← Back to Patent Explorer
US4931533A Expired / Lapsed US ⏱️ 0.0 years remaining

Filament-, fiber- or film-forming aromatic copolyamide from aromatic diamine mixture

Assignee: Hoechst AG
•
Filing: 1988-12-29
•
Granted: 1990-06-05
•
Expires: 2008-12-29
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Filaments, fibers and films from aromatic copolyamides (polyaramids) of the dicarboxylic acid/diamine type of at least four aromatic monomeric compounds of A', B', C' and D' which each contain a group of the following formulae: A: --CO--Ar--CO-- B: --NH--Ar 1 --NH-- C: --NH--Ar 2 --NH-- D: --NH--Ar 3 --Z--Ar 3 --NH-- and processes for their preparation and possible applications. Filaments, fibers and films having a high elongation at break and a high initial modulus are obtained using easily accessible monomers and polyaramids synthesized therefrom which are highly soluble in organic solvents.

Inventors

  • 👤 Friedrich Herold

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 23:44
CPC Classifications
C; C08; C08J; C08J5/00; C08J5/18; C08G; C08G69/00; C08G69/02; C08G69/26; C08G69/32; D; D01; D01F; D01F6/00; D01F6/78; D01F6/80; D01F6/805; C08J2377/00; C08J2377/10; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31725

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 233 words
A filament-, fiber- and film-forming aromatic copolyamide of the dicarboxylic acid/diamine type consisting sentially of the recurring structural units of formulae A: --CO--Ar--CO-- B: --NH--Ar 1 --NH-- C: --NH--A 2 --NH-- D: --NH--Ar 3 --Z--Ar 3 --NH-- wherein: --Ar--, --Ar 1 -- and --Ar 3 -- are each a divalent aromatic radical of 6 to 12 carbon atoms where the bonds are in the p- or a comparable coaxial or parallel position; --Ar 2 -- is a divalent aromatic radical where the bonds are in the m- or a comparable angled position; --Z-- is a grouping --O--Ar--O where --Ar-- is as defined above; and the composition of B, C and D, which are diamines, is within a mole percent area, based on the total number of moles of the diamines B, C and D, which is defined by corner points Q, R, S and T where: Point Q is 15 mol-% of B, 80 mol-% of C, 5 mol-% of D Point R is 60 mol-% of B, 35 mol-% of C, 5 mol-% of D Point S is 60 mol-% of B, 10 mol-% of C, 30 mol-% of D Point T is 15 mol-% of B, 32.5 mol-% of C, 52.5 mol-% of D and having a Staudinger index [η] within the range from 50 to 1000 cm 3 /g, measured in 96% strength H 2 SO 4 at 25° C.
Claim 2
Dependent Claim 233 words
A filament-, fiber- and film-forming aromatic copolyamide of the dicarboxylic acid/diamine type consisting sentially of the recurring structural units of formulae A: --CO--Ar--CO-- B: --NH--Ar 1 --NH-- C: --NH--A 2 --NH-- D: --NH--Ar 3 --Z--Ar 3 --NH-- wherein: --Ar--, --Ar 1 -- and --Ar 3 -- are each a divalent aromatic radical of 6 to 12 carbon atoms where the bonds are in the p- or a comparable coaxial or parallel position; --Ar 2 -- is a divalent aromatic radical where the bonds are in the m- or a comparable angled position; --Z-- is a grouping --O--Ar--O where --Ar-- is as defined above; and the composition of B, C and D, which are diamines, is within a mole percent area, based on the total number of moles of the diamines B, C and D, which is defined by corner points Q, R, S and T where: Point Q is 15 mol-% of B, 80 mol-% of C, 5 mol-% of D Point R is 60 mol-% of B, 35 mol-% of C, 5 mol-% of D Point S is 60 mol-% of B, 10 mol-% of C, 30 mol-% of D Point T is 15 mol-% of B, 32.5 mol-% of C, 52.5 mol-% of D and having a Staudinger index [η] within the range from 50 to 1000 cm 3 /g, measured in 96% strength H 2 SO 4 at 25° C.
Claim 3
Dependent Claim 119 words
The copolyamide as claimed in claim 1, wherein the composition of the diamines is within the mole percent area, based on the total number of moles of the diamine components, which is formed by the corner point Q', R', S', T' and U', where: Point Q' is 20 mol-% of B, 70 mol-% of C, 10 mol-% of D Point R' is 55 mol-% of B, 35 mol-% of C, 10 mol-% of D Point S' is 55 mol-% of B, 30 mol-% of C, 15 mol-% of D Point T' is 40 mol-% of B, 30 mol-% of C, 30 mol-% of D Point U' is 20 mol-% of B, 50 mol-% of C, 30 mol-% of D
Claim 4
Dependent Claim 39 words
The copolyamide as claimed in claim 1, wherein there is additionally present a further diaminc structural unit of the formula E: --NH--Ar 3 --Z--Ar 3 --NH-- in amounts of up to 25 mol-%, where Z is a covalent bond.
Claim 5
Dependent Claim 44 words
The copolyamide as claimed in claim 1, wherein the radicals --Ar 1 --, --Ar 2 -- and --Ar 3 -- are unsubstituted or substituted by one or two alkyl or alkoxy radicals, branched or unbranched, of up to 4 carbon atoms or halogen radicals.
Claim 6
Dependent Claim 33 words
The copolyamide as claimed in claim 1, wherein the Staudinger index ist within the range from 200 to 600 cm 3 /g, measured at 96% strength H 2 SO 4 at 25° C.
Claim 7
Dependent Claim 246 words
A process for preparing an aromatic copolyamide, comprising cocondensing of at least four aromatic monomeric compounds A', B', C' and D' which each respectively contains a group of the following formulae: A: --CO--Ar--CO-- B: --NH--Ar 1 --NH-- C: --NH--Ar 2 --NH-- D: --NH--Ar 3 --Z--Ar 3 --NH-- wherein: --Ar--, --Ar 1 -- and --Ar 3 -- are each a divalent aromatic radical of 6 to 12 carbon atoms where the bonds are in the p- or a comparable coaxial or parallel position, --Ar 2 -- is a divalent aromatic radical where the bonds are in the m- or a comparable angled position; --Z-- is a grouping --O--Ar--O-- where --Ar-- is as defined above, wherein the molar proportions of the monomeric diamine compounds B' to D' are condensed in such amounts that the copolyamide resulting therefrom falls within a triangular diagram for the composition inside a manysided area formed by the corner points Q, R, S and T, where: Point Q is 15 mol-% of B, 80 mol-% of C, 5 mol-% of D Point R is 60 mol-% of B, 35 mol-% of C, 5 mol-% of D Point S is 60 mol-% of B, 10 mol-% of C, 30 mol-% of D Point T is 15 mol-% of B, 32.5 mol-% of C, 52.5 mol-% of D and a Staudinger index [η] is obtained within the range from 50 to 1000 cm 3 /g measured in 96% strength H 2 SO 4 at 25° C.
Claim 8
Dependent Claim 246 words
A process for preparing an aromatic copolyamide, comprising cocondensing of at least four aromatic monomeric compounds A', B', C' and D' which each respectively contains a group of the following formulae: A: --CO--Ar--CO-- B: --NH--Ar 1 --NH-- C: --NH--Ar 2 --NH-- D: --NH--Ar 3 --Z--Ar 3 --NH-- wherein: --Ar--, --Ar 1 -- and --Ar 3 -- are each a divalent aromatic radical of 6 to 12 carbon atoms where the bonds are in the p- or a comparable coaxial or parallel position, --Ar 2 -- is a divalent aromatic radical where the bonds are in the m- or a comparable angled position; --Z-- is a grouping --O--Ar--O-- where --Ar-- is as defined above, wherein the molar proportions of the monomeric diamine compounds B' to D' are condensed in such amounts that the copolyamide resulting therefrom falls within a triangular diagram for the composition inside a manysided area formed by the corner points Q, R, S and T, where: Point Q is 15 mol-% of B, 80 mol-% of C, 5 mol-% of D Point R is 60 mol-% of B, 35 mol-% of C, 5 mol-% of D Point S is 60 mol-% of B, 10 mol-% of C, 30 mol-% of D Point T is 15 mol-% of B, 32.5 mol-% of C, 52.5 mol-% of D and a Staudinger index [η] is obtained within the range from 50 to 1000 cm 3 /g measured in 96% strength H 2 SO 4 at 25° C.
Claim 9
Dependent Claim 18 words
The process as claimed in claim 6, wherein a solution, melt, solid or interface condensation is carried out.
Claim 10
Dependent Claim 59 words
The process as claimed in claim 6, wherein the copolyamide is prepared via low-temperature solution methods in aprotic and polar organic solvents of the amide type in the presence or absence of metal halides of the first and second group of the period table as solubilizers and subsequent neutralization of the HCl formed by the addition of basic substances.
Claim 11
Dependent Claim 119 words
The process as claimed in claim 6, wherein the composition of the diamines is within the mole percent area, based on the total number of moles of the diamine components, which is formed by the corner points Q', R', S', T' and U', where: Point Q' is 20 mol-% of B, 70 mol-% of C, 10 mol-% of D Point R' is 55 mol-% of B, 35 mol-% of C, 10 mol-% of D Point S' is 55 mol-% of B, 30 mol-% of C, 15 mol-% of D Point T' is 30 mol-% of B, 30 mol-% of C, 30 mol-% of D Point U' is 20 mol-% of B, 50 mol-% of C, 30 mol-% of D.
Claim 12
Dependent Claim 39 words
The process as claimed in claim 6, wherein there is additionally present a further diaminc structural unit of the formula E: --NH--Ar 3 --Z--Ar 3 --NH-- in amounts of up to 25 mol-%, where Z is a covalent bond.
Claim 13
Dependent Claim 44 words
The process as claimed in claim 6, wherein the radicals --Ar 1 --, --Ar 2 -- and --Ar 3 -- are unsubstituted or substituted by one or two alkyl or alkoxy radicals, branched or unbranched, of up to 4 carbon atoms or halogen radicals.
Claim 14
Dependent Claim 33 words
The process as claimed in claim 6, wherein the Staudinger index is within the range from 200 to 600 cm 3 /g, measured at 96% strength H 2 SO 4 at 25° C.
Claim 15
Dependent Claim 11 words
Shaped article produced from the copolyamide as claimed in claim 1.
Claim 16
Dependent Claim 17 words
Shaped article as claimed in claim 13 in the form of filaments, fibres, pulp, films or paper.
Claim 17
Dependent Claim 37 words
Shaped article as claimed in claim 14 in the form of a reinforcing material for rubber, thermoplastics or thermosetting resins, a filter fabric or dampening material, a heat-resistant insulating material or a substrate for flexible circuit boards.
Claim 18
Dependent Claim 20 words
Shaped article as claimed in claim 14 in the form of a substrate for flexible circuit boards in data processing.

References Cited (Backward Citations)

US4221903A Cited
US4196144A Cited
US4847354A Cited
US4758651A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-06-04 1993-12-04 1994-06-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-06-04 1997-12-04 1998-06-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-06-04 2001-12-04 2002-06-05 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag