WO2009043861A1 - Matériau composite, procédé de préparation du matériau composite et son utilisation - Google Patents

Matériau composite, procédé de préparation du matériau composite et son utilisation Download PDF

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Publication number
WO2009043861A1
WO2009043861A1 PCT/EP2008/063112 EP2008063112W WO2009043861A1 WO 2009043861 A1 WO2009043861 A1 WO 2009043861A1 EP 2008063112 W EP2008063112 W EP 2008063112W WO 2009043861 A1 WO2009043861 A1 WO 2009043861A1
Authority
WO
WIPO (PCT)
Prior art keywords
rubber
composite material
ldh
layered double
double hydroxide
Prior art date
Application number
PCT/EP2008/063112
Other languages
English (en)
Inventor
Robin Winters
Auke Gerardus Talma
Elwin Schomaker
Original Assignee
Akzo Nobel N.V.
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 Akzo Nobel N.V. filed Critical Akzo Nobel N.V.
Publication of WO2009043861A1 publication Critical patent/WO2009043861A1/fr

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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
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/20—Compounding polymers with additives, e.g. colouring
    • C08J3/22—Compounding polymers with additives, e.g. colouring using masterbatch techniques
    • C08J3/226—Compounding polymers with additives, e.g. colouring using masterbatch techniques using a polymer as a carrier
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B60—VEHICLES IN GENERAL
    • B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
    • B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
    • 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
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C08K3/22—Oxides; Hydroxides of metals
    • 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
    • C08K3/34—Silicon-containing compounds
    • C08K3/346—Clay
    • 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
    • C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/45—Heterocyclic compounds having sulfur in the ring
    • C08K5/46—Heterocyclic compounds having sulfur in the ring with oxygen or nitrogen in the ring
    • C08K5/47—Thiazoles
    • 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
    • C08K5/54—Silicon-containing compounds
    • C08K5/548—Silicon-containing compounds containing sulfur
    • 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
    • C08J2421/00—Characterised by the use of unspecified rubbers
    • 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
    • C08J2451/00—Characterised by the use of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives of such polymers
    • 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
    • C08J2483/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen, or carbon only; Derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L21/00—Compositions of unspecified rubbers

Definitions

  • the LDH used in the process of the invention may have been reduced in size prior to step a1 ) or a2).
  • the LDH may have a d50 value of less than 20 ⁇ m and a d90 value of less than 50 ⁇ m.
  • the d50 value is less than 15 ⁇ m and the d90 value is less than 40 ⁇ m, more preferably the d50 value is less than 10 ⁇ m and the d90 value is less than 30 ⁇ m, even more preferably the d50 value is less than 8 ⁇ m and the d90 value is less than 20 ⁇ m, and most preferably the d50 value is less than 6 ⁇ m and the d90 value is less than 10 ⁇ m.
  • the composite material according to the invention can be used to prepare cured, i.e. vulcanized, rubber by a vulcanization step. This vulcanization can be performed before or after step c) of the process of the invention.
  • the rubber present in the composite material is a silicone rubber
  • the rubber composite matehalcan be suitably applied in coating compositions, pressure- sensitive adhesive compositions, plastic hardcoats, and paper release coating compositions, in fibre finishing applications including textile and hair care applications, sealants, adhesives, encapsulants, and solar cell units.
  • the use of the composite material of the present invention in tyres may improve the mechanical and dynamical properties of the tyre; it may further enhance the bonding or adhesion between different rubbers, e.g. in different parts of the tyre, or between rubber and metal (e.g. in metal cords), or between rubber and fibres.
  • the rubber used in the tread - usually solution SBR rubber - can be replaced by a cheaper rubber, e.g. emulsion SBR rubber, without loss of mechanical or dynamical properties of the tread.
  • the LDH also causes the rubber to have an improved puncture resistance.
  • the precipitated silica is added to the rubber together with a coupling agent such as bis(3-triethoxysilylpropyl) tetrasulfide, the rubber composition is allowed to react at elevated temperatures, the ethanol produced is removed, and an uncured tyre is obtained, which is then cured at a higher temperature to start vulcanization and to form the tyre.
  • a coupling agent such as bis(3-triethoxysilylpropyl) tetrasulfide
  • a coupling agent may be added to the mixture separately, so that it can react with the precipitated silica.
  • the layered double hydroxide may be added to the rubber in the form of a (colloidal) suspension in a suitable solvent (containing no or hardly any water), or it may be added in an extender oil, or as solids. In case of an extender oil or solids, no solvent has to be removed, leading to a further reduction in processing time and to an improved process safety.
  • the composite material in accordance with the invention can also be usedin solar cell units.
  • the rubber in the composite material is transparent to visible light.
  • transparent rubbers are polyurethane, ethylene vinyl-acetate rubber and silicone rubber.
  • the transparent rubber is a silicone rubber.
  • the solar cell unit can be any solar cell unit known in the art. Examples of such solar cell units are crystalline Si solar cells, amorphous silicon solar cells, crystalline silicon thin film solar cells, and compound semiconductor solar cells based on e.g. CdTe, CulnSe2, Cu(In, Ga)(Se, S)2 (so called CIGS), and Gratzel cells. Further details can be gleaned from F.
  • the composite materials used in solar cell units may serve to connect two juxtaposed layers in the unit.
  • the advantage of the rubber composite and/or cured rubber composite of the present invention is its transparency to visible light, which enables application at a position where light travels through the rubber composition before it reaches the part of the cell where the light is converted into electrical energy.
  • the rubber composition may also serve to connect the solar cell unit to a substrate, e.g. a plate or a roof tile. In such cases the rubber composition does not have to be transparent. Generally, the rubber composition exhibits improved mechanical properties over conventional rubber compositions.
  • Solar cell units comprising a back electrode, a photovoltaic layer, a front electrode, and a transparent top layer are known to the man skilled in the art.
  • the back electrode, a photovoltaic layer, a front electrode, and a transparent top layer are provided in layers one on top of the other.
  • EP 1 397 837 and EP 1 290 736 specific descriptions of the back electrode, the photo- voltaic layer, the front electrode, and the transparent top layer are incorporated herein by reference.
  • the LDH was mixed with natural rubber (SMR CV) in a 50/50 masterbatch.
  • SMR CV natural rubber
  • the LDH was mixed with bromobutyl rubber (Bromobutyl X2) in a 50/50 masterbatch according to the procedure described above from Examples C-G.
  • the final compositions are depicted in Table 3. Examples H and I are not in accordance with the invention. Examples J and K are in accordance with the present invention.
  • the air permeability of the above-mentioned composites C-K was determined according to Standard Test Method for Oxygen Gas Transmission Rate Through Plastic Film and Sheeting Using a Coulometric Sensor, ASTM D3985.
  • the crosslink density was determined from the Rheometer charts measured in accordance with ISO 6502:1999.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Dispersion Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)

Abstract

L'invention concerne un matériau composite renfermant du caoutchouc, un agent vulcanisant contenant du soufre, un hydroxyde double en couche composé d'ion(s) hydroxyle(s) et/ou inorganique(s) utilisé(s) comme anion(s) équilibreur(s) de charge, et moins de 1,5 pcc de ZnO.
PCT/EP2008/063112 2007-10-03 2008-10-01 Matériau composite, procédé de préparation du matériau composite et son utilisation WO2009043861A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
EP07117821 2007-10-03
EP07117821.4 2007-10-03
US97894707P 2007-10-10 2007-10-10
US60/978,947 2007-10-10

Publications (1)

Publication Number Publication Date
WO2009043861A1 true WO2009043861A1 (fr) 2009-04-09

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2008/063112 WO2009043861A1 (fr) 2007-10-03 2008-10-01 Matériau composite, procédé de préparation du matériau composite et son utilisation

Country Status (2)

Country Link
TW (1) TW200922998A (fr)
WO (1) WO2009043861A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101891458A (zh) * 2010-07-08 2010-11-24 深圳市银星电气股份有限公司 氧化锌压敏陶瓷浆料的制备方法及压敏陶瓷电阻材料
EP2578391A1 (fr) * 2010-06-02 2013-04-10 The Yokohama Rubber Company, Limited Tuyau de transport de fluide frigorigène
CN103374153A (zh) * 2013-06-30 2013-10-30 北京化工大学 一种超分子/橡胶气密材料的制备方法
CN105273658A (zh) * 2015-07-30 2016-01-27 中国人民解放军装甲兵工程学院 铁路运输履带装备不超限装置用布层橡胶承压体

Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5464544A (en) * 1977-11-02 1979-05-24 Kyowa Kagaku Kougiyou Kk Secondary vulcurization accelerator for rubber
US4558102A (en) * 1982-06-18 1985-12-10 Kyowa Chemical Industry Co., Ltd. Method for curing halogen-containing rubber composition
US5463042A (en) * 1992-11-25 1995-10-31 Board Of Trustees Operating Michigan State University Polyaryl-metallic complex intercalated layered double hydroxides
WO1997031057A1 (fr) * 1996-02-23 1997-08-28 The Dow Chemical Company Composite polymere et son procede de preparation
DE19836580A1 (de) * 1998-08-12 2000-02-17 Sued Chemie Ag Verbundmaterial mit Polymermatrix und anionisch interkalierten schichtförmigen Doppelhydroxiden
US6500884B1 (en) * 1998-06-12 2002-12-31 Daiso Co., Ltd. Chlorine-containing polymer vulcanizing composition
US20030150484A1 (en) * 2000-06-15 2003-08-14 Jan Winkeler Solar cell unit with removable layer
US20030158319A1 (en) * 2000-05-26 2003-08-21 Laurence Stelandre Use of hydrotalcite as filler in polymer compositions
JP2004284842A (ja) * 2003-03-19 2004-10-14 Sankyo Kasei Kk 層状複合体の製造方法
US20040219710A1 (en) * 2001-06-21 2004-11-04 Dubbeldam Gerrit Cornelis Manufacturing a solar cell foil connected in series via a temporary substrate
JP2005036141A (ja) * 2003-07-17 2005-02-10 Daiso Co Ltd ブレンドゴム加硫用組成物
WO2007065860A1 (fr) * 2005-12-06 2007-06-14 Akzo Nobel N.V. Materiau nanocomposite comprenant du caoutchouc et un hydroxyde double lamellaire modifie, son procede de preparation et son utilisation

Patent Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5464544A (en) * 1977-11-02 1979-05-24 Kyowa Kagaku Kougiyou Kk Secondary vulcurization accelerator for rubber
US4558102A (en) * 1982-06-18 1985-12-10 Kyowa Chemical Industry Co., Ltd. Method for curing halogen-containing rubber composition
US5463042A (en) * 1992-11-25 1995-10-31 Board Of Trustees Operating Michigan State University Polyaryl-metallic complex intercalated layered double hydroxides
WO1997031057A1 (fr) * 1996-02-23 1997-08-28 The Dow Chemical Company Composite polymere et son procede de preparation
US6500884B1 (en) * 1998-06-12 2002-12-31 Daiso Co., Ltd. Chlorine-containing polymer vulcanizing composition
DE19836580A1 (de) * 1998-08-12 2000-02-17 Sued Chemie Ag Verbundmaterial mit Polymermatrix und anionisch interkalierten schichtförmigen Doppelhydroxiden
US20030158319A1 (en) * 2000-05-26 2003-08-21 Laurence Stelandre Use of hydrotalcite as filler in polymer compositions
US20030150484A1 (en) * 2000-06-15 2003-08-14 Jan Winkeler Solar cell unit with removable layer
US20040219710A1 (en) * 2001-06-21 2004-11-04 Dubbeldam Gerrit Cornelis Manufacturing a solar cell foil connected in series via a temporary substrate
JP2004284842A (ja) * 2003-03-19 2004-10-14 Sankyo Kasei Kk 層状複合体の製造方法
JP2005036141A (ja) * 2003-07-17 2005-02-10 Daiso Co Ltd ブレンドゴム加硫用組成物
WO2007065860A1 (fr) * 2005-12-06 2007-06-14 Akzo Nobel N.V. Materiau nanocomposite comprenant du caoutchouc et un hydroxyde double lamellaire modifie, son procede de preparation et son utilisation

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 12 May 1984 (1984-05-12), HIROSE, ITARU ET AL: "Vulcanization accelerators", XP002505405, retrieved from STN Database accession no. 1979:541968 *
DATABASE WPI Week 197927, Derwent World Patents Index; AN 1979-49760B, XP002400208 *
DATABASE WPI Week 200474, Derwent World Patents Index; AN 2004-750800, XP002400207 *
DATABASE WPI Week 200517, Derwent World Patents Index; AN 2005-156307, XP002471522 *

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2578391A1 (fr) * 2010-06-02 2013-04-10 The Yokohama Rubber Company, Limited Tuyau de transport de fluide frigorigène
EP2578391A4 (fr) * 2010-06-02 2013-12-18 Yokohama Rubber Co Ltd Tuyau de transport de fluide frigorigène
CN101891458A (zh) * 2010-07-08 2010-11-24 深圳市银星电气股份有限公司 氧化锌压敏陶瓷浆料的制备方法及压敏陶瓷电阻材料
CN103374153A (zh) * 2013-06-30 2013-10-30 北京化工大学 一种超分子/橡胶气密材料的制备方法
CN105273658A (zh) * 2015-07-30 2016-01-27 中国人民解放军装甲兵工程学院 铁路运输履带装备不超限装置用布层橡胶承压体
CN105273658B (zh) * 2015-07-30 2017-09-29 中国人民解放军装甲兵工程学院 铁路运输履带装备不超限装置用布层橡胶承压体

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