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WO2025193509A1 - Pièce comprenant une composition de polyimide - Google Patents

Pièce comprenant une composition de polyimide

Info

Publication number
WO2025193509A1
WO2025193509A1 PCT/US2025/018699 US2025018699W WO2025193509A1 WO 2025193509 A1 WO2025193509 A1 WO 2025193509A1 US 2025018699 W US2025018699 W US 2025018699W WO 2025193509 A1 WO2025193509 A1 WO 2025193509A1
Authority
WO
WIPO (PCT)
Prior art keywords
part according
polyimide
pmda
mpd
oda
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.)
Pending
Application number
PCT/US2025/018699
Other languages
English (en)
Inventor
Hau-Nan LEE
Yasuaki MASHIMO
Yuichi MARUYAMU
Ruth JACKOWIAK
Peter Fox
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.)
DuPont Specialty Products Operations SARL
Ddp Specialty Products Japan KK
DuPont Specialty Products USA LLC
Original Assignee
DuPont Specialty Products Operations SARL
Ddp Specialty Products Japan KK
DuPont Specialty Products USA LLC
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 DuPont Specialty Products Operations SARL, Ddp Specialty Products Japan KK, DuPont Specialty Products USA LLC filed Critical DuPont Specialty Products Operations SARL
Publication of WO2025193509A1 publication Critical patent/WO2025193509A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
    • F16C—SHAFTS; FLEXIBLE SHAFTS; ELEMENTS OR CRANKSHAFT MECHANISMS; ROTARY BODIES OTHER THAN GEARING ELEMENTS; BEARINGS
    • F16C33/00—Parts of bearings; Special methods for making bearings or parts thereof
    • F16C33/02—Parts of sliding-contact bearings
    • F16C33/04—Brasses; Bushes; Linings
    • F16C33/20—Sliding surface consisting mainly of plastics
    • F16C33/201—Composition of the plastic
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
    • F16C—SHAFTS; FLEXIBLE SHAFTS; ELEMENTS OR CRANKSHAFT MECHANISMS; ROTARY BODIES OTHER THAN GEARING ELEMENTS; BEARINGS
    • F16C2202/00—Solid materials defined by their properties
    • F16C2202/02—Mechanical properties
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
    • F16C—SHAFTS; FLEXIBLE SHAFTS; ELEMENTS OR CRANKSHAFT MECHANISMS; ROTARY BODIES OTHER THAN GEARING ELEMENTS; BEARINGS
    • F16C2202/00—Solid materials defined by their properties
    • F16C2202/50—Lubricating properties
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
    • F16C—SHAFTS; FLEXIBLE SHAFTS; ELEMENTS OR CRANKSHAFT MECHANISMS; ROTARY BODIES OTHER THAN GEARING ELEMENTS; BEARINGS
    • F16C2202/00—Solid materials defined by their properties
    • F16C2202/50—Lubricating properties
    • F16C2202/52—Graphite
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
    • F16C—SHAFTS; FLEXIBLE SHAFTS; ELEMENTS OR CRANKSHAFT MECHANISMS; ROTARY BODIES OTHER THAN GEARING ELEMENTS; BEARINGS
    • F16C2208/00—Plastics; Synthetic resins, e.g. rubbers
    • F16C2208/02—Plastics; Synthetic resins, e.g. rubbers comprising fillers, fibres
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
    • F16C—SHAFTS; FLEXIBLE SHAFTS; ELEMENTS OR CRANKSHAFT MECHANISMS; ROTARY BODIES OTHER THAN GEARING ELEMENTS; BEARINGS
    • F16C2208/00—Plastics; Synthetic resins, e.g. rubbers
    • F16C2208/20—Thermoplastic resins
    • F16C2208/40—Imides, e.g. polyimide [PI], polyetherimide [PEI]

Definitions

  • the present invention relates, generally, to a part comprising a polyimide composition, comprising a polyimide polymer and a sheet silicate.
  • ODA 4,4’-oxydianaline
  • PMDA pyromellitic dianhydride
  • PPD p-phenylene diamine
  • MPD m-phenylenediamine
  • BPDA biphenyl tetracarboxylic acid dianhydride
  • the present invention provides lightweight polymeric materials and solid lubricant packages which have improved wear/friction properties and are more reliable under high pressure, high velocity, and poor lubricating conditions.
  • BPDA biphenyl tetracarboxylic acid dianhydride
  • PMDA pyromellitic dianhydride
  • PPD p-phenylene diamine
  • ODA 4, 4’- oxydianaline
  • MPD means m-phenylenediamine
  • ‘PPD” means or p-phenylene diamine.
  • a polyimide composition comprising: a. 50 to 99% (w/w) of a polyimide polymer; b. 1 to 50% (w/w) of a sheet silicate, wherein the polyimide composition has an onset glass transition temperature (Tg) greater than 370 degrees Celsius, alternatively greater than 400 degrees Celsius.
  • Tg onset glass transition temperature
  • the polyimide polymer is derived from the reaction product of one or more monomers comprising anhydride functionality and one or more polyamine monomers.
  • the anhydride monomer comprises anhydride functionality.
  • the anhydride monomer comprises BPDA, PMDA, or a combination of BPDA and PMDA.
  • the polyamine monomer has 2 or more amine groups in the monomer.
  • the polyamine monomer comprises ODA, PPD, MPD, or a combination of two or more of ODA, PPD, and MPD.
  • the polyimide polymer is derived from an anhydride monomer (A) comprising pyromellitic dianhydride (PMDA), or a combination of PMDA and biphenyl tetracarboxylic acid dianhydride (BPDA), and an amine monomer (B) comprising 4,4’- oxydianaline (ODA), p-phenylene diamine (PPD), m-phenylenediamine (MPD), or a combination of two or more of 4,4’-oxydianaline (ODA), p-phenylene diamine (PPD), and m- phenylenediamine (MPD), alternatively the polyimide polymer is derived from PMDA, BPDA, and MPD monomers, alternatively the polyimide polymer is derived from PMDA and ODA monomers, alternatively the polyimide polymer is derived from PMDA, BPDA and PPD monomers, alternatively the polyimide polymer is derived from PMDA, BPDA and PPD monomers,
  • the ratio of anhydride monomer to polyamine monomer can vary. One skilled in the art would know how to select a ratio of anhydride and polyamine monomer considering the amount of amine groups in the polyamine monomer and the number of anhydride groups in the anhydride monomer.
  • the polyimide composition comprises from 50 to 99% of a sheet silicate, wherein the sheet silicate is selected from the group consisting of mica, kaolinite, magnesium silicate, clay, and a mixture of mica and clay.
  • the polyimide composition comprises from 50% to 99% (w/w), alternatively 60% to 99% (w/w), alternatively from 75% to 99% (w/w), alternatively from 80% to 99% (w/w), based on the weight of the polyimide composition, or polyimide polymer.
  • the polyimide polymer can be made by methods known in the art. Polyimide polymers according to the invention are available commercially and can be purchased.
  • the polyimide composition comprises from 1 to 50% (w/w), alternatively from 1 to 40% (w/w), alternatively 1 to 25% (w/w), alternatively 1 to 20% (w/w), based on the weight of the polyimide composition, of a sheet silicate.
  • the sheet silicate is selected from the group consisting of mica, kaolinite, magnesium silicate, clay, and a mixture of mica and clay.
  • a sheet silicate, or phyllosilicate is.
  • the structure of sheet silicates is tetrahedra with silicon bonded to four oxygen atoms, where the tetrahedron all share three oxygen atoms with other tetrahedron which link to form two-dimensional sheets.
  • the sheet silicates according to the invention are available commercially and can be purchased.
  • the polyimide composition further comprises 0.1% to 15% (w/w), alternatively from 0.1% to 5% (w/w), based on the weight of the polyimide composition, of graphite.
  • the polyimide composition has an onset glass transition temperature (Tg) greater than 370 degrees Celsius, alternatively greater than 400 degrees Celsius.
  • Tg onset glass transition temperature
  • the onset glass transition temperature is determined according to Dynamic mechanical analysis (DMA) using the onset of E7G’.
  • DMA Dynamic mechanical analysis
  • ASTM D 7028 - 07 may be used.
  • One skilled in the art would be familiar with determining onset glass transition temperature using DMA.
  • the polyimide composition has a pressure velocity limit of greater than 30 MPa m/s.
  • the pressure velocity may be determined by methods known in the art. For example, the pressure velocity may be determined using a block on ring test method described in the examples.
  • the polyimide composition has an Izod impact resilience of greater than 200 J/m, alternatively greater than 90%, after 100 hrs of immersion in oil at 150 degrees C. One skilled in the art would understand how to measure the impact resilience. The impact resilience may be measured according to ASTM D256.
  • the polyimide composition has a dry PV limit of greater than 24 MPa-m/s.
  • dry PV limit may be measured according to the method described in the examples.
  • the polyimide composition has a lubricated PV limit of greater than 45 MPa m/s.
  • the lubricated PV limit may be measured according to the method described in the examples.
  • the polyimide composition has coefficient of friction of less than 0.17.
  • coefficient of friction may be measure according to the method taught in the Examples.
  • the polyimide polymer has a tensile elongation greater than 3.5%.
  • tensile elongation may be measured according to the process described in the Examples.
  • the polyimide composition can be made according to methods known in the art.
  • the polyimide composition can be dry or wet blended.
  • One skilled in the art would know how to make the polyimide composition comprising the polyimide polymer and the sheet silicate.
  • the polyimide composition further comprises an additive, filler or solid lubricant.
  • additives include, but are not limited to, reinforcing fibers, pigments, colorants, flame retardants,
  • fillers include silica, alumina, wollastonite, sericite, magnesium carbonate, magnesium sulfate, glass beads, glass fiber, carbon fiber, alumina fiber, potassium titanate whisker, aluminum borate whisker, magnesium-based whisker, silicon- based whisker, acrylic fiber, poly(benzimidazole) fiber, and wholly aromatic polyimide fiber, more preferably at least one selected from the group consisting of silica, alumina, wollastonite, talc, sericite, magnesium carbonate, magnesium sulfate, glass beads, glass fiber, carbon fiber, and alumina fiber, further preferably at least one selected from the group consisting of talc, glass fiber, carbon fiber, and still further preferably at least one selected from the group consisting of talc, glass fiber, and carbon fiber.
  • solid lubricants include, but are not limited to, molybdenum disulfide, boron nitride, PTFE and tungsten dis
  • the content of the filler in the polyimide resin composition is preferably from 0.1 to 70 mass %, more preferably from 1 to 50 mass %, and further preferably from 2 to 30 mass %, in the polyimide composition.
  • the part according to the invention comprises the polyimide composition.
  • the meaning of the phrase “comprises the polyimide composition” includes, but is not limited to, that the part is formed, made, or converted into the part from the polyimide composition.
  • the part can be made by methods known in the art.
  • the polyimide composition may be converted into the part from the polyimide composition direct forming at a pressure of 100,000 psi (689 MPa) at room temperature followed by sintering for three hours at 400°C under nitrogen at atmospheric pressure. After cooling to room temperature, the parts may be machined to final dimensions.
  • the part is a thrust washer, bushing, or seal ring, although other parts are contemplated.
  • a part comprising: a. polyimide composition, comprising: i. 50 to 99% (w/w) of a polyimide polymer; ii. 1 to 50% of a sheet silicate, wherein the polyimide composition has an onset glass transition temperature (Tg) greater than 370 degrees Celsius, alternatively greater than 400 degrees Celsius.
  • Tg onset glass transition temperature
  • Aspect 2 The part according to aspect 1 , wherein the sheet silicate is selected from the group consisting of mica, kaolinite, magnesium silicate, clay, and a mixture of mica and clay.
  • Aspect 3 The part according to any one of the preceding aspects wherein the part is a thrust washer, bushing, or seal ring.
  • Aspect 4 The part according to any one of the preceding aspects wherein the polyimide composition has a pressure velocity limit of greater than 30 MPa m/s, using a block on ring test method.
  • Aspect 5 The part according to any one of the preceding aspects, wherein the polyimide composition has coefficient of friction of less than 0.17.
  • Aspect 7 The part according to any one of the preceding aspect, wherein the polyimide composition further comprises 0.1% to 15% (w/w) graphite.
  • Aspect 8 The part according to any one of the preceding aspects, wherein the sheet silicate is clay.
  • Aspect 9 The part according to aspect 8, wherein the clay is kaolinite.
  • Aspect 10 The part according to any one of the preceding aspects, wherein the sheet silicate is talc.
  • Aspect 11 The part according to any one of the preceding aspects, wherein the polyimide polymer is the reaction product of (A) at least one anhydride monomers and (B) at least one amine monomer.
  • anhydride monomer (A) comprises pyromellitic dianhydride (PMDA), or a combination of PMDA and biphenyl tetracarboxylic acid dianhydride (BPDA),
  • the amine monomer (B) comprises 4,4’- oxydianaline (ODA), p-phenylene diamine (PPD), m-phenylenediamine (MPD), or a combination of two or more of 4,4’-oxydianaline (ODA), p-phenylene diamine (PPD), and m- phenylenediamine (MPD).
  • Aspect 13 The part according to aspect 11 , wherein the anhydride monomer (A) is pyromellitic dianhydride (PMDA), and the amine monomer (B) is 4,4’-oxydianaline (ODA).
  • PMDA pyromellitic dianhydride
  • ODA 4,4’-oxydianaline
  • Aspect 14 The part according to aspect 11 , wherein the anhydride monomer (A) comprises PMDA and biphenyl tetracarboxylic acid dianhydride (BPDA) and the amine monomer (B) comprises m-phenylenediamine (MPD) or p-phenylene diamine (PPD).
  • BPDA biphenyl tetracarboxylic acid dianhydride
  • B amine monomer
  • MPD m-phenylenediamine
  • PPD p-phenylene diamine
  • Aspect 15 The part according to aspect 11 , wherein the amine monomer (b) comprises MPD and PPD.
  • Aspect 16 The part according to any one of the preceding aspects, wherein the polyimide composition comprises 0.1 to 15% (w/w) of the sheet silicate.
  • Aspect 19 The part according to any one of the preceding aspects, wherein the polyimide polymer has a tensile elongation greater than 3.5%.
  • Aspect 20 The part according to any one of the preceding aspects, wherein the polyimide composition has an Izod impact resilience of greater than 200 J/m, alternatively greater than 90%, after 100 hrs of immersion in oil at 150 degrees C.
  • Aspect 21 The part according to any one of the preceding aspects, wherein the polyimide composition has a dry PV limit of greater than 24 MPa-m/s.
  • Aspect 22 The part according to any one of the preceding aspects, wherein the polyimide composition has a lubricated PV limit of greater than 45 MPa m/s.
  • the present invention provides lightweight polymeric materials and solid lubricant packages which have improved wear/friction properties and are more reliable under high pressure, high velocity, and poor lubricating conditions.
  • polyimide resins were prepared from pyromellitic dianhydride (PMDA) and 4,4'-oxydianiline (ODA), or PMDA/BPDA/MPD according to the procedures of U.S. Pat. No. 4360626.
  • additives were incorporated into the polyimide by either dry blending or reactor blending method.
  • Additives used in the examples are:
  • Natural Mica (Hydrated Kaolinitic Muscovite Mica. This mica contains 20-60% Muscovite Mica and 20-80% Kaolinite.
  • the resulting filled polyimide resin powder from either dry blending or reactor blending process was converted into test specimens by direct forming (DF) at a pressure of 30,000 to 100,000 psi at room temperature.
  • the resulting parts were sintered for 8 hours to 150 hours at a temperature up to 420°C under nitrogen at atmospheric pressure. After cooling to room temperature, the parts were machined to final dimensions of test specimens for tensile and tribological tests.
  • Dry wear and friction tests were performed using a Falex Block on Ring Wear and Friction Tester. The equipment is described in ASTM Test method D2714. After weighing, the dry polyimide block was mounted against the rotating metal ring and loaded against it with the selected test pressure. The rings were SAE 4620 steel, 6-12 RMS. A new ring was used for each test. Test time was 24 hours, except when friction and wear were high so that the test was terminated early. The friction force was recorded continuously, and the average friction of coefficient was reported. At the end of the test time, the block weighed to determine the wear by volume loss.
  • Dry PV (pressure x velocity) limit tests were performed using the same Falex Block on Ring Wear and Friction Tester. In each PV limit test, the pressure was started at 160 psi and the velocity was started at 868 rpm. At intervals of 20 minutes, the PV was increased in increments by increasing the velocity to a maximum of 2237 rpm, after which the load pressure was increased until failure, which was defined as the rapid and uncontrollable rise in friction and temperature.
  • Lubricated PV (pressure x velocity) limit tests were performed using the EFM-3- 1010-ADX-S Friction and Wear Tester from A&D Company, Limited.
  • the metal counter surface is SCM420 steel with surface roughness of 0.4 urn.
  • the testing temperature was set at 80°C.
  • a Dexron 6 transition oil was used as oil lubricant. Samples were machined to pins with 10 mm in diameter and 2.5 mm in thickness. The oil flow was set at 75 ml/min. The velocity was set at 27.5 m/s. At intervals of 165 minutes, the pressure was increased in increments until failure, which was defined as the rapid and uncontrollable rise in friction and temperature.
  • the onset glass transition temperature (Tg) for the compositions in examples 1 to 17 is higher than the decomposition temperature of the polymer (400°C).
  • the glass transition temperature for the compositions in comparative examples 18 and 19 is 290°C to 305°C, determined by dynamic mechanical analysis.
  • Example 4 Particles of a polyimide were first made from pyromellitic dianhydride (PMDA) and 4,4'-oxydianiline (ODA), according to the procedures of U.S. Pat. No. 4360626. Then, 1 % (w/w) of kaolinite and 0.1 % (w/w) of PTFE were dry blended with the particles of polyimide using a Waring blender at 22,000 rpm for 5 min. Testing parts were made for tensile elongation, and dry PV limit, wear and friction tests. The results are summarized in Table 4.
  • PMDA pyromellitic dianhydride
  • ODA 4,4'-oxydianiline
  • Example 5 Particles of a polyimide were first made from pyromellitic dianhydride (PMDA) and 4,4'-oxydianiline (ODA), according to the procedures of U.S. Pat. No. 4360626. Then, 3.5 % (w/w) of kaolinite and 0.1 % (w/w) of PTFE were dry blended with the particles of polyimide using a Waring blender at 22,000 rpm for 5 min. Testing parts were made for tensile elongation, and dry PV limit, wear and friction tests. The results are summarized in Table 4.
  • PMDA pyromellitic dianhydride
  • ODA 4,4'-oxydianiline
  • Example 7 Particles of a polyimide were first made from pyromellitic dianhydride (PMDA) and 4,4'-oxydianiline (ODA), according to the procedures of U.S. Pat. No. 4360626. Then, 3.5 % (w/w) of natural mica and 0.1 % (w/w) of PTFE were dry blended with the particles of polyimide using a Waring blender at 22,000 rpm for 5 min. Testing parts were made for tensile elongation, and dry PV limit, wear and friction tests. The results are summarized in Table 4.
  • PMDA pyromellitic dianhydride
  • ODA 4,4'-oxydianiline
  • Example 8 Particles of a polyimide with 5.5 % (w/w) mica were made from pyromellitic dianhydride (PMDA), 4,4'-oxydianiline (ODA) and natural mica, according to the procedures of U.S. Pat. No. 4360626. Testing parts were made for tensile elongation, and dry PV limit, wear and friction tests. The results are summarized in Table 4.
  • Example 9 Particles of a polyimide were first made from pyromellitic dianhydride (PMDA) and 4,4'-oxydianiline (ODA), according to the procedures of U.S. Pat. No. 4360626. Then, 2.5 % (w/w) of synthetic mica and 0.2 % (w/w) of PTFE were dry blended with the particles of polyimide using a Waring blender at 22,000 rpm for 5 min. Testing parts were made for tensile elongation, and dry PV limit, wear and friction tests. The results are summarized in Table 4.
  • PMDA pyromellitic dianhydride
  • ODA 4,4'-oxydianiline
  • Example 10 Particles of a polyimide were first made from pyromellitic dianhydride (PMDA) and 4,4'-oxydianiline (ODA), according to the procedures of U.S. Pat. No. 4360626. Then, 2 % (w/w) of natural mica and 0.1 % (w/w) of PTFE were dry blended with the particles of polyimide using a Waring blender at 22,000 rpm for 5 min. Testing parts were made for tensile elongation, and dry PV limit, wear/friction tests, and lubricated PV limit tests. The results are summarized in Tables 4 and 5.
  • Example 11 Particles of a polyimide with 15 % (w/w) graphite were first made from pyromellitic dianhydride (PMDA), 4,4'-oxydianiline (ODA), and graphite according to the procedures of U.S. Pat. No. 4360626. Then, 2 % (w/w) of natural mica and 0.1 % (w/w) of PTFE were dry blended with the particles of polyimide using a Waring blender at 22,000 rpm for 5 min. Testing parts were made for tensile elongation, and dry PV limit, wear/friction tests, and lubricated PV limit tests. The results are summarized in Tables 4 and 5.
  • Example 12 Particles of a polyimide with 15 % (w/w) graphite were first made from pyromellitic dianhydride (PMDA), 4,4'-oxydianiline (ODA), and graphite according to the procedures of U.S. Pat. No. 4360626. Then, 3 % (w/w) of natural mica and 0.1 % (w/w) of PTFE were dry blended with the particles of polyimide using a Waring blender at 22,000 rpm for 5 min. Testing parts were made for tensile elongation, and dry PV limit, wear/friction tests, and lubricated PV limit tests. The results are summarized in Tables 4 and 5. [0061] Example 13.
  • Particles of a polyimide with 5.5 % (w/w) natural mica were first made from pyromellitic dianhydride (PMDA), 4,4'-oxydianiline (ODA) and natural mica, according to the procedures of U.S. Pat. No. 4360626. Then, 0.2 % (w/w) of PTFE was dry blended with the particles of polyimide. Testing parts were made for tensile elongation, and dry PV limit, wear and friction tests. The results are summarized in Table 4.
  • Example 14 Particles of a polyimide with 2.5 % (w/w) natural mica were first made from pyromellitic dianhydride (PMDA), 4,4 -oxydianiline (ODA) and natural mica, according to the procedures of U.S. Pat. No. 4360626. Then, 0.2 % (w/w) of PTFE was dry blended with the particles of polyimide. Testing parts were made for tensile elongation, and dry PV limit, wear and friction tests. The results are summarized in Table 4.
  • Example 15 Particles of a polyimide with 2.5 % (w/w) natural mica and 10.5% graphite were first made from pyromellitic dianhydride (PMDA), 4,4'-oxydianiline (ODA), natural mica, and graphite according to the procedures of U.S. Pat. No. 4360626. Then, 0.2 % (w/w) of PTFE was dry blended with the particles of polyimide. Testing parts were made for tensile elongation, and dry PV limit, wear and friction tests. The results are summarized in Table 4.
  • Comparative Example 16 Particles of a polyimide with 15 % (w/w) graphite were made from pyromellitic dianhydride (PMDA), 4,4 -oxydianiline (ODA) and graphite, according to the procedures of U.S. Pat. No. 4360626. Testing parts were made for tensile elongation, and dry PV limit, wear/friction tests, and lubricated PV limit tests. The results are summarized in Tables 4 and 5.
  • Comparative Example 18 Particles of a polyimide made from BPDA, PPD & MPD (1 :1 molar ratio BPDA to combined PPD and MPD; and 70/30 % (w/w) ratio of PPD/MPD) were prepared according to the method described in U.S. Pat. No. 5,886,129. Then, 1 % (w/w) of natural mica, 9 % (w/w) of graphite and 0.1 % (w/w) of PTFE were dry blended with the particles of polyimide using a Waring blender at 22,000 rpm for 5 min. Testing parts were made for tensile elongation, and dry PV limit, wear and friction tests. The results are summarized in Table 4.

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  • Engineering & Computer Science (AREA)
  • General Engineering & Computer Science (AREA)
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  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention concerne une pièce, comprenant une composition de polyimide, comprenant : 50 à 99 % (p/p) d'un polymère de polyimide ; 1 à 50 % d'un silicate en feuille ; la composition de polyimide ayant une température de transition vitreuse (Tg) de début de dégradation supérieure à 370 degrés Celsius, en variante supérieure à 400 degrés Celsius.
PCT/US2025/018699 2024-03-12 2025-03-06 Pièce comprenant une composition de polyimide Pending WO2025193509A1 (fr)

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US4360626A (en) 1981-04-24 1982-11-23 E. I. Du Pont De Nemours And Company Oxidatively stable polyimide compositions
US5886129A (en) 1997-07-01 1999-03-23 E. I. Du Pont De Nemours And Company Oxidatively stable rigid aromatic polyimide compositions and process for their preparation
JP2006225548A (ja) * 2005-02-18 2006-08-31 Mitsui Chemicals Inc 樹脂組成物
WO2008054413A2 (fr) * 2005-12-05 2008-05-08 E. I. Du Pont De Nemours And Company Pièces de moteur d'avion de polyimide
WO2010107802A1 (fr) * 2009-03-17 2010-09-23 E. I. Du Pont De Nemours And Company Articles de polyimide en copolymère et leurs utilisations dans un avion
EP3031864A1 (fr) * 2013-08-06 2016-06-15 Mitsubishi Gas Chemical Company, Inc. Composition de résine de polyimide, et matériau composite à fibres de résine de polyimide

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