ES2660902T3 - Composición de caucho con buenas propiedades de tracción en húmedo y bajo contenido de aceite aromático - Google Patents

Composición de caucho con buenas propiedades de tracción en húmedo y bajo contenido de aceite aromático Download PDF

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ES2660902T3
ES2660902T3 ES06256456.2T ES06256456T ES2660902T3 ES 2660902 T3 ES2660902 T3 ES 2660902T3 ES 06256456 T ES06256456 T ES 06256456T ES 2660902 T3 ES2660902 T3 ES 2660902T3
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functionalized
aromatic oil
rubber composition
oil content
tensile properties
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Xiaorong Wang
James E Hall
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Bridgestone Corp
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Bridgestone Corp
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    • 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
    • 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
    • B60C1/0016—Compositions of the tread
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • C08F210/04—Monomers containing three or four carbon atoms
    • C08F210/08—Butenes
    • C08F210/10—Isobutene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/04—Anhydrides, e.g. cyclic anhydrides
    • C08F222/06—Maleic anhydride
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F255/00—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00
    • C08F255/08—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00 on to polymers of olefins having four or more carbon atoms
    • C08F255/10—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00 on to polymers of olefins having four or more carbon atoms on to butene polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
    • C08F8/32—Introducing nitrogen atoms or nitrogen-containing groups by reaction with amines
    • 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
    • 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
    • C08K3/013—Fillers, pigments or reinforcing additives
    • 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
    • C08K5/01—Hydrocarbons
    • 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
    • C08L23/22—Copolymers of isobutene; Butyl rubber; Homopolymers or copolymers of other iso-olefins
    • 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
    • C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C08L2666/04—Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C08L2666/04—Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
    • C08L2666/06—Homopolymers or copolymers of unsaturated hydrocarbons; Derivatives thereof
    • 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02T—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO TRANSPORTATION
    • Y02T10/00—Road transport of goods or passengers
    • Y02T10/80—Technologies aiming to reduce greenhouse gasses emissions common to all road transportation technologies
    • Y02T10/86—Optimisation of rolling resistance, e.g. weight reduction 

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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)
  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Tires In General (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

Una composición de caucho para banda de rodadura, que comprende: a. un caucho de dieno; b. una carga funcionalizada que es sílice; y c. un polímero funcionalizado que tiene un bajo peso molecular y el polímero está en un estado líquido a 23° C; en donde dicho polímero funcionalizado interactúa con la carga funcionalizada y es un producto de reacción de un polímero funcionalizado con anhídrido y una amina que tiene la fórmula H2N-(CH2)x-A, en donde x es un número entero que oscila de 0-60 y A es un grupo funcional seleccionado del grupo que consiste en hidroxilo, carboxilo, carbonilo, alcoxi, alcoxicarbonilo, ciano, amino, amido, imido, mercapto, carbamoilo, azido, éster, éter, uretano, peróxido, imidazolilo, piridina, y derivados de los mismos.

Description

imagen1
imagen2
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La práctica de la invención se ilustra con mayor detalle mediante los siguientes ejemplos, que no deben considerarse limitadores del alcance de la invención, como se define en las reivindicaciones.
Ejemplos
Ejemplo 1: Preparación de poliisobutileno imida
5 211 g de anhídrido poliisobutenil-succínico (Mw: 1900; Mn: 1000; 95 meq de COOH/100 g; adquirido en Chevron Chemicals con el nombre comercial OLOA 15500) y 10,24 g de 3-(dimetilamino)propilamina (adquirido de Aldrich) se cargaron en un frasco seco de 1,5 L. Los dos materiales se mezclaron enérgicamente durante una hora. La temperatura de la mezcla aumentó de 23°C a 65°C , indicando que se ha producido una reacción química. Una vez completada la reacción, se dejó enfriar la composición a temperatura ambiente durante 4 horas. Entonces se
10 colocó la composición en un horno de vacío a 110°C durante 20 horas para deshidratar la composición. Se observó el producto final como un líquido viscoso parduzco. El ensayo mediante análisis del espectro infrarrojo confirmó que el producto final era polibutileno imida.
Ejemplo 2 (Ejemplo comparativo)
Los siguientes componentes se mezclaron en un mezclador Brabender de 300 g a una velocidad de agitación de 15 60 rpm, con una temperatura inicial de 110°C . Las cantidades indicadas están basadas en 100 partes de caucho.
Componente
Cantidad
Caucho de estireno-butadieno1
100
Carga de sílice precipitada2
70,0
Aceite aromático3
30,0
Cera de parafina4
1,50
Ácido esteárico5
2,00
Santoflex 13 (antioxidante)6
0,95
Si 69 (Agente de acoplamiento de silano)7
8,00
1. 23,5% estireno, solución polimerizada, viscosidad de Mooney a 100°C = 55, 11% contenido de vinilo; disponible en Firestone Synthetic (Akron, OH) 2. Adquirido en PPG (Pittsburgh, PA, EE. UU.) como sílice amorfa hidratada 3. Adquirido en Mobil (Fairfax, VA, EE. UU.) con el nombre comercial Mobilsol 90 4. Adquirido en Aston Wax Corp. (Tilusville, PA, EE. UU.) 5. Adquirido en Sherex Chemical (Dublín, OH, EE. UU.) 6. Nombre químico: N-(1,3-dimetilbutiI)-N'-fenil-P-fenilen-diamina; adquirido en Monsanto (St. Louis, MO) con el nombre comercial 6PPD 7. Nombre químico: tetrasulfuro de bis-(3-trietoxi-silil propilo); adquirido en Degussa (Parsippany, NJ)
Etapa de mezcla maestra: En el tiempo cero, el caucho de estireno-butadieno se cargó en el mezclador y se calentó a una temperatura inicial de 110°C. Los componentes restantes se añadieron en t=0,5 min. La mezcla se vertió en t=5 min, cuando la temperatura del concentrado se aproximó a unos 160°C.
Etapa de remolienda: El concentrado de la mezcla maestra se remolió esencialmente a las mismas condiciones que 20 la mezcla maestra. La etapa de remolienda se usó para mejorar la mezcla entre el polímero y las cargas.
Los siguientes componentes se añadieron a los componentes mezclados en las etapas de la mezcla maestra y de remolienda. Los componentes se mezclaron en el mezclador Brabender de 300 g a una velocidad de agitación de 60 rpm, con una temperatura inicial de 75°C. Las cantidades están basadas en 100 partes de caucho.
Componente
Cantidad
Azufre1
1,70
N-(ciclohexiltio)ftalimida (retardador)2
0,25
Óxido de cinc3
2,50
6
Componente
Cantidad
Ciclohexil-benzotiazol sulfonamida (acelerador)4
1,50
Difenillguanidina5
0,50
1. Adquirido en International Sulphur (Mt. Pleasant, TX, EE. UU.) 2. Adquirido en Monsanto (St. Louis, MO, EE. UU.) con el nombre comercial Santogard PVI 3. Adquirido en Zinc Corp. America (Monaca, PA, EE. UU.) 4. Adquirido en Monsanto (St. Louis, MO, EE. UU.) 5. Adquirido en Monsanto (St. Louis, MO, EE. UU.)
Etapa de mezcla final: En el tiempo cero, el concentrado de mezcla maestra se añadió a la mezcladora, donde se mantuvo la temperatura a 75°C. Entonces se cargaron los componentes en t=0,5 min. La mezcla final se vertió en t=1,3 minutos cuando la temperatura del concentrado alcanzaba aproximadamente 90°C .
Ejemplo 3: Sustitución parcial del aceite aromático
5 La composición de caucho del Ejemplo 2 se preparó usando los mismos componentes y el mismo procedimiento, salvo que se sustituyeron solo 15 partes de aceite aromático con 15 partes de poliisobutileno imida preparado en el Ejemplo 1. Ejemplo 4: Sustitución total de aceite aromático La composición de caucho del Ejemplo 2 se preparó usando los mismos componentes y el mismo procedimiento, salvo
que se sustituyeron las 30 partes de aceite aromático con 30 partes de poliisobutileno imida preparado en el Ejemplo 1. 10 La Tabla 1 resume los resultados de los experimentos de los Ejemplos 2-4:
Tabla 1: Ejemplos de análisis 2-4
Componentes
Ejemplo 2 Ejemplo 3 Ejemplo 4
Caucho de estireno-butadieno (20% St)
100 100 100
Sílice precipitada
70 70 70
Aceite aromático
30 15 0
Poliisobutileno imida
0 15 30
Azufre
1,7 1,7 1,7
Ensayos
Viscosidad de Mooney a 130°C
57,7 56,1 55,3
Índice de dispersión de negro de carbón
98,5 98,9 97,1
Shore A a 22°C (3 s)
57,5 63,1 64,0
a 100°C (3 s)
52,2 57,3 58,1
Tracción circunferencial a 23°C
Tb (MPa)
17,29 15,45 15,07
Eb (%)
610,2 544,1 523,4
M300
6,36 6,31 6,82
M50
0,98 1,01 1,16
Resistencia al desgarramiento (kN/m)
20,9 21,1 19,0
Propagación del desgarramiento circunferencial (%) 170°C
398 402 373
Tg del compuesto (tan δ)
-39,2 -39,7 -43,1
Medidor británico portátil de deslizamiento en hormigón húmedo
63 69 67
tan δ a 50°C
0,13322 0,11833 0,11204
7
imagen5

Claims (1)

  1. imagen1
    imagen2
ES06256456.2T 2005-12-28 2006-12-19 Composición de caucho con buenas propiedades de tracción en húmedo y bajo contenido de aceite aromático Active ES2660902T3 (es)

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EP (1) EP1803771B1 (es)
JP (1) JP5196783B2 (es)
CN (1) CN1995119B (es)
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EP1803771A1 (en) 2007-07-04
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EP1803771B1 (en) 2017-12-06
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CN1995119B (zh) 2012-07-04
BRPI0605395A (pt) 2007-10-16

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