DE102008019495B4 - A method of improving the oxidation resistance of a porous carbonaceous substrate, a method of making an infiltrating material, and an oxidation resistant substrate - Google Patents

Abstract

A method for improving the oxidation resistance of a porous, carbonaceous substrate, comprising:
a) providing a porous, carbonaceous substrate,
b) preparation of an infiltration material based on sol / gel technology,
wherein the following component A is used to prepare the infiltration material:
(A) at least one organosilicon compound of the general formula (I): R ¹ _(4-n) -Si-X ^a _n (I), wherein the substituents R ^{1 are the} same or different and comprise a non-hydrolyzable, organic radical having 1-22 C atoms, wherein the organic radical is selected from alkyl, alkenyl, alkynyl, aryl, arylalkyl, alkylaryl, arylalkenyl, alkenylaryl, arylalkynyl and alkynylaryl and the organic radical is substituted with at least one (meth) acryloxy group, and
the substituents X ^a _{n are} hydrolyzable and are identical or different and are selected from halogens, hydroxy and organic radicals having 1-22 C atoms, where the organic radicals are selected from the group comprising alkoxy, aryloxy, acyloxy, alkylcarbonyl and alkoxycarbonyl, and
n is 2 or 3,
c) infiltration ...

Description

The The invention relates to a process for the preparation of infiltration materials and oxdidation resistant Substrates and improving the oxidation resistance of porous, carbonaceous substrates, in particular brake discs for the aerospace industry.

One Friction lining serves to move between two against each other bodies an acceleration or deceleration to achieve. In these operations becomes kinetic energy into heat converted as much as possible from the friction lining must be delivered quickly to the environment. Furthermore, must the inherent strength of the friction lining should be so great that deformation or Cracking during the use is avoided. Carbonaceous friction materials have very good thermal and mechanical properties and originally due to their low weight mainly in used in aerospace. Nowadays put brake discs for airplanes and automobiles the largest field of application The disadvantage of these materials is that in oxygen-containing the atmosphere already at a temperature of 350 ° C in the friction materials contained carbon is oxidized. This oxidation does not lead only to a mass loss, but also attacks the component structure what to failure or deterioration of the desired Properties leads.

To counteract such an oxidative attack of the carbonaceous components, various oxidation protection systems from the literature are known, such as infiltration with phosphoric acid, phosphate, borate or silicate-containing salt solutions. The US 7118805 B2 discloses applying a phosphorus-containing underlayer and a boron-containing coating to the surface to be protected. In US 6886668 B2 and US 5194330 A Oxidation protection systems are described, which consist of one or more surface coatings, which are not subject to fretting.

A sol / gel-based oxidation protection using silicon and boron-containing precursors is disclosed in US Pat US 5208099 A described. Here, a porous carbon body is impregnated with a sol and then dried at room temperature. Thereafter, a temperature treatment takes place in which the first is heated to 120 ° C to crosslink the sol / gel, and then further heated to 600 ° C to remove any remaining organic constituents. To avoid carbonization / carburization of the sol / gel, according to the US 5208099 A the average temperature range at about 200 ° C are traversed faster than the other temperature ranges. The temperature treatment results in an amorphous SiO ₂ -B ₂ O ₃ network which is free of organic bonds.

EP 1457472 A1 is concerned with the production of an oxidation-resistant ceramic carbon-silicon carbide composite with (in particular fibrous) reinforcement.

The known methods for protecting porous carbonaceous friction materials are sometimes very expensive and do not always meet the requirements Expectations. So z. B. infiltration with phosphate, borate or silicate solutions the disadvantage that they are only within the solubility range of the corresponding salts possible is. The deposition is thus low in relation to the amount of solution. infiltrations with particle dispersions are limited by the primary particle size, i. H. Pores with smaller diameter can not be coated. About that In addition, particle dispersions tend to agglomerate and thus to Blockage of infiltration pathways, which protect the interior of the component prevented.

A The object of the present invention is a process for improvement the oxidation resistance of porous, carbonaceous substrates, as well as the production of substrates and to provide infiltration materials.

A The object of the present invention is a method to disposal which reduces the oxidation resistance of a porous, carbon-containing Substrate is improved.

A Another object of the present invention is the provision an oxidation-resistant, porous, carbon-containing Substrate.

A Another object of the present invention is the provision an oxidation protection system, its properties individually can be matched to the substrate properties.

A Another object of the present invention is the provision an oxidation protection system designed to protect complete components suitable.

Of Further, it is desirable to provide an oxidation protection system that supports the mechanical Properties of the carbonaceous friction material not affected.

A inventive solution exists in the infiltration of a substrate with an infiltrating material based on sol / gel technology, which pyrolyzes after curing is defined as in the claims. The coating produced has a high resistance to oxidation on. Essential feature of sol / gel materials is the combination from hardness and flexibility associated with excellent adhesion to the substrate. The invention allows to tailor these properties and so dependent vary from the sub stratmaterial. In addition, by the pyrolysis get a carbon-containing coating, which is better adapted to the base material than pure sol / gel layers without carbon.

Of Further, the oxidation protection system of the present invention prevents Brake discs the occurrence of "fading effects", d. H. undesirable Slackening of the braking effect at high temperatures due to a Reduction of the coefficient of friction.

One Another advantage of the method is that the Infiltration of the substrate with the infiltration material as a single stage Process performed can be, which reduces manufacturing costs and thus production costs lowers.

Brief description of the figures

1 and 2 show the oxidation-related percentage mass loss of carbonaceous brake discs infiltrated with different materials.

According to the invention is a Carbonaceous friction material with an infiltration material infiltrated based on sol / gel technology, which after the Harden is pyrolyzed.

(2) Kondensation

wobei R* eine beliebige organische Gruppe (hydrolysierbar bzw. nicht hydrolisierbar) ist und R üblicherweise für eine Alkylgruppe (C_nH_2n+1) oder dergleichen steht.More generally, the sol / gel process is a convenient technique for combining hard and soft fractions in a layer, thus allowing a highly crosslinked network containing organic and inorganic groups to be formed. Sol / gel systems are silicon based and are usually synthesized by hydrolysis of tetrafunctional alkoxide monomers using an acid (eg, HCl) or a base (eg, NH ₃ ) as the catalyst. A typical sol / gel process is described by the following three generalized reaction schemes: (1) Hydrolysis

(2) condensation

where R * is any organic group (hydrolyzable or nonhydrolyzable) and R is usually an alkyl group (C _n H _{2n + 1} ) or the like.

During the hydrolysis reaction, the alkoxy groups (-OR) are replaced by hydroxyl groups (-OH). This is followed by the condensation reaction in which the silanols condense to form siloxanes (Si-O-Si) and, as by-product, alcohol (ROH) or water (H ₂ O) is formed.

The Hardness of Silicon-based coating can be increased by adding non-silicates which have higher chemical reactivity compared to silicon, due to lower electronegativity of the metal. The degree of crosslinking may optionally be via organofunctional silanes be further hired, who are capable of an organic Network in addition to form the inorganic network. Furthermore, the organic Network can be extended by adding monomers or oligomers, which crosslink with the organic radicals of the organofunctional silanes can.

The Infiltration materials of the present invention are using conventional sol / gel technology from one or more of the Components A to D described below can be produced.

Component A

As sol / gel-forming components, organosilicon compounds of general formula I are used R ¹ _(4-n) -Si-X ^a _n (I), where n is 2 or 3.

The substituents R ¹ may be the same or different and comprise a non-hydrolyzable organic radical having 1-22 C atoms, wherein the organic radical is selected from alkyl, alkenyl, alkynyl, aryl, arylalkyl, alkylaryl, arylalkenyl, alkenylaryl, arylalkynyl and alkynylaryl and the organic radical is substituted with at least one (meth) acryloxy group.

The substituents X ^a _n are hydrolyzable, may be the same or different and are selected from halogens, hydroxy and organic radicals having 1-22 C atoms, wherein the organic radicals are selected from the group comprising alkoxy, aryloxy, acyloxy, alkylcarbonyl and alkoxycarbonyl ,

alkyl include unsubstituted or substituted, straight-chain, branched or cyclic radicals having 1 to 22 carbon atoms, preferably 1 to 10 carbon atoms and especially lower alkyl radicals with 1 to 6, preferably 1 to 4 carbon atoms. Special examples are methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, Isobutyl, n-pentyl, n-hexyl, dodecyl, octadecyl and cyclohexyl. The alkyl radicals can one or more substituents from the group of halogens such as F, Cl and Br or acryloxy, amino, amide, aldehyde, alkoxy, alkoxycarbonyl, Alkylcarbonyl, carboxy, cyano, epoxy, hydroxy, keto, (meth) acryloxy, Mercapto, phosphoric acid, sulfonic acid or vinyl groups.

alkenyl and alkynyl radicals unsubstituted or substituted, straight-chain or branched Radicals having 1 to 22 carbon atoms, preferably 1 to 10 carbon atoms and in particular lower alkyl radicals having 1 to 6, preferably 1 to 4 carbon atoms. Specific examples of alkenyl radicals are allyl, 1-methylprop-2-en-1-yl, 2-methylprop-2-en-1-yl, but-2-en-1-yl, But-3-en-1-yl, 1-methylbut-3-en-1-yl and 1-methyl-but-2-en-1-yl. Special examples for Alkynyl radicals are propynyl, but-2-yn-1-yl, but-3-yn-1-yl and 1-methyl-but-3-yn-1-yl.

acyl can unsubstituted or substituted organic acid residues which formally formed by cleavage of an OH group from the organic acid include, for example, residues of a carboxylic acid or residues derived therefrom acids like the thiocarboxylic acid, N-unsubstituted or N-substituted iminocarboxylic acids or the residues of carbonic acid monoesters, N-unsubstituted or N-substituted carbamic acids, sulfonic acids, sulfinic acids, phosphonic acids, phosphinic acids. The Acyl residues can be one or more substituents from the group of halogens such as F, Cl and Br or acryloxy, amino, amide, aldehyde, alkoxy, alkoxycarbonyl, Alkylcarbonyl, carboxy, cyano, epoxy, hydroxy, keto, (meth) acryloxy, Mercapto, phosphoric acid, sulfonic acid or vinyl groups.

aryl can unsubstituted or substituted mono-, bi- or polycyclic aromatic systems include, for example, phenyl, naphthyl, tetrahydronaphthyl, Indenyl, indanyl, pentalenyl, fluorenyl and the like, preferably phenyl. The aryl radicals can one or more substituents from the group of halogens such as F, Cl and Br or acryloxy, amino, amide, aldehyde, alkoxy, alkoxycarbonyl, Alkylcarbonyl, carboxy, cyano, epoxy, hydroxy, keto, (meth) acryloxy, Mercapto, phosphoric acid, Sulfonic acid or Wear vinyl groups.

The Halogens can selected are selected from F, Cl, Br or I, more preferably Cl and Br.

Preferably, R ^{1 is} 3- (meth) acryloxypropyl.

Preferably X ^a comprises alkoxy having 1 to 22 C atoms, aryloxy having 6 to 10 C atoms, acyloxy having 1 to 22 C atoms or alkylcarbonyl having 2 C atoms. Particularly preferred is methoxy or ethoxy, especially methoxy.

Specific examples for Component A are (meth) acryloxypropyltrimethoxysilane, (meth) acryloxypropyltriethoxysilane, (Meth) acryloxypropyltriisopropoxysilane, (meth) acryloxypropyltris (methoxyethoxy) silane, (meth) acryloxy methyltriethoxysilane, (Meth) acryloxymethyltrimethoxysilane and (meth) acryloxypropenyltrimethoxysilane.

In one embodiment of the present invention, R ^{1 is} 3- (meth) acryloxypropyl, X ^a methoxy and n = 3. In another embodiment, R ^{1 is} 3- (meth) acryloxypropyl, X ^{a is} ethoxy and n = 3.

The Component A can be present in an amount of 50-90 mol% based on the total amount of substance the components used to be present. Preferably, the Component A in an amount of 60-80 mol% based on the total amount of substance the components used.

Of the Term "(meth) acrylic" both methacrylic and acrylic groups.

Component B

In order to form covalent bridges between the silicon atoms and to stabilize the inorganic network, it is possible to add organometallic compounds of the general formula (II): M (OR ² ) _y (II), where the value of y corresponds to the valency of the metal.

M is a transition metal or an element of the boron or carbon group, preferably Al, Sn, Zr or Ti.

The radicals R ² are identical or different and include unsubstituted or substituted, straight-chain or branched alkyl radicals having 1 to 20 carbon atoms. Specific examples are methyl, ethyl, propyl and butyl.

Under "unsubstituted or substituted " in the context of the invention, preference is given to substitution with halogens such as F, Cl, Br and I, hydroxy and methyl, ethyl, propyl, butyl, tert-butyl and vinyl to understand.

Preferably Component B is selected from the group comprising tetra-n-propoxyzirconium, tetra-i-propoxyzirconium, Tetra-n-butoxytitanium and tri-sec-butoxyaluminum.

The Component B may be present in an amount of 5-40 mol% based on the total amount of substance the components used to be present. Preferably, the Component C in an amount of 10-30 mol% based on the total amount of substance the components used.

Component C

In addition, the sol / gel may contain another optional organosilicon compound of the general formula (III): SiX ^b ₄ (II)

The substituents X ^b are hydrolyzable, may be the same or different and are selected from halogens, hydroxy and organic radicals having 1-22 C atoms, wherein the organic radicals are selected from the group consisting of alkoxy, aryloxy, acyloxy, alkylcarbonyl and alkoxycarbonyl. The alkyl, acyl and aryl radicals include the organic radicals described under component A.

The Halogens can selected are selected from F, Cl, Br or I, more preferably Cl and Br.

Preferably, X ^b includes alkoxy having 1 to 22 carbon atoms, aryloxy having 6 to 10 carbon atoms, acyloxy having 1 to 22 carbon atoms or alkylcarbonyl with 2 C-atoms. Particularly preferred is methoxy or ethoxy, especially methoxy.

Specific examples for Component C are tetraethylorthosilicate, tetramethylorthosilicate, Tetraisopropoxysilane, tetra-n-butoxysilane, tetraallyloxysilane, tetrabromosilane, Tetrachlorosilane, tetraiodosilane, tetrafluorosilane, tetrakis (methoxyethoxy) silane and tetrakis (methoxypropoxy) silane.

The Component C may be up to a maximum of 30 mol% based on the total amount of the components used be present. Preferably, the component C is in an amount up to a maximum of 15 mol% based on the total amount of the components used available.

Component D

To expand the organic network and thus better wetting of the substrate and to increase the carbon content, the infiltration material may additionally optionally contain at least one organic compound which is crosslinkable with at least one of the substituents R ¹ of component A. Component D preferably comprises monomers or oligomers having one or more (meth) acryloxy groups, particularly preferably (meth) acrylic acid.

The Component D may be up to a maximum of 20 mol% based on the total amount of the components used be present. Preferably, the component D is in an amount of 5-15 mol% based on the total amount of the components used.

Production of the infiltration material

The hydrolysis of the sol / gel-forming components can be carried out, for example, by adding water. Typical amounts of the water used for the hydrolysis are 0.5 to 1.5 mol per hydrolyzable group. In addition, a hydrolysis catalyst can be used. Preferably, an acidic catalyst or a mixture of different acidic catalysts is used. Examples of these are HCl, HNO ₃ , H ₂ SO ₄ , H ₃ PO ₄ and CH ₃ COOH and mixtures thereof.

The Processing properties of the sol / gel can be adjusted via solvents. By the dosage of the solvent can z. As the viscosity of the infiltration material and thus an infiltration be achieved in the finest pores. In addition, determines the amount on solvent the mass of infiltration material being ingested and thus the protective film thickness. For example, mono- or polyvalent solvents can be used Alcohols are used. Preference is given to using alcohols which have at least have four carbon atoms. Suitable solvents are z. As isopropanol, n-butanol, buthoxyethanol and glycol.

The solvent can be up to 80% by weight, based on the total weight of the sol / gel. Preferably, the solvent becomes in an amount of not more than 60% by weight, based on the total weight of the sol / gel used. The solvent can after or during be added to the hydrolysis.

In an embodiment In the present invention, the sol / gel comprises 60 to 80 mol% of the Component A and / or 10 to 30 mol% of component B and / or 0 to 15 mol% of component C and / or 5 to 15 mol% of the component D, wherein the mol% data on the total amount of the components used A-D refers. additionally may be an acid catalyst or a mixture of different acidic catalysts to be available.

Preferably the sol / gel is formed from component A and component B.

In an exemplary embodiment The infiltration material can be prepared by the following steps (1) mixing components B and D, (2) mixing the components A and C, (3) hydrolyzing the hydrolyzable groups of the components A and C and (4) addition of components B and D to A and C upon completion the hydrolysis. However, other orders are possible.

Infiltration, curing and pyrolysis of the infiltration material

In an embodiment The present invention provides a method for improving the oxidation resistance a prösen, carbonaceous substrate provided providing a porous, carbonaceous substrate, production of an infiltration material based on sol / gel technology, Infiltration of the substrate with the infiltration material, curing of the Infiltration material and pyrolysis of the infiltration material under inert conditions.

The Substrate may comprise a carbonaceous material, e.g. B. a Carbon / carbon composite or graphite-like Material. Special examples for carbonaceous friction materials are brake discs for aircraft or automobiles. In a preferred embodiment, the substrate is a brake disc made of carbon fiber reinforced carbon, the z. B. can be used in aviation.

The Infiltration material can be infiltrated directly into the substrate, being "infiltration" as a Intrusion of a liquid or gaseous Substance or mixture into the outer and inner surfaces of a body understand and also the use of multiphase systems such as dispersions may include. For the purposes of the present invention, the term "infiltrate" also includes terms such as "impregnating", "penetrating", "infiltrating" or "coating". The infiltration can z. B. by dipping, spinning, flooding, brushing or spraying done. According to one embodiment the substrate can be at atmospheric pressure be infiltrated with the infiltration material. After another embodiment may be the infiltration of the substrate with the infiltration material performed in a vacuum become.

To infiltration into the substrate, may be the infiltration material optionally thermally cured be, for. At 0-200 ° C, 50-150 ° C or 80-110 ° C. alternative or additionally the infiltrating material can also by irradiation, z. B. with UV light, infrared or the like are cured. Preferably takes place the curing under ambient atmosphere.

Under "pyrolysis" in the frame The present invention will be the partial or complete thermal decomposition a carbonaceous starting material with exclusion of oxygen understood, wherein the material is converted into a carbonaceous solid. For example, during pyrolysis, graphitic carbon or a carbide arise.

The Pyrolysis is carried out under inert gas atmosphere at temperatures between 500 ° C and 1500 ° C carried out, preferably between 700 ° C and 1000 ° C. By the appropriate choice or control of the pyrolysis temperature can the porosity, the strength and rigidity of the material as well as other properties be targeted. Preference is given to pyrolysis in one Nitrogen or inert gas atmosphere, z. B. an argon atmosphere, carried out. Usually Pyrolysis is at atmospheric pressure carried out. Optionally, however, higher inert gas pressures can be used. The pyrolysis can also be carried out under reduced pressure or in a vacuum.

embodiments

Example 1: 3-methacryloxypropyltrimethoxysilane Zirconium (IV) propoxide tetraethylorthosilicate (Meth) acrylic acid H ₂ O 0.1 mol of HNO ₃ (aq) component A B C D Block I - 32.8 g - 8.6 g - - Block II 111.8 g - 10.4 g - 11.6 g 2.1 g Block III - - - 2.9

To prepare block I, components B and D are mixed and then stirred. Block II is prepared by introducing the hydrolysis catalyst HNO ₃ in water and adding components A and C with stirring. Thereafter, block I is slowly added dropwise with ice cooling to block II. Then, to the resulting mixture, block III water is added slowly with stirring and under ice cooling, followed by stirring for 1 hour.

Pieces made of C / C long-fiber brake discs were infiltrated with the infiltration material prepared according to Example 1 at 0.1 mbar for 30 min. Likewise, further portions of the same disc were infiltrated with commercially available polysiloxane (PSL) and polycarbosilane precursors (PCS) under the same conditions. After crosslinking at 80-110 ° C in ambient atmosphere, all samples were pyrolyzed at 1000 ° C in an argon atmosphere. After cooling, these and untreated samples were subjected to the following oxidation test: All samples were weighed and then exposed to the ambient oxygen-containing atmosphere at 650 ° C for 15 hours. Thereafter, they were cooled to room temperature and weighed again. The percentage mass loss of the samples after 15 hours is in the 1 shown diagram. It can be clearly seen that the infiltration material according to the invention (Sol 1) under the test conditions provides a significantly higher oxidation protection than the commercially available systems. Example 2: 3-methacryloxypropyltrimethoxysilane Zirconium (IV) propoxide (Meth) acrylic acid H ₂ O 0.1M HCl (aq) n-butanol component A B D Block I - 24.6 g 6.5 g - - - Block II 130.4 g - - 12.2 g 2.1 g Block III - - - 2.3 g 180 g

to Preparation of Block I, components B and D are mixed and subsequently touched. block II is prepared by adding the hydrolysis catalyst HCl in water is submitted and the component A is added with stirring.

After that Block I is under ice cooling slowly added dropwise to Block II. Subsequently, the resulting Mix Block III water with stirring and with ice cooling slowly added and then stirred for 1 h. After completion of the hydrolysis, dilution was carried out with n-butanol.

Pieces off C / C long fiber brake discs (substrate material other than in example 1) were with the example according to 2 infiltrated infiltrated at 0.1 mbar for 30 min.

After crosslinking at 80-110 ° C in ambient atmosphere, the samples were pyrolyzed at 1000 ° C in argon atmosphere. After cooling, these and untreated samples were subjected to an oxidation test:
All samples were weighed and then exposed to the ambient oxygen-containing atmosphere at 650 ° C for 15 hours. Thereafter, they were cooled to room temperature and weighed again. The percentage mass loss of the samples after 15 hours is in the 2 shown diagram. It can be clearly seen that the infiltration material according to the invention (Sol 2) ensures a significantly lower loss of mass under the test conditions than occurs with untreated samples.

Furthermore showed C / C test brake discs treated with the infiltration material according to the invention not benefit from brake simulation tests treated brake discs. Under the test conditions these showed Brake discs at high energy inputs less oxidative attack on and showed in contrast to untreated discs no Fading effects. It turned out thus a constant coefficient of friction over the complete delay time one.

Claims (24)

A method of improving the oxidation resistance of a porous, carbonaceous substrate, comprising: a) providing a porous, carbonaceous substrate, b) preparing an infiltration material based on sol / gel technology, using the following component A to prepare the infiltration material: (A) at least one organosilicon compound of the general formula (I): R ¹ _(4-n) -Si-X ^a _n (I), wherein the substituents R ^{1 are the} same or different and comprise a non-hydrolyzable, organic radical having 1-22 C atoms, wherein the organic radical is selected from alkyl, alkenyl, alkynyl, aryl, arylalkyl, alkylaryl, arylalkenyl, alkenylaryl, arylalkynyl and alkynylaryl and the organic group having at least one (meth) acryloxy group, and the substituents X ^a _{n are} hydrolyzable and the same or different and are selected from halogens, hydroxy and organic groups having 1-22 C atoms, wherein the organic radicals are selected from the group comprising alkoxy, aryloxy, acyloxy, alkylcarbonyl and alkoxycarbonyl, and n is 2 or 3, c) infiltration of the substrate with the infiltration material, d) curing of the infiltration material, and e) pyrolysis of the infiltration material under inert Conditions. The method of claim 1, wherein substituent X ^a of component A is selected from the group comprising methoxy and ethoxy. A process according to claim 1 or 2, wherein a component A is used whose substituent R ^{1 is} 3- (meth) acryloxypropyl. The method of claim 1, wherein component A is selected from the group comprising (meth) acryloxypropyltrimethoxysilane, (meth) acryloxypropyltriethoxysilane, (Meth) acryloxypropyltriisopropoxysilane, (meth) acryloxypropyltris (methoxyethoxy) silane, (Meth) acryloxymethyltriethoxysilane, (meth) acryloxymethyltrimethoxysilane and (meth) acryloxypropenyltrimethoxysilane. Method according to one of the preceding claims, wherein for the preparation of the infiltration material in addition a component B is used which comprises at least one organometallic compound of the general formula (II) M (OR ² ) _y (II), wherein M represents a transition metal or an element of the boron or carbon group, the value of y corresponds to the valence of the metal, and the substituents R ^{2 are the} same or different and unsubstituted or substituted, straight-chain or branched alkyl radicals having 1 to 20 carbon atoms include. The method of claim 5, wherein the M of the component B selected is selected from the group comprising Al, Zr and Ti. The method of claim 5 or 6, wherein the component B selected is selected from the group tetra-n-propoxyzircon, tert-i-propoxyzircon, Tetra-n-butoxytitanium and tri-sec-butoxyaluminum. Method according to one of the preceding claims, wherein for the preparation of the infiltration material additionally a component C is used which comprises at least one organosilicon compound of the general formula (III) SiX ^b ₄ (III) wherein the substituents X ^{b are} hydrolyzable and are identical or different and are selected from halogens, hydroxy and organic radicals having 1-22 C atoms, wherein the organic radicals are selected from the group consisting of alkoxy, aryloxy, acyloxy, alkylcarbonyl and alkoxycarbonyl. The method of claim 8, wherein the substituents X ^{b of} the component C are selected from the group comprising methoxy and ethoxy. The method of claim 8, wherein the component C selected is selected from the group comprising tetraethylorthosilicate, tetramethylorthosilicate, Tetraisopropoxysilane, tetra-n-butoxysilane, tetraallyloxysilane, tetrabromosilane, Tetrachlorosilane, tetraiodosilane, tetrafluorosilane, tetrakis (methoxyethoxy) silane and tetrakis (methoxypropoxy) silane. Method according to one of the preceding claims, wherein for the preparation of the infiltration material additionally a component D is used, comprising at least one organic compound which is crosslinkable with at least one of the substituents R ¹ of component A. The method of claim 11, wherein the component D is selected from organic compounds, the monomers or Oligomers having at least one (meth) acryloxy group include. Method according to one of the preceding claims, wherein Component A in an amount of 50-90 mol% based on the total amount of substance the components used is selected. Method according to one of claims 5-13, wherein the component B in an amount of 5-40 mol% based on the total amount of the components used selected becomes. Method according to one of claims 8-14, wherein the component C in an amount up to a maximum of 30 mol% based on the total amount of substance the components used is selected. Method according to one of claims 11-15, wherein the component D in an amount of not more than 20 mol% based on the total amount of substance the components used is selected. Method according to one of the preceding claims, wherein the infiltration of the substrate with the infiltration material in the Vacuum performed becomes. Method according to one of the preceding claims, wherein the infiltration material is thermally cured at 0-200 ° C. Method according to one of the preceding claims, wherein the infiltration material is pyrolyzed at 500-1500 ° C. Method according to one of the preceding claims, wherein as the substrate, a carbonaceous friction material is used. Method according to one of the preceding claims, wherein the substrate consists of a carbon fiber reinforced carbon disk selected becomes. A process for preparing an infiltrating material comprising the steps of: a) mixing components B and D, b) mixing components A and C, c) hydrolyzing the hydrolyzable groups of components A and C, and d) adding components B and D to A and C after completion of the hydrolysis, the components being selected as follows: (A) at least one organosilicon compound of the general formula (I): R ¹ _(4-n) -Si-X ^a _n (I), wherein the substituents R ^{1 are the} same or different and comprise a non-hydrolyzable, organic radical having 1-22 C atoms, wherein the organic radical is selected from alkyl, alkenyl, alkynyl, aryl, arylalkyl, alkylaryl, arylalkenyl, alkenylaryl, arylalkynyl and alkynylaryl and the organic group having at least one (meth) acryloxy group, and the substituents X ^a _{n are} hydrolyzable and the same or different and are selected from halogens, hydroxy and organic groups having 1-22 C atoms, wherein the organic radicals are selected from the group consisting of alkoxy, aryloxy, acyloxy, alkylcarbonyl and alkoxycarbonyl, and n is 2 or 3; (B) at least one organometallic compound of the general formula (II): M (OR ² ) _y (II), wherein M represents a transition metal or an element of the boron or carbon group, the value of y corresponds to the valency of the metal, and the substituents R ^{2 are the} same or different and include unsubstituted or substituted straight or branched chain alkyl radicals having from 1 to 20 carbon atoms; (C) at least one organosilicon compound of the general formula (III) SiX ^b ₄ (III) wherein the substituents X ^{b are} hydrolyzable and the same or different and are selected from halogens, hydroxy and organic radicals having 1-22 C atoms, wherein the organic radicals are selected from the group comprising alkoxy, aryloxy, acyloxy, alkylcarbonyl and alkoxycarbonyl; and (D) at least one organic compound which is crosslinkable with at least one of the substituents R ¹ of component A. The oxidation-resistant A substrate prepared according to any one of the methods of claims 1-21. The oxidation-resistant The substrate of claim 23, wherein the substrate is a brake disk made of carbon fiber reinforced Carbon is.