10-31 | 2014-01-08 | 浙江伟星新型建材股份有限公司 | 一种提升无规共聚聚丙烯管材耐低温冲击性的方法 |
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JPS58104906A (ja) * | 1981-12-17 | 1983-06-22 | Chisso Corp | 高剛性ポリプロピレンフイルム |
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JPS61189920A (ja) * | 1985-02-20 | 1986-08-23 | Idemitsu Petrochem Co Ltd | 熱成形用ポリプロピレンシートの製造方法 |
AU5433090A (en) * | 1989-04-18 | 1990-11-16 | Mitsui Toatsu Chemicals Inc. | Syndiotactic polypropylene molding and method of producing the same |
JP2818199B2 (ja) * | 1989-06-12 | 1998-10-30 | 三井化学株式会社 | シンジオタクチックポリプロピレン樹脂組成物およびその製造方法 |
JP2977595B2 (ja) * | 1989-11-20 | 1999-11-15 | 三井化学株式会社 | シンジオタクチックポリプロピレン成形体およびその製造方法 |
-
1990
- 1990-04-10 CA CA002030807A patent/CA2030807C/en not_active Expired - Fee Related
- 1990-04-10 DE DE69017206T patent/DE69017206T2/de not_active Expired - Fee Related
- 1990-04-10 BR BR909007281A patent/BR9007281A/pt not_active Application Discontinuation
- 1990-04-10 AU AU53585/90A patent/AU622538B2/en not_active Ceased
- 1990-04-10 EP EP90905671A patent/EP0466926B1/en not_active Expired - Lifetime
- 1990-04-10 WO PCT/JP1990/000482 patent/WO1990012057A1/ja active IP Right Grant
- 1990-04-10 ES ES90905671T patent/ES2070319T3/es not_active Expired - Lifetime
- 1990-10-05 US US07/593,734 patent/US5232992A/en not_active Expired - Fee Related
- 1990-11-06 KR KR9072397A patent/KR930010654B1/ko active
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
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JPS58104906A (ja) * | 1981-12-17 | 1983-06-22 | Chisso Corp | 高剛性ポリプロピレンフイルム |
JPS58145747A (ja) * | 1982-02-23 | 1983-08-30 | Mitsui Toatsu Chem Inc | シ−ト用ポリプロピレン樹脂組成物 |
JPS6028442A (ja) * | 1983-07-26 | 1985-02-13 | Mitsui Petrochem Ind Ltd | ポリ4−メチル−1−ペンテンフイルム |
JPS62198440A (ja) * | 1986-02-26 | 1987-09-02 | Mitsubishi Chem Ind Ltd | ポリプロピレン二軸延伸フイルムの製造方法 |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0451743A2 (en) * | 1990-04-09 | 1991-10-16 | MITSUI TOATSU CHEMICALS, Inc. | Method for molding syndiotactic polypropylene and molded article |
EP0451743A3 (en) * | 1990-04-09 | 1992-06-03 | Mitsui Toatsu Chemicals Inc. | Method for molding syndiotactic polypropylene and molded article |
US5200131A (en) * | 1990-04-09 | 1993-04-06 | Mitsui Toatsu Chemicals, Inc. | Method for molding syndiotactic polypropylene |
US5260395A (en) * | 1990-04-09 | 1993-11-09 | Mitsui Toatsu Chemicals, Inc. | Method for molding syndiotactic polypropylene and molded article |
Also Published As
Publication number | Publication date |
---|---|
ES2070319T3 (es) | 1995-06-01 |
DE69017206T2 (de) | 1995-10-12 |
EP0466926B1 (en) | 1995-02-22 |
CA2030807C (en) | 1995-09-12 |
AU5358590A (en) | 1990-11-05 |
BR9007281A (pt) | 1992-03-03 |
US5232992A (en) | 1993-08-03 |
CA2030807A1 (en) | 1990-10-12 |
EP0466926A1 (en) | 1992-01-22 |
AU622538B2 (en) | 1992-04-09 |
KR930010654B1 (en) | 1993-11-05 |
DE69017206D1 (de) | 1995-03-30 |
EP0466926A4 (en) | 1992-06-24 |
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