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Polar group-containing olefin copolymer, process for preparing the same, thermoplastic resin composition containing the copolymer, and uses thereof

Inactive Publication Date: 2002-10-24
MITSUI CHEM INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[1513] The polar group-containing olefin copolymer or the thermoplastic resin composition according to the invention is excellent in adhesion properties to polar materials such as metals and polar resins, compatibility and flexibility.

Problems solved by technology

The polyolefins, however, contain no polar group in the molecule, so that they have low compatibility with polar resins such as nylon and EVOH and low adhesion properties to polar resins and metals.
Therefore, it is difficult to use the polyolefins by blending or laminating them with these materials.
In addition, molded products of the polyolefins have problems of poor surface hydrophilic properties and poor antistatic properties.
In this method, however, intermolecular crosslinking of polyolefins and breaking of molecular chains take place with the graft reaction, and hence viscosity matching of the graft polymer and the polar resin is difficult, and satisfactory compatibility is not obtained in some cases.
Further, a gel component produced by intermolecular crosslinking or a foreign matter (foreign matter attached to a lip of a die) produced by breaking of molecular chains may cause bad appearance of the molded products.
On this account, orientation of the polar groups toward the interface between the copolymer and the polar material may be unsatisfactory, and adhesion properties to the polar materials and compatibility therewith may be insufficient.
In this method, however, the added surface active agent bleeds out on the surface, and after molding, the film surface sometimes has a problem of whitening.
The surface active agent having bled out on the surface runs off together with water droplets sticking thereto, so that a problem that effects by the surface active agent do not last long may take place.
In the copolymerization of a polar monomer using such catalyst, there reside problems that the molecular weight distribution or the composition distribution is wide and the polymerization activity is low.
As disclosed in Japanese Patent Laid-Open Publications No. 259012 / 1989, No. 51510 / 1990, No. 51511 / 1990 and No. 177403 / 1991, when an olefin and a polar group-containing monomer are copolymerized using a Ziegler catalyst to prepare, for example, a polyolefin containing a polar group, polymerization at low temperatures is only carried out, so that this process is known to have a problem of low activity.
These processes, however, have a disadvantage of extremely low polymerization activity.
In the above processes, however, the protective group is introduced, and after the reaction, the protective group must be removed, so that the operations are complicated.

Method used

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  • Polar group-containing olefin copolymer, process for preparing the same, thermoplastic resin composition containing the copolymer, and uses thereof
  • Polar group-containing olefin copolymer, process for preparing the same, thermoplastic resin composition containing the copolymer, and uses thereof
  • Polar group-containing olefin copolymer, process for preparing the same, thermoplastic resin composition containing the copolymer, and uses thereof

Examples

Experimental program
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example 1

[1574] In a 1000 ml glass polymerization reactor thoroughly purged with nitrogen, 400 ml of n-decane was placed, then nitrogen was passed through at a rate of 20 l / hr, and the contents were maintained at 130.degree. C. for 10 minutes. Then, 0.6 mmol of triisobutylaluminum was added, followed by further adding 0.48 mmol of undecen-1-ol (having been dried over activated alumina) represented by the following formula. 192

[1575] Then, 1.100 mmol of methylaluminoxane was further added, and passing of nitrogen was stopped, followed by passing ethylene at a rate of 12.5 l / hr. Finally, a toluene slurry solution in which 0.002 mmol of dimethylsilylene(2,7-dimethyl-4,5-(2-methyl-benzo)-1-indenyl)(2,7-di-tert--butylfluorenyl)zirconium dichloride and 0.500 mmol of methylaluminoxane had been contacted at room temperature for 10 minutes was added to initiate polymerization. After the polymerization was conducted at 130.degree. C. for 1 hour at atmospheric pressure, a small amount of isobutyl alcoh...

example 2

[1578] In a 1000 ml glass polymerization reactor thoroughly purged with nitrogen, 400 ml of toluene was placed, then nitrogen was passed through at a rate of 20 l / hr, and the contents were maintained at 90.degree. C. for 10 minutes. Then, 0.6 mmol of triisobutylaluminum was added, followed by further adding 0.48 mmol of 1,2-epoxy-9-decene (having been dried over silica alumina) represented by the following formula. 193

[1579] Then, 1.100 mmol of methylaluminoxane was further added, and passing of nitrogen was stopped, followed by passing ethylene at a rate of 12.5 l / hr. Finally, a toluene slurry solution in which 0.002 mmol of dimethylsilylene(2,7-dimethyl-4,5-(2-methyl-benzo)-1-indenyl)(2,7-di-tert--butylfluorenyl)zirconium dichloride and 0.500 mmol of methylaluminoxane had been contacted at room temperature for 10 minutes was added to initiate polymerization. After the polymerization was conducted at 90.degree. C. for 1 hour at atmospheric pressure, a small amount of isobutyl alcoh...

example 3

[1582] In a 1000 ml glass polymerization reactor thoroughly purged with nitrogen, 400 ml of n-decane was placed, then nitrogen was passed through at a rate of 20 l / hr, and the contents were maintained at 90.degree. C. for 10 minutes. Then, 0.6 mmol of triisobutylaluminum was added, followed by further adding 0.48 mmol of (2,7-octadien-1-yl)succinic anhydride (having been dried over activated alumina) represented by the following formula. 194

[1583] Then, 1.100 mmol of methylaluminoxane was further added, and passing of nitrogen was stopped, followed by passing ethylene at a rate of 12.5 l / hr. Finally, a toluene slurry solution in which 0.002 mmol of dimethylsilylene(2,7-dimethyl-4,5-(2-methyl-benzo)-1-indenyl)(2,7-di-tert--butylfluorenyl)zirconium dichloride and 0.500 mmol of methylaluminoxane had been contacted at room temperature for 10 minutes was added to initiate polymerization. After the polymerization was conducted at 130.degree. C. for 1 hour at atmospheric pressure, a small ...

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Abstract

The present invention is intended to provide a polar group-containing olefin copolymer having excellent adhesion properties to metals or polar resins and excellent compatibility therewith, a process for preparing the copolymer, a thermoplastic resin composition containing the copolymer, and uses thereof. The polar group-containing olefin copolymer comprises a constituent unit derived from an alpha-olefin of 2 to 20 carbon atoms, and a constituent unit derived from a straight-chain, branched or cyclic polar group-containing monomer having at the end a polar group such as a hydroxyl group or an epoxy group and / or a constituent unit derived from a macromonomer having at the end a polymer segment obtained by anionic polymerization, ring-opening polymerization or polycondensation. The polar group-containing olefin copolymer can be prepared by polymerizing the alpha-olefin with the polar group-containing monomer and / or the macromonomer in the presence of a metallocene catalyst. The polar group-containing olefin copolymer and the thermoplastic resin composition containing the copolymer are used for films, sheets, modifiers, building / civil engineering materials, automobile exterior trim, electric / electronic parts, coating bases, compatibilizing agents, etc.

Description

[0001] The present invention relates to a polar group-containing olefin copolymer, a process for preparing the copolymer, a thermoplastic resin composition containing the copolymer and uses thereof. More particularly, the invention relates to a polar group-containing olefin copolymer having excellent adhesion properties to metals or polar resins and excellent flexibility, a process for preparing the copolymer, a thermoplastic resin composition containing the copolymer and uses thereof.[0002] Polyolefins generally have advantages such as excellent moldability, heat resistance, mechanical properties, hygienic qualities, water vapor permeation resistance and appearance of molded articles thereof, and hence they are broadly used for extrusion molded articles, blow molded articles and injection molded articles.[0003] The polyolefins, however, contain no polar group in the molecule, so that they have low compatibility with polar resins such as nylon and EVOH and low adhesion properties to...

Claims

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Application Information

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IPC IPC(8): C08F4/659C08F4/6592C08F210/00C08F210/02C08F210/06C08F210/08C08F210/14C08F210/16
CPCC08F4/65912C08F4/6592C09J153/00C08L53/00C08J2387/00C08J2371/02C08F210/00C08F210/02C08F210/06C08F210/08C08F210/14C08F210/16C08F297/02C08J5/18C08J2351/06C08F4/65927C08L2666/02C08F222/06C08F2500/03C08F2500/12C08F2500/09C08F216/00
Inventor IMUTA, JUNICHIKASHIWA, NORIOTA, SEIJIMORIYA, SATORUNOBORI, TADAHITOMIZUTANI, KAZUMI
Owner MITSUI CHEM INC
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