USRE35229E - Coemulsification of oxidized polyethylene homopolymers and amino functional silicone fluids - Google Patents

Coemulsification of oxidized polyethylene homopolymers and amino functional silicone fluids Download PDF

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USRE35229E
USRE35229E US08/408,502 US40850295A USRE35229E US RE35229 E USRE35229 E US RE35229E US 40850295 A US40850295 A US 40850295A US RE35229 E USRE35229 E US RE35229E
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article
temperature
polyethylene
reactor
ethoxylated
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Robert M. Blanch
Mark J. Kaszubski
Gregory Borsinger
Irving B. Chang
Larry Krutzel
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Honeywell International Inc
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AlliedSignal Inc
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Priority claimed from US07/698,230 external-priority patent/US5238731A/en
Application filed by AlliedSignal Inc filed Critical AlliedSignal Inc
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    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
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    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
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    • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
    • C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
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    • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
    • C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
    • C04B41/46—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements with organic materials
    • C04B41/49—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes
    • C04B41/4905—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon
    • C04B41/495—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon applied to the substrate as oligomers or polymers
    • C04B41/4961—Polyorganosiloxanes, i.e. polymers with a Si-O-Si-O-chain; "silicones"
    • 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
    • C08L23/30—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 by oxidation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L91/00—Compositions of oils, fats or waxes; Compositions of derivatives thereof
    • C08L91/06—Waxes
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    • D06M11/07—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with halogens; with halogen acids or salts thereof; with oxides or oxyacids of halogens or salts thereof
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    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
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    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/152—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen having a hydroxy group bound to a carbon atom of a six-membered aromatic ring
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    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/165—Ethers
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    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
    • D06M13/188—Monocarboxylic acids; Anhydrides, halides or salts thereof
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    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/372—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen containing etherified or esterified hydroxy groups ; Polyethers of low molecular weight
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    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/227—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of hydrocarbons, or reaction products thereof, e.g. afterhalogenated or sulfochlorinated
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    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
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    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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    • Y10T428/25—Web or sheet containing structurally defined element or component and including a second component containing structurally defined particles
    • Y10T428/252—Glass or ceramic [i.e., fired or glazed clay, cement, etc.] [porcelain, quartz, etc.]
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    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2933—Coated or with bond, impregnation or core
    • Y10T428/2962—Silane, silicone or siloxane in coating
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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    • Y10T428/2964—Artificial fiber or filament
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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    • Y10T428/2933—Coated or with bond, impregnation or core
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    • Y10T428/2967—Synthetic resin or polymer
    • Y10T428/2969—Polyamide, polyimide or polyester
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    • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
    • Y10T442/2311—Coating or impregnation is a lubricant or a surface friction reducing agent other than specified as improving the "hand" of the fabric or increasing the softness thereof
    • Y10T442/2328—Organosilicon containing

Definitions

  • the microemulsion includes at least one constituent selected from the group consisting of: ethoxylated aliphatic amines, ethoxylated octylphenols, ethoxylated nonylphenols, ethoxylated primary alcohols, ethoxylated secondary alcohols.
  • Ammonium hydroxide is a further useful reagent which may be included in the composition and preferably, concentrated ammonium hydroxide of an approximate 30% concentration may be used. It has been observed that the presence of ammonia, in even minor amounts in microemulsion compositions according to the present invention imparts a beneficial effect upon the composition which is evidenced by reductions in the opacity of the microemulsions formed containing ammonia relative to the opacity of the microemulsions formed without containing ammonia. This is evident from the improved appearance and measured light transmission measurements which are factors known to the art to be indicative of the relative particle size in an emulsion.
  • the selected constituents comprising an oxidized polyethylene, amimo functional silicone fluid, and the additive system as defined above, as well as other desired constituents are loaded into a reaction vessel which is sealed, and which includes agitation means.
  • the selected constituents are heated, with agitation, at a first heating rate through the melting point of the oxidized polyethylene component for a first time interval, and then during a second time interval further heated at a second heating rate to raise the temperature to a maximum temperature or maximum temperature range approximately 7-10 deg. C beyond the melt point of the oxidized polyethylene component, and then maintaining the reactants at this maximum elevated temperature or maximum temperature range for a period of between about 10-15 minutes. After the period had elapsed, the materials were then cooled to room temperature. Agitation is maintained throughout the procedure.
  • the order of adding or combining the constituents are not critical, and they may be added in any order as is suitable for use with the reactor and the reaction method employed.
  • FIGS. 4-6 illustrate a coemulsion formed in accordance with the teaching of the instant invention, whose composition is described below as in Example K1.
  • FIGS. 7-8 illustrate an inventive coemulsion whose composition is designated below as Example C14.
  • Example C1 The reactor vessel as described above used for the production of Example C1 was charged with all of the constituents and sealed. Agitation was initiated and maintained to assure the adequate mixing of the constituents. and the reactor vessel was heated. The temperature of the constituents was raised according to the manner outlined for Example C1. After reaching the temperature of 110 deg. C., heat was supplied to the reaction vessel so to maintain a constant temperature of 110 deg. C. for a period of ten minutes. Subsequently, the heat source was as deactivated, and the reactor vessel was allowed to cool to a temperature of 30-35 deg. C. The agitator motion was arrested, and the vessel opened.
  • a further coemulsification of a high density oxidized polyethylene in combination with an amino-silicone oil was produced.
  • the constituents denoted on Table C1 were placed into the reactor which was sealed, stirred and heated in accordance with the following process steps. The constituents were stirred for 45 minutes at a temperature of 27-28 deg. C. and then heated in accordance with the following profile: At the initiation of heating, the temperature was 27 deg. C; at 35 minutes, 112 deg. C; at 69 minutes, 130 deg. C; at 76 minutes, 141 deg. C; at 80 minutes, 145 deg. C; at 86 minutes, 144 deg. C., at which point the heat was removed and the reactor cooled in a water bath. The resultant coemulsion was evaluated and the results are listed on Table C1.
  • compositions were tested in conjunction with fiber and fabric (textile) samples in order to evaluat the effects of the use of the compositions.
  • Fabric samples were evaluated by treating samples of a 65/35 polyester/connon filter cloth where each of the fabric samples was a panel of dimensions 14.5 inches by 18 inches.
  • the fabric samples were prepared by separately treating each within a fluid bath which contained one of the compositions labeled as T1-T16 whose compositions are described on Table TS-1 below.
  • compositions utilizing the coemulsions all show tensile strength properties. Hunter Whiteness values, and wrinkles recovery values which are comparable to the samples of a single constituent emulsion, namely T6-T8, T14-T16.
  • T6-T8 T6-T8
  • T1-T16 T6-T8

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
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  • Organic Chemistry (AREA)
  • Polymers & Plastics (AREA)
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  • Structural Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • General Chemical & Material Sciences (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Paints Or Removers (AREA)
  • Colloid Chemistry (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)
  • Paper (AREA)
US08/408,502 1990-09-07 1995-03-22 Coemulsification of oxidized polyethylene homopolymers and amino functional silicone fluids Expired - Lifetime USRE35229E (en)

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US08/408,502 USRE35229E (en) 1990-09-07 1995-03-22 Coemulsification of oxidized polyethylene homopolymers and amino functional silicone fluids

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US57848690A 1990-09-07 1990-09-07
US07/698,230 US5238731A (en) 1991-05-10 1991-05-10 Coemulsification of oxidized polyethylene homopolymers and amino functional silicone fluids
US08/408,502 USRE35229E (en) 1990-09-07 1995-03-22 Coemulsification of oxidized polyethylene homopolymers and amino functional silicone fluids

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US57848690A Continuation-In-Part 1990-09-07 1990-09-07
US07/698,230 Reissue US5238731A (en) 1990-09-07 1991-05-10 Coemulsification of oxidized polyethylene homopolymers and amino functional silicone fluids

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US (1) USRE35229E (fr)
EP (1) EP0547157A1 (fr)
JP (1) JPH06501281A (fr)
KR (1) KR930702578A (fr)
CN (1) CN1058274C (fr)
WO (1) WO1992004409A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
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US20040023818A1 (en) * 2002-08-05 2004-02-05 Nguyen Philip D. Method and product for enhancing the clean-up of hydrocarbon-producing well
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US5875720A (en) * 1994-02-04 1999-03-02 Basf Aktiengesellschaft Production of prints by the offset heatset process
US6649692B2 (en) 2001-02-20 2003-11-18 Crompton Corporation Organopolysiloxane composition, emulsion-forming concentrates and aqueous emulsions formed therefrom and use of the emulsions in the treatment of textiles
US20040023818A1 (en) * 2002-08-05 2004-02-05 Nguyen Philip D. Method and product for enhancing the clean-up of hydrocarbon-producing well
US20090260309A1 (en) * 2003-02-10 2009-10-22 Davinci Roofscapes, Llc Synthetic roofing shingles

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KR930702578A (ko) 1993-09-09
WO1992004409A1 (fr) 1992-03-19
EP0547157A1 (fr) 1993-06-23
CN1058274C (zh) 2000-11-08
CN1059539A (zh) 1992-03-18
JPH06501281A (ja) 1994-02-10

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