EP0964840A1 - Nouveaux polymeres carbodi-imide pour matieres c/n et b/c/n - Google Patents

Nouveaux polymeres carbodi-imide pour matieres c/n et b/c/n

Info

Publication number
EP0964840A1
EP0964840A1 EP98906911A EP98906911A EP0964840A1 EP 0964840 A1 EP0964840 A1 EP 0964840A1 EP 98906911 A EP98906911 A EP 98906911A EP 98906911 A EP98906911 A EP 98906911A EP 0964840 A1 EP0964840 A1 EP 0964840A1
Authority
EP
European Patent Office
Prior art keywords
polymers
materials
mmol
precursors
mbar
Prior art date
Legal status (The legal status 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 status listed.)
Withdrawn
Application number
EP98906911A
Other languages
German (de)
English (en)
Inventor
Ralf Riedel
Edwin Kroke
Axel Greiner
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
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 Bayer AG filed Critical Bayer AG
Publication of EP0964840A1 publication Critical patent/EP0964840A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B35/00—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
    • C04B35/515—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products based on non-oxide ceramics
    • C04B35/58—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products based on non-oxide ceramics based on borides, nitrides, i.e. nitrides, oxynitrides, carbonitrides or oxycarbonitrides or silicides
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B21/00—Nitrogen; Compounds thereof
    • C01B21/06—Binary compounds of nitrogen with metals, with silicon, or with boron, or with carbon, i.e. nitrides; Compounds of nitrogen with more than one metal, silicon or boron
    • C01B21/0605—Binary compounds of nitrogen with carbon
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B21/00—Nitrogen; Compounds thereof
    • C01B21/06—Binary compounds of nitrogen with metals, with silicon, or with boron, or with carbon, i.e. nitrides; Compounds of nitrogen with more than one metal, silicon or boron
    • C01B21/064—Binary compounds of nitrogen with metals, with silicon, or with boron, or with carbon, i.e. nitrides; Compounds of nitrogen with more than one metal, silicon or boron with boron
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B35/00—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
    • C04B35/515—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products based on non-oxide ceramics
    • C04B35/58—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products based on non-oxide ceramics based on borides, nitrides, i.e. nitrides, oxynitrides, carbonitrides or oxycarbonitrides or silicides
    • C04B35/583—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products based on non-oxide ceramics based on borides, nitrides, i.e. nitrides, oxynitrides, carbonitrides or oxycarbonitrides or silicides based on boron nitride
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B35/00—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
    • C04B35/622—Forming processes; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
    • C04B35/64—Burning or sintering processes
    • C04B35/645—Pressure sintering
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G79/00—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G79/00—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule
    • C08G79/08—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule a linkage containing boron
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G79/00—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule
    • C08G79/12—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule a linkage containing tin

Definitions

  • DE-OS 44 30 817 discloses polymeric ceramic precursors which are accessible by reacting bis (trialkylsilyl) carbodiimide with halides of groups IIIA, IVA and VA of the periodic table. In particular there is the implementation of
  • Thermolysis boron carbon nitrides can be obtained.
  • silyl, germyl or stannylcarbodiimides of the type R 3 E-NCN-ER 3 are used, where R is an alkyl or aryl group, in particular a methyl, ethyl -, propyl, isopropyl,
  • the carbodiimides are reacted with halotriazines. These can be cyanuric halides
  • X can be fluorine, chlorine, bromine or iodine and R represents hydrogen atoms or alkyl or aryl radicals, in particular H, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl -, Hexyl, octyl, cyclohexyl, phenyl or benzyl groups.
  • the formation of the polymers according to the invention is catalyzed by the addition of a base.
  • Pyridine is preferably added as a catalyst in amounts of 0 to 2 equivalents, preferably 0.1 to 2 equivalents, based on the molar amount of cyanuric halide or borazine halide.
  • the production of the C / N and B / C / N polymers according to the invention can be carried out both solvent-free and in anhydrous inert solvents, for example THF, diethyl ether or toluene.
  • the reaction time for a given solvent and a given starting material combination depends on the amount of base added and the reaction temperature. As a rule, the reaction times are from 1 to 240 hours, preferably from 1 to 96 hours, the reaction temperatures from 20 to 180 ° C., preferably from 20 to 110 ° C.
  • the C / N and B / C / N polymers according to the invention are usually obtained as powders and, after their production, can be subjected to drying, in which readily volatile reaction products, catalyst and, if appropriate, solvents are removed. This is preferably done under reduced pressure, at temperatures of
  • End group-free products can be obtained by calcining in a vacuum or in an N 2 or inert gas atmosphere (eg argon, helium) at temperatures up to 450 ° C. Pyrolysis or high pressure presses at pressures of up to 20 Gpa in N 2 , Ar or He atmosphere can be used to produce hard materials or (functional) ceramics from the polymers according to the invention.
  • the polymers are converted into three-dimensionally cross-linked hard material phases, similar to diamond production in high-pressure presses or by shock wave compression at pressures ⁇ 10 kbar and temperatures ⁇ 200 ° C.
  • the areas of application of the new materials are where today hard metals, ceramics such as c-BN or SiC and diamond are used as abrasives or for cutting, drilling and milling applications (ie for machining processes).
  • Carbon nitride polymer made from cyanuric fluoride and bistrimethylsilydcarbodiimide
  • STA simultaneous thermal analysis
  • Carbon nitride polymer made from cyanuric fluoride and bistrimethylsilvdarbodiimide
  • Carbon nitride polymer made from cyanuric fluoride and bistrimethylsilvdcarbodiimide (without solvent)
  • the product consisted of a brown fine-grain powder.
  • Carbon nitride polymer made from cyanuric chloride and bistrimethylsilylcarbodiimide (without solvent and without catalyst
  • B / C / N polymer made from borazine trichloride and bistrimethylsilvdcarbodiimide

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Ceramic Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Medicinal Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials Engineering (AREA)
  • Structural Engineering (AREA)
  • Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
  • Silicon Polymers (AREA)

Abstract

L'invention concerne de nouveaux polymères C/N et B/C/N pouvant être obtenus par réaction de carbodi-imides R3E-NCN-ER3 (R = alkyle, aryle; E = Si, Ge, SN) avec de l'halogénure de triazines et leur utilisation pour produire des matières C/N et B/C/N.
EP98906911A 1997-02-17 1998-02-04 Nouveaux polymeres carbodi-imide pour matieres c/n et b/c/n Withdrawn EP0964840A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19706028A DE19706028C1 (de) 1997-02-17 1997-02-17 Neue Carbodiimid-Polymere als Vorstufen für C/N- und B/C/N-Werkstoffe
DE19706028 1997-02-17
PCT/EP1998/000584 WO1998035921A1 (fr) 1997-02-17 1998-02-04 Nouveaux polymeres carbodi-imide pour matieres c/n et b/c/n

Publications (1)

Publication Number Publication Date
EP0964840A1 true EP0964840A1 (fr) 1999-12-22

Family

ID=7820487

Family Applications (1)

Application Number Title Priority Date Filing Date
EP98906911A Withdrawn EP0964840A1 (fr) 1997-02-17 1998-02-04 Nouveaux polymeres carbodi-imide pour matieres c/n et b/c/n

Country Status (6)

Country Link
US (1) US6127510A (fr)
EP (1) EP0964840A1 (fr)
JP (1) JP2001511829A (fr)
AU (1) AU6294698A (fr)
DE (1) DE19706028C1 (fr)
WO (1) WO1998035921A1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102009005095A1 (de) 2009-01-19 2010-07-22 MAX-PLANCK-Gesellschaft zur Förderung der Wissenschaften e.V. Verfahren zur Herstellung von Carbonitriden über Polykondensations- bzw. Sol-Gel-Verfahren unter Verwendung Wasserstoff-freier Isocyanate
DE102009034090A1 (de) * 2009-07-21 2011-01-27 MAX-PLANCK-Gesellschaft zur Förderung der Wissenschaften e.V. Verfahren zur Darstellung anorganischer Harze auf der Basis wasserstofffreier, polymerer Isocyanate zur Darstellung nitridischer, carbidischer und carbonitridischer Netzwerke und deren Verwendung als Schutzüberzüge

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4581468A (en) * 1985-05-13 1986-04-08 Ultrasystems, Inc. Boron nitride preceramic polymers
DE3834325A1 (de) * 1988-10-08 1990-04-12 Bayer Ag Sic-pulver, verfahren zu seiner herstellung sowie dessen verwendung sowie entsprechende sic-sinterkoerper
DE3840773A1 (de) * 1988-12-03 1990-06-07 Hoechst Ag Sinterfaehiges keramikpulver, verfahren zu seiner herstellung, daraus hergestellte siliziumnitridkeramik, verfahren zu deren herstellung sowie deren verwendung
DE3909978A1 (de) * 1989-03-25 1990-09-27 Hoechst Ag Sinterfaehiges keramikpulver, verfahren zu seiner herstellung, daraus hergestellte siliziumnitridkeramik, verfahren zu deren herstellung sowie deren verwendung
FR2674846A1 (fr) * 1991-04-05 1992-10-09 Atochem Procede de preparation de ceramiques monolithiques non oxydes a partir de precurseurs organometalliques.
DE4430817C2 (de) * 1994-08-30 1997-02-13 Max Planck Gesellschaft Herstellung keramischer Materialien durch Pyrolyse von hochvernetzten polymeren Carbodiimiden als Keramikvorstufe sowie Keramikvorstufe
DE19634799A1 (de) * 1996-08-29 1998-03-05 Bayer Ag SiCN-Gele als Vorstufen zu nichtoxidischen Silicium-Keramiken

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9835921A1 *

Also Published As

Publication number Publication date
WO1998035921A1 (fr) 1998-08-20
JP2001511829A (ja) 2001-08-14
US6127510A (en) 2000-10-03
AU6294698A (en) 1998-09-08
DE19706028C1 (de) 1998-07-02

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