USH1419H - Functionalized modified high melt flow polyolefins - Google Patents

Functionalized modified high melt flow polyolefins Download PDF

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Publication number
USH1419H
USH1419H US07/961,966 US96196692A USH1419H US H1419 H USH1419 H US H1419H US 96196692 A US96196692 A US 96196692A US H1419 H USH1419 H US H1419H
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US
United States
Prior art keywords
melt flow
composition
polyolefins
high melt
functionalized
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Abandoned
Application number
US07/961,966
Inventor
Dale J. Wilpers
Charles C. Hwo
Robert W. Lee
William H. Korcz
Simon Mostert
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shell USA Inc
Original Assignee
Shell Oil Co
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.)
Filing date
Publication date
Application filed by Shell Oil Co filed Critical Shell Oil Co
Priority to US07/961,966 priority Critical patent/USH1419H/en
Priority to PCT/US1993/009825 priority patent/WO1994009067A1/en
Assigned to SHELL OIL COMPANY reassignment SHELL OIL COMPANY ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: MOSTERT, SIMON, HWO, CHARLES C., KORCZ, WILLIAM H., LEE, ROBERT W., WILPERS, DALE J.
Application granted granted Critical
Publication of USH1419H publication Critical patent/USH1419H/en
Abandoned legal-status Critical Current

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Classifications

    • 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
    • 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
    • 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
    • C08L23/18—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms
    • C08L23/20—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms having four to nine carbon atoms
    • 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
    • C08L23/26—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers modified by chemical after-treatment
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L51/06—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond

Definitions

  • This invention generally relates to polyolefins. More particularly, this invention relates to high melt flow polyolefins modified by functionalization, which are then blended with unmodified normal melt flow polyolefins to form unique polymers blends. These blends have among other advantages, improved dyeability, printability, and adhesion to polar materials.
  • Polyolefins including polypropylene and polybutylene are very well known in the art. Methods of manufacturing and/or processing polyolefins are also known. For example, it is known that due to the rheological incompatibility between soupy polybutylene and regular melt flow polyolefins, the high melt flow polybutylene tends to flow to the outer layer of the molten polymer pool in the extruder. This phenomenon causes the finished parts to be polybutylene rich on the surface. Functionalization of the high melt flow polybutylene is likewise expected to increase the availability of functional groups on the surface of the finished parts.
  • Functionalization of polymers is known in the art. Functionalization can be accomplished by methods inclusive of electron discharge (Corona discharge) or flaming (oxidization). In multilayer film or sheet structure of two incompatible materials, these methods or a tie layer adhesive is employed to achieve bonding. An undesired drawback of the current practice is that it requires additional equipment, resulting in additional costs. Thus, a simpler and less expensive method of bonding incompatible polymeric materials together or to other materials would be beneficial.
  • the inventive composition has and exhibits improved dyeability and printability, and improved adhesion to polar materials.
  • Functionalization is accomplished by reacting with a carboxylic acid anhydride, which can be exemplified by maleic anhydride.
  • the practice of this invention involves blending modified high melt polyolefins with unmodified polyolefins to form a blend having certain unique characteristics.
  • the term (un)modified as used herein is interchangeable with the term (non)functionalized.
  • the materials useful in the practice of this invention include polyolefins, and suitable functional groups containing compounds. In these modified compounds, the polymers are chemically modified through chemical reaction such as copolymerization or grafting through an extruder or a reactor.
  • polystyrene polymers which are capable of being blended are suitable in the practice of this invention.
  • the polymers include polyethylene, polybutene-1 (polybutylene), polybutene, polyketones, polyisoprene, and polymethylpentene and their copolymers.
  • Polypropylene and polybutylene homo- and copolymers are the preferred polyolefin polymers.
  • the useful polybutene-1 homo- or copolymer can be isotactic, elastomeric, syndiotactic, or it can have any characteristic that is known or expected of polybutene-1.
  • These polybutene-1 polymers have a melt flow measured by ASTM D1238 Condition "L" at 230° C. in the range of from about 20 to 1500, with a preferred range of from about 50 to 1000, and a particularly preferred range of from 100 to 750 g/10 min.
  • polybutene-1 polymers including their methods of preparation, and their properties are known in the art.
  • An exemplary reference containing additional information on polybutylene is U.S. Pat. No. 4,960,820 which is herein incorporated by reference.
  • the particularly preferred polybutene-1 polymer has a melt flow of 490 g/10 min. at 230° C. and a molecular weight of 108,000.
  • the polypropylene used in the present invention is any crystallizable polypropylene.
  • the polypropylene can be prepared by homopolymerizing propylene irrespective of the method used so long as a crystallizable polypropylene is formed.
  • the preferred polypropylenes are the substantially isotactic polypropylenes prepared by the Ziegler/Natta or MgCl 2 -supported catalyst polymerization process.
  • the propylene polymers usable herein can be either propylene homopolymers or copolymers. If propylene copolymers are used, they can be random or block copolymers with the comonomer content preferably 1-30 mole % of either ethylene, butene, or an alpha olefin having from 5 to 8 carbon atoms.
  • Propylene polymers useful in the invention preferably have a melt flow of less than 30.0, more preferably from about 1.0 to 10.0 g/10 min., as measured by ASTM D-1238, Condition L at 230° C.
  • a particularly suitable polypropylene has a melt flow of 2.8 g/10 min. and is available from Shell Chemical Company, of Houston, Tex. as PP5A08.
  • suitable functional group(s) containing compounds refers to compounds wherein the functional group is polar. Such compounds include but are not limited to anhydrides, carboxylates and acrylates. The preferred compound is maleic anhydride.
  • the functionalized polymer of this invention has numerous uses. For example, it is useful in producing articles of manufacture such as films, molded parts such as cups, trays, and containers, and textiles.
  • the functionalized polymer is expected to show improved adhesion, especially to polar substrates, such as EVOH copolymers, EVA copolymers, aluminum, polyamides, polyesters, polyacrylates and ionomers.
  • the blended product can then be made into sheets of 20 mils in thickness either by an extruder coupled with a sheet casting die or a hot platen press.
  • the said sheet can then be stretched using a film stretcher such as the one made by the T. M. Long Company. The stretching can be done simultaneously or sequentially at 4.4 stretch ratio in both machine and transverse directions.
  • the drawing conditions for example, can be:
  • the resulting films of about 1 mil in thickness can be compared with materials of the 100% unmodified polypropylene.
  • the film made of unmodified polypropylene plus 5 weight percent high melt modified polybutylene can have better dyeability, printability, and adhesion to polar materials than the film made of 100% unmodified polypropylene.

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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)
  • General Chemical & Material Sciences (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Laminated Bodies (AREA)

Abstract

It is herein provided a polymer composition having and exhibiting improved bonding to incompatible materials comprising functionalized high melt flow polyolefins and unfunctionalized polyolefins. More specifically, these compositions have and exhibit improved adhesion to polar materials, and improved dyeability and printability.

Description

FIELD OF THE INVENTION
This invention generally relates to polyolefins. More particularly, this invention relates to high melt flow polyolefins modified by functionalization, which are then blended with unmodified normal melt flow polyolefins to form unique polymers blends. These blends have among other advantages, improved dyeability, printability, and adhesion to polar materials.
BACKGROUND OF THE INVENTION
Polyolefins including polypropylene and polybutylene are very well known in the art. Methods of manufacturing and/or processing polyolefins are also known. For example, it is known that due to the rheological incompatibility between soupy polybutylene and regular melt flow polyolefins, the high melt flow polybutylene tends to flow to the outer layer of the molten polymer pool in the extruder. This phenomenon causes the finished parts to be polybutylene rich on the surface. Functionalization of the high melt flow polybutylene is likewise expected to increase the availability of functional groups on the surface of the finished parts.
Functionalization of polymers is known in the art. Functionalization can be accomplished by methods inclusive of electron discharge (Corona discharge) or flaming (oxidization). In multilayer film or sheet structure of two incompatible materials, these methods or a tie layer adhesive is employed to achieve bonding. An undesired drawback of the current practice is that it requires additional equipment, resulting in additional costs. Thus, a simpler and less expensive method of bonding incompatible polymeric materials together or to other materials would be beneficial.
SUMMARY OF THE INVENTION
It is an object of this invention to provide polymeric compositions having and exhibiting improved bonding to other incompatible polymeric materials, particularly to polar materials.
It is a further object of this invention to provide a simple and economical method of bonding incompatible polymeric materials.
In accordance with this invention, it is now provided a polymer composition comprising functionalized high melt flow polyolefin and unfunctionalized polyolefin.
The inventive composition has and exhibits improved dyeability and printability, and improved adhesion to polar materials. Functionalization is accomplished by reacting with a carboxylic acid anhydride, which can be exemplified by maleic anhydride.
DETAILED DESCRIPTION OF THE INVENTION
Very broadly speaking, the practice of this invention involves blending modified high melt polyolefins with unmodified polyolefins to form a blend having certain unique characteristics. The term (un)modified as used herein is interchangeable with the term (non)functionalized. The materials useful in the practice of this invention include polyolefins, and suitable functional groups containing compounds. In these modified compounds, the polymers are chemically modified through chemical reaction such as copolymerization or grafting through an extruder or a reactor.
All polyolefin polymers which are capable of being blended are suitable in the practice of this invention. The polymers include polyethylene, polybutene-1 (polybutylene), polybutene, polyketones, polyisoprene, and polymethylpentene and their copolymers. Polypropylene and polybutylene homo- and copolymers are the preferred polyolefin polymers.
The useful polybutene-1 homo- or copolymer can be isotactic, elastomeric, syndiotactic, or it can have any characteristic that is known or expected of polybutene-1. These polybutene-1 polymers have a melt flow measured by ASTM D1238 Condition "L" at 230° C. in the range of from about 20 to 1500, with a preferred range of from about 50 to 1000, and a particularly preferred range of from 100 to 750 g/10 min. These polybutene-1 polymers including their methods of preparation, and their properties are known in the art. An exemplary reference containing additional information on polybutylene is U.S. Pat. No. 4,960,820 which is herein incorporated by reference.
The particularly preferred polybutene-1 polymer has a melt flow of 490 g/10 min. at 230° C. and a molecular weight of 108,000.
The polypropylene used in the present invention is any crystallizable polypropylene. The polypropylene can be prepared by homopolymerizing propylene irrespective of the method used so long as a crystallizable polypropylene is formed. The preferred polypropylenes are the substantially isotactic polypropylenes prepared by the Ziegler/Natta or MgCl2 -supported catalyst polymerization process.
The propylene polymers usable herein can be either propylene homopolymers or copolymers. If propylene copolymers are used, they can be random or block copolymers with the comonomer content preferably 1-30 mole % of either ethylene, butene, or an alpha olefin having from 5 to 8 carbon atoms.
Propylene polymers useful in the invention preferably have a melt flow of less than 30.0, more preferably from about 1.0 to 10.0 g/10 min., as measured by ASTM D-1238, Condition L at 230° C. A particularly suitable polypropylene, has a melt flow of 2.8 g/10 min. and is available from Shell Chemical Company, of Houston, Tex. as PP5A08.
The terms suitable functional group(s) containing compounds refers to compounds wherein the functional group is polar. Such compounds include but are not limited to anhydrides, carboxylates and acrylates. The preferred compound is maleic anhydride.
The functionalized polymer of this invention has numerous uses. For example, it is useful in producing articles of manufacture such as films, molded parts such as cups, trays, and containers, and textiles. The functionalized polymer is expected to show improved adhesion, especially to polar substrates, such as EVOH copolymers, EVA copolymers, aluminum, polyamides, polyesters, polyacrylates and ionomers.
The invention can be further illustrated by the following prophetical example.
EXAMPLE 1
An unmodified polypropylene with melt flow of 2.8 can be dry-blended or melt-compounded with modified high melt flow (MF=490) polybutylene. The blended product can then be made into sheets of 20 mils in thickness either by an extruder coupled with a sheet casting die or a hot platen press. The said sheet can then be stretched using a film stretcher such as the one made by the T. M. Long Company. The stretching can be done simultaneously or sequentially at 4.4 stretch ratio in both machine and transverse directions. The drawing conditions, for example, can be:
Drawing Temperature--150° C.
Drawing Speed--30 mm/sec.
Preheat Time--3 min.
Grip Force--125 psi
The resulting films of about 1 mil in thickness can be compared with materials of the 100% unmodified polypropylene. The film made of unmodified polypropylene plus 5 weight percent high melt modified polybutylene can have better dyeability, printability, and adhesion to polar materials than the film made of 100% unmodified polypropylene.
While this invention has been described in detail for the purpose of illustration, it is not to be construed as limited thereby but is intended to cover all changes and modifications within the spirit and scope thereof.

Claims (9)

That which is claimed is:
1. A polymer composition having and exhibiting improved bonding and printability comprising functionalized polybutylene having a melt flow of up to 1500 g/min., and unfunctionalized polypropylene.
2. A composition as in claim 1 having and exhibiting improved adhesion to polar materials.
3. A polymer composition having and exhibiting improved bonding and printability comprising functionalized polyolefins having a melt flow of up to 1500 g/min., and unfunctionalized polyolefins.
4. A composition as in claim 3 having and exhibiting improved adhesion to polar materials.
5. A composition as in claim 3 wherein said functionalization is accomplished by means of one or more members selected from the group consisting of anhydrides, carboxylates and acrylates.
6. A composition as in claim 5 wherein said group member is maleic anhydride.
7. A composition as in claim 1 wherein said functionalization is accomplished by means of one or more members selected from the group consisting of anhydrides, carboxylates and acrylates.
8. A composition as in claim 7 wherein said group member is maleic anhydride.
9. An article of manufacture made from the composition of claim 3.
US07/961,966 1992-10-16 1992-10-16 Functionalized modified high melt flow polyolefins Abandoned USH1419H (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
US07/961,966 USH1419H (en) 1992-10-16 1992-10-16 Functionalized modified high melt flow polyolefins
PCT/US1993/009825 WO1994009067A1 (en) 1992-10-16 1993-10-14 Functionalized modified high melt flow polyolefins

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US07/961,966 USH1419H (en) 1992-10-16 1992-10-16 Functionalized modified high melt flow polyolefins

Publications (1)

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USH1419H true USH1419H (en) 1995-02-07

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5876840A (en) * 1997-09-30 1999-03-02 Kimberly-Clark Worldwide, Inc. Crimp enhancement additive for multicomponent filaments
US6410138B2 (en) 1997-09-30 2002-06-25 Kimberly-Clark Worldwide, Inc. Crimped multicomponent filaments and spunbond webs made therefrom
US6677013B1 (en) * 1998-04-17 2004-01-13 Pechiney Emballage Flexible Europe Transparent multilayer polypropylene container with barrier protection
US20080284063A1 (en) * 2001-10-24 2008-11-20 Guy Richards Polypropylene container and process for making the same

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100249625B1 (en) * 1998-05-04 2000-04-01 손태원 Functional polypropylene fibers with dyeability to disperse dyes and its manufacturing method
DE10247462A1 (en) 2002-10-11 2004-04-22 Basf Ag A polymer composition containing a hydrophobic polymer and polyisobutene terminally modified with polar groups useful in the hydrophilization of hydrophobic polymers
WO2008065178A2 (en) * 2006-11-30 2008-06-05 Basf Se Method for printing films

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3862265A (en) * 1971-04-09 1975-01-21 Exxon Research Engineering Co Polymers with improved properties and process therefor
US3886227A (en) * 1972-04-03 1975-05-27 Exxon Research Engineering Co Grafted polyolefins as modifying agents for ungrated polyolefins
US4161452A (en) * 1977-01-28 1979-07-17 Rohm And Haas Company Polyolefinic copolymer additives for lubricants and fuels
US4409345A (en) * 1981-01-06 1983-10-11 Chisso Corporation Polyolefin resin composition
US4595726A (en) * 1984-10-04 1986-06-17 Hercules Incorporated N-alkyl methacrylate modified polypropylene
US4957974A (en) * 1988-03-29 1990-09-18 Rohm And Haas Company Graft copolymers and blends thereof with polyolefins
US4960820A (en) * 1988-05-24 1990-10-02 Shell Oil Company Compositions and articles using high melt flow poly-1-butene and polypropylene blends

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4064315A (en) * 1974-09-09 1977-12-20 Mobil Oil Corporation Maleic anhydride-modified polymer lager coated with polymeric composition derived from vinylidene chloride

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3862265A (en) * 1971-04-09 1975-01-21 Exxon Research Engineering Co Polymers with improved properties and process therefor
US3886227A (en) * 1972-04-03 1975-05-27 Exxon Research Engineering Co Grafted polyolefins as modifying agents for ungrated polyolefins
US4161452A (en) * 1977-01-28 1979-07-17 Rohm And Haas Company Polyolefinic copolymer additives for lubricants and fuels
US4409345A (en) * 1981-01-06 1983-10-11 Chisso Corporation Polyolefin resin composition
US4595726A (en) * 1984-10-04 1986-06-17 Hercules Incorporated N-alkyl methacrylate modified polypropylene
US4957974A (en) * 1988-03-29 1990-09-18 Rohm And Haas Company Graft copolymers and blends thereof with polyolefins
US4960820A (en) * 1988-05-24 1990-10-02 Shell Oil Company Compositions and articles using high melt flow poly-1-butene and polypropylene blends

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5876840A (en) * 1997-09-30 1999-03-02 Kimberly-Clark Worldwide, Inc. Crimp enhancement additive for multicomponent filaments
US6410138B2 (en) 1997-09-30 2002-06-25 Kimberly-Clark Worldwide, Inc. Crimped multicomponent filaments and spunbond webs made therefrom
US6709996B2 (en) 1997-09-30 2004-03-23 Kimberly-Clark Worldwide, Inc. Crimped multicomponent filaments and spunbond webs made therefrom
US6677013B1 (en) * 1998-04-17 2004-01-13 Pechiney Emballage Flexible Europe Transparent multilayer polypropylene container with barrier protection
US20080284063A1 (en) * 2001-10-24 2008-11-20 Guy Richards Polypropylene container and process for making the same
US20100044916A1 (en) * 2001-10-24 2010-02-25 Ball Corporation Polypropylene Container and Process for Making the Same
US8158052B2 (en) 2001-10-24 2012-04-17 Ball Corporation Polypropylene container and process for making the same

Also Published As

Publication number Publication date
WO1994009067A1 (en) 1994-04-28

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