ES2556205T3 - Material de moldeo de resina de poliamida y laminado usando la misma - Google Patents

Material de moldeo de resina de poliamida y laminado usando la misma Download PDF

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ES2556205T3
ES2556205T3 ES09700469.1T ES09700469T ES2556205T3 ES 2556205 T3 ES2556205 T3 ES 2556205T3 ES 09700469 T ES09700469 T ES 09700469T ES 2556205 T3 ES2556205 T3 ES 2556205T3
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molded article
polyamide resin
laminate
diisocyanate
bis
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Tsuyoshi Kubo
Tatsuya Enomoto
Kouji Yamasaki
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Ube Corp
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Ube Industries Ltd
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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
    • C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
    • 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
    • C08K5/04—Oxygen-containing compounds
    • C08K5/10—Esters; Ether-esters
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
    • B29C48/16—Articles comprising two or more components, e.g. co-extruded layers
    • B29C48/18—Articles comprising two or more components, e.g. co-extruded layers the components being layers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
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    • B32B23/00—Layered products comprising a layer of cellulosic plastic substances, i.e. substances obtained by chemical modification of cellulose, e.g. cellulose ethers, cellulose esters, viscose
    • B32B23/04—Layered products comprising a layer of cellulosic plastic substances, i.e. substances obtained by chemical modification of cellulose, e.g. cellulose ethers, cellulose esters, viscose comprising such cellulosic plastic substance as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B23/08—Layered products comprising a layer of cellulosic plastic substances, i.e. substances obtained by chemical modification of cellulose, e.g. cellulose ethers, cellulose esters, viscose comprising such cellulosic plastic substance as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
    • B—PERFORMING OPERATIONS; TRANSPORTING
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    • B32B23/00—Layered products comprising a layer of cellulosic plastic substances, i.e. substances obtained by chemical modification of cellulose, e.g. cellulose ethers, cellulose esters, viscose
    • B32B23/20—Layered products comprising a layer of cellulosic plastic substances, i.e. substances obtained by chemical modification of cellulose, e.g. cellulose ethers, cellulose esters, viscose comprising esters
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
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    • B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B27/08—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
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    • B32B27/00—Layered products comprising a layer of synthetic resin
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    • B—PERFORMING OPERATIONS; TRANSPORTING
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    • B32B27/00—Layered products comprising a layer of synthetic resin
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    • B—PERFORMING OPERATIONS; TRANSPORTING
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    • B32B27/00—Layered products comprising a layer of synthetic resin
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    • 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
    • C08K5/43—Compounds containing sulfur bound to nitrogen
    • 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
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    • C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
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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)
  • Compositions Of Macromolecular Compounds (AREA)
  • Laminated Bodies (AREA)

Abstract

Un laminado que comprende un artículo moldeado de resina de poliamida y un artículo moldeado de poliuretano termoplástico soldados térmicamente entre sí, por lo que el artículo moldeado de resina de poliamida se fabrica a partir de un material de moldeo de soldadura térmica que comprende de 3 a 40 partes en masa de un compuesto (B) representado mediante la siguiente fórmula general (1) basado en 100 partes en masa de una resina de poliamida (A) que tiene una relación molar (grupo amino terminal/grupo carboxilo terminal) de 1 o más:**Fórmula** en el que al menos uno de R1 y R2 representa un grupo alquilo que tiene de 1 a 10 átomos de carbono, siendo el resto un átomo de hidrógeno o un grupo alquilo que tiene de 1 a 10 átomos de carbono; R3 representa un grupo alquilo que tiene de 1 a 4 átomos de carbono; n representa un número entero de 0 a 5; y cuando n es 2 o más, cada R3 puede ser el mismo que o diferente de cualquier otro R3, y por lo que el artículo moldeado de poliuretano termoplástico es un artículo moldeado de poliuretano basado en éter.

Description

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1,3,5-trimetil-2,4,6-tris(3,5-di-terc-butil-4-hidroxibencil) benceno, N,N-hexametilen bis(3,5-di-terc-butil-4-hidroxihidrocinamida), 3,5-di-terc-butil-4-hidroxibencil fosfonato dietil éster, tris(3,5-di-terc-butil-4hidroxibencil) isocianurato, 3,9-bis{1,1-dimetil-2-[-(3-terc-butil-4-hidroxi-5-metilfenil)propioniloxi]etil}2,4,8,10-tetraoxaspiro(5,5)undecano y similares.
5 Los ejemplos del antioxidante basado en fósforo incluyen trifenil fosfito, trisnonilfenil fosfito, tris(2,4di-terc-butilfenil) fosfito, tridecil fosfito, trioctil fosfito, trioctadecil fosfito, didecilmonofenil fosfito, dioctilmonofenil fosfito, diisopropilmonofenil fosfito, monobutildifenil fosfito, monodecildifenil fosfito, monooctildifenil fosfito, bis(2,6-di-tercbutil-4-metilfenil)pentaeritritol difosfito, 2,2-metilen bis (4,6-di-terc-butilfenil)octil fosfito, bis (nonilfenil)pentaeritritol difosfito, bis (2,4-di-terc-butilfenil)pentaeritritol difosfito, diestearilpentaeritritol difosfito y similares.
Un contenido de dicho antioxidante generalmente es de aproximadamente 0,05 a 3% en masa en base a la cantidad total del material de moldeo.
15 <Absorbente de rayos ultravioleta>
Puede usarse un absorbente de rayos ultravioleta basado en benzotriazol, un absorbente de rayos ultravioleta basado en triazina, una absorbente de rayos ultravioleta basado en benzoxacina, una absorbente de rayos ultravioleta basado en benzofenona y similares como el absorbente de rayos ultravioleta.
Los ejemplos del absorbente de rayos ultravioleta basado en benzotriazol incluyen 2-(2’-hidroxi-5’metilfenil)benzotriazol, 2-(2-hidroxi-3’-(3,4,5,6-tetrahidroftalimidometil)-5’-metilfenil)benzotriazol, 2-(2’-hidroxi-3’,5’-diterc-butilfenil)benzotriazol, 2-(2’-hidroxi-5’-terc-octilfenil)benzotriazol, 2-(3’-terc-butil-5’-metil-2’-hidroxifenil)5clorobenzotriazol, 2,2’-metilenbis(4-(1,1,3,3-tetrametilbutil)-6-(2H-benzotriazol-2-il)fenol), 2-(2’-hidroxi-3’,5’-bis(,
25 dimetilbencil)fenil-2H-benzotriazol, 2-(3’,5’-di-terc-amil-2’-hidroxifenil)benzotriazol, 5-trifluorometil-2-(2-hidroxi-3-(4metoxi--cumil)-5-terc-butilfenil)-2H-benzotriazol y similares.
Como el absorbente de rayos ultravioleta basado en triazina, se prefiere un material basado en hidroxifeniltriazina, por ejemplo, la marca comercial, TINUVIN 400 (fabricado por Ciba Specialty Chemicals).
Los ejemplos del absorbente de rayos ultravioleta basado en benzoxacina incluyen 2-metil-3,1-benzoxacin-4-ona, 2butil-3,1-benzoxacin-4-ona, 2-fenil-3,1-benzoxacin-4-ona, 2-(1- o 2-naftil)-3,1-benzoxacin-4-ona, 2-(4-bifanil)-3,1benzoxacin-4-ona, 2,2’-bis(3,1-benzoxacin-4-ona), 2,2’-p-fenilenbis(3,1-benzoxacin-4-ona), 2,2’-m-fenilenbis(3,1benzoxacin-4-ona), 2,2’-(4,4’-difenilen)bis(3,1-benzoxacin-4-ona), 2,2’-(2,6- o 1,5-naftalen)bis(3,1-benzoxacin-4-ona),
35 1,3,5-tris(3,1-benzoxacin-4-on-2-il)benceno y similares.
Los ejemplos del absorbente de rayos ultravioleta basado en benzofenona incluyen 2-hidroxi-4-metoxibenzofenona, 2-hidroxi-4-n-octoxibenzofenona, 2-hidroxi-4-metoxi-2’-carboxibenzofenona, 2,4-dihidroxibenzofenona, 2,2’-dihidroxi-4-metoxibenzofenona y similares.
Un contenido de dicho absorbente de rayos ultravioleta generalmente es de aproximadamente 0,05 a 3% en masa en base a la cantidad total del material de moldeo.
<Estabilizador de la luz>
45 Los ejemplos de estabilizador de la luz incluyen un estabilizador de la luz basado en amina impedida (HALS). Los ejemplos específicos del mismo incluyen un policondensado de 1-(2-hidroxietil)-4-hidroxi-2,2,6,6-tetrametilpiperidinasuccinato de dimetilo, poli[6-(1,1,3,3-tetrametilbutil)imino-1,3,5-triazina-2,4-diil] [(2,2,6,6-tetrametil-4-piperidil) imino] hexametilen [(2,2,6,6-tetrametil-4-piperidil)imino], tetraquis(2,2,6,6-tetrametil-4-piperidil)-1,2,3,4butanotetracarboxilato, malonato de bis(1,2,6,6-pentametil-4-piperidil)-2-(3,5-di-t-butil-4-hidroxibencil)-2-n-butilo, 1,1’(1,2-etanodiil)bis(3,3,5,5-tetrametilpiperazinona), (2,2,6,6-tetrametil-4-piperidil/tridecil mezclados)-1,2,3,4butanotetracarboxilato, un condensado de N,N’-bis(3-aminopropil)etilendiamina-2,4-bis[N-butil-N-(1,2,6,6-pentametil4-piperidil)amino]-6-cloro-1,3,5-triazina, poli[6-N-morfolil-1,3,5-triazin-2,4-diil] [(2,2,6,6-tetrametil-4piperidil)imino]hexametilen[(2,2,6,6-tetrametil-4-piperidil)imida-3, un condensado de N,N’-bis(2,2,6,6-tetrametil-4
55 piparidil)hexametilendiamina y 1,2-dibromoetano, [N-(2,2,6,6-tetrametil-4-piperidil)-2-metil-2-(2,2,6,6-tetrametil-4piperidil)imino]propionamida y similares.
Un contenido de dicho estabilizador de la luz generalmente es de aproximadamente 0,1 a 3% en masa en base a la cantidad total del material de moldeo.
<Agente antiestático>
Como agente antiestático, por ejemplo, puede usarse un monoglicérido de un ácido graso que tiene de 14 a 30 átomos de carbono, específicamente, monoglicérido de ácido esteárico, monoglicérido de ácido palmítico y
65 similares, un copolímero en bloque de poliéter poliamida y similares.
7
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<Diol para el TPU basado en éter>
Los ejemplos de un diol de poliéter que se usa como materia prima del TPU basado en éter incluyen polioxietilenglicol, polioxipropilenglicol, polioxitetrametilenglicol obtenido mediante polimerización por la apertura del 5 anillo del tetrahidrofurano, otros dioles de éter diversos para el poliuretano conocidos y similares.
<Diisocianato para el TPU>
Los ejemplos de un diisocianato que se usa como una materia prima del TPU basado en éter incluyen diisocianatos alifáticos o alicíclicos tales como diisocianato de tetrametileno, diisocianato de pentametileno, diisocianato de hexametileno, diisocianato de lisina, diisocianato de ciclohexilmetano, diisocianato de 2,2,4- o 2,4,4trimetilhexametileno, bis(4-ciclohexil isocianato) de isopropilideno, diisocianato de metilciclohexano, diisocianato de isoforona y similares; diisocianatos aromáticos tales como diisocianato de 2,4- o 2,6-tolileno, 4,4’-diisocianato difenilmetano, 4,4’-diisocianato de 3-metildifenilmetano, diisocianato de m- o p-fenileno, 2,4-diisocianato de
15 clorofenileno, 1,5-diisocianato de naftaleno, diisocianato de xilileno, diisocianato de tetrametilxilileno y similares; y similares. De estos, es preferible el diisocianato de 4,4’-difenilmetano.
<Prolongador de cadena para el TPU>
Un prolongador de cadena que se usa para la fabricación del TPU no está particularmente limitado, y pueden usarse los prolongadores de cadena conocidos que se usan generalmente para la fabricación del TPU. Es preferible usar un compuesto de bajo peso molecular que tiene dos o más átomos de hidrógeno activos capaces de reaccionar con un grupo isocianato en una molécula del mismo y que tienen un peso molecular de no más de 300.
25 Los ejemplos del prolongador de cadena incluyen dioles tales como etilenglicol, propilenglicol, 1,4-butanodiol, 1,6hexanodiol, 1,4-bis(-hidroxietoxi)benceno, 1,4-ciclohexanodiol, bis-(-hidroxietil) tereftalato, xililenglicol y similares; diaminas tales como hidrazina, etilendiamina, propilendiamina, xililendiamina, isoforondiamina, piperazina y derivados de las mismas, fenilendiamina, tolilendiamina, xilendiamina, dihidracida de ácido adípico, dihidracida de ácido isoftálico y similares; aminoalcoholes tales como aminoetil alcohol, aminopropil alcohol y similares; y similares. De estos, son preferibles los dioles alifáticos que tienen de 2 a 10 átomos de carbono, y es más preferible el 1,4butanodiol.
(Propiedades del laminado)
35 En el laminado de la presente invención que comprende un artículo moldeado de poliamida y un artículo moldeado de TPU térmicamente soldados entre sí, al contener, como un material de moldeado del artículo moldeado de poliamida, una resina de poliamida que tiene una relación molar (grupo amino terminal/ grupo carboxilo terminal) de más de 1, especialmente en la poliamida 11 y/o la poliamida 12 y al añadir un compuesto aromático que tiene una estructura especificada, puede mejorarse la capacidad de soldadura térmica a todos los artículos moldeados de TPU basados en éter.
En el laminado de la presente invención, otra capa de resina termoplástica puede laminarse adicionalmente en el lado del artículo moldeado de poliamida y/o el lado del artículo moldeado de TPU dependiendo de una aplicación del mismo. Por ejemplo, en el caso de usar el laminado de la presente invención para una manguera para la tubería de
45 un automóvil, es preferible que una capa interna se provea con una capa de resina termoplástica que sea excelente en resistencia química contra las sustancias corrosivas presentes en un carburante, tal como etanol, metanol y similares, y resistencia de barrera contra ellos, por ejemplo, una capa de resina basada en flúor y similares.
Un método para fabricar el laminado de la presente invención mediante soldadura térmica no está particularmente limitado, y pueden adaptarse una soldadura por inyección incluso un método de prensado en caliente, un método de laminación por extrusión, un método de co-extrusión, moldeado insertado y similares, o similares. De estos, preferentemente se adopta un método de co-extrusión. Específicamente, la fusión de los materiales moldeados para formar las capas respectivas, que se amasan y funden en dos o más extrusores de tornillo proporcionado y salen de los puertos de descarga, pasan a través de un troquel provisto en un extremo de cada uno de los extrusores,
55 mientras que entran en contacto entre sí en un estado fundido y son extruidos y moldeados en un laminado.
(Aplicaciones del laminado)
El laminado de la presente invención se usa como diversos artículos moldeados de aplicaciones y formas arbitrarias, tales como partes de automóvil, materiales de ingeniería, materiales industriales, partes eléctricas o electrónicas, partes mecánicas, partes para equipamiento de oficina, artículos de hogar, artículos de deporte (especialmente, suelas de zapatos), partes de zapatos, contenedores, láminas, películas, fibras y otros. Más específicamente, hay ejemplificados tubos o mangueras industriales, tubos o mangueras neumáticas, tubos o mangueras hidráulicas, tubos o mangueras de aerosoles de pintura, tubos o mangueras de tuberías de automóviles y similares. Sobre todo,
65 el laminado de la presente invención es útil como tubo o manguera industrial.
10
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DE4215609A1 (de) * 1992-05-12 1993-11-18 Huels Chemische Werke Ag Thermoplastische Mehrschichtverbunde
US5789529A (en) * 1995-06-13 1998-08-04 Ube Industries, Ltd. Polyamide resin composition and tubular molding comprising the same
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