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US4847354A Expired / Lapsed US ⏱️ 0.0 years remaining

Shaped structure of aromatic copolyamide from aromatic diamine mixture

Assignee: Invista North America LLC
•
Filing: 1986-03-20
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Granted: 1989-07-11
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Expires: 2006-03-20
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Abstract

Abstract The invention relates to filaments, fibers, pulps, films and sheets from a copolyamide which has at least the recurring structural units of the formulae A --OC--AR--CO-- B --NH--Ar'--NH-- ##STR1## and in which the diamine components B, C and D relative to the total amount of diamine components in mol-% are within a predetermined domain. Such copolyamides can be produced from the corresponding diamines and dicarbonyl dichlorides in aprotic solvents in the presence or absence of metal halides of the first or second group of the periodic table. The spinning solutions obtainable therein can be processed in conventional manner into the claimed shaped structures.

Inventors

  • 👤 Gunter Keil
  • 👤 Franz Jakob
  • 👤 Klaus Warning
  • 👤 Friedrich Herold

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 01:47
CPC Classifications
C; C08; C08G; C08G69/00; C08G69/02; C08G69/26; C08G69/32

Claims Analysis

Total Claims: 26
Claim 1
Independent Claim 256 words
A shaped aromatic dicarboxylic acid/diamine copolyamide fibrous or film-like or sheet-like article wherein the shape-forming copolyamide comprises a polymer having at least the recurring structural units of the formulae: A--OC--Ar--CO-- as well as B--NH--Ar'--NH-- ##STR5## where Ar--and--Ar'--denote divalent aromatic radicals in which the valence bonds are in para- or comparable coaxial or parallel position, provided that --NH--Ar'--NH-- is not the same as formulae C or D, R denotes a lower alkyl radical or a lower alkoxy radical each having up to 4 carbon atoms or denotes a halogen radical and R'--denotes an unsubstituted or substituted methylene radical or a grouping --O--Ar--O--where--Ar--has the same structure as specified above, and the proportions of the diamine components B, C and D relative to the total amount of diamine components in mol-% are within an area which is defined by the following corner points: point Q corresponds to 5 mol-% of B, 45 mol-% of C, 50 mol-% of D; point R corresponds to 45 mol-% of B, 5 mol-% of C, 50 mol-% of D; point S corresponds to 60 mol-% of B, 35 mol-% of C, 5 mol-% of D; point T corresponds to 20 mol-% of B, 75 mol-% of C, 5 mol-% of D; point U corresponds to 5 mol-% of B, 80 mol-% of C, 15 mol-% of D; and the copolyamide has an intrinsic viscosity of about 2.4 to 6.5 ml/g (measured on solutions of 0.5 g of polyamide in 100 ml of 98% by weight strength H 2 SO 4 at 25° C.).
Claim 2
Dependent Claim 256 words
A shaped aromatic dicarboxylic acid/diamine copolyamide fibrous or film-like or sheet-like article wherein the shape-forming copolyamide comprises a polymer having at least the recurring structural units of the formulae: A--OC--Ar--CO-- as well as B--NH--Ar'--NH-- ##STR5## where Ar--and--Ar'--denote divalent aromatic radicals in which the valence bonds are in para- or comparable coaxial or parallel position, provided that --NH--Ar'--NH-- is not the same as formulae C or D, R denotes a lower alkyl radical or a lower alkoxy radical each having up to 4 carbon atoms or denotes a halogen radical and R'--denotes an unsubstituted or substituted methylene radical or a grouping --O--Ar--O--where--Ar--has the same structure as specified above, and the proportions of the diamine components B, C and D relative to the total amount of diamine components in mol-% are within an area which is defined by the following corner points: point Q corresponds to 5 mol-% of B, 45 mol-% of C, 50 mol-% of D; point R corresponds to 45 mol-% of B, 5 mol-% of C, 50 mol-% of D; point S corresponds to 60 mol-% of B, 35 mol-% of C, 5 mol-% of D; point T corresponds to 20 mol-% of B, 75 mol-% of C, 5 mol-% of D; point U corresponds to 5 mol-% of B, 80 mol-% of C, 15 mol-% of D; and the copolyamide has an intrinsic viscosity of about 2.4 to 6.5 ml/g (measured on solutions of 0.5 g of polyamide in 100 ml of 98% by weight strength H 2 SO 4 at 25° C.).
Claim 3
Dependent Claim 105 words
The shaped structure as claimed in claim 1, wherein the proportions of the diamine components B, C and D relative to the total amount of diamine components in mol-% are within an area which is defined by the following corner points: point Q' corresponds to 15 mol-% of B, 45 mol-% of C, 40 mol-% of D; point R' corresponds to 40 mol-% of B, 20 mol-% of C, 40 mol-% of D; point S' corresponds to 50 mol-% of B, 40 mol-% of C, 10 mol-% of D; point T' corresponds to 15 mol-% of B, 75 mol-% of C, 10 mol-% of D.
Claim 4
Dependent Claim 14 words
The shaped structure as claimed in claim 1, wherein --Ar--and--Ar'--each denotes a 1,4-phenylene radical.
Claim 5
Dependent Claim 14 words
The shaped structure as claimed in claim 2, wherein --Ar--and--Ar'--each denotes a 1,4-phenylene radical.
Claim 6
Dependent Claim 17 words
The shaped structure as claimed in claim 1, wherein --R denotes --CH 3 ,--OCH 3 or --Cl.
Claim 7
Dependent Claim 17 words
The shaped structure as claimed in claim 2, wherein --R denotes--CH 3 , --OCH 3 or --Cl.
Claim 8
Dependent Claim 11 words
The shaped structure as claimed in claim 1, wherein --R'--denotes-- ##STR6##
Claim 9
Dependent Claim 11 words
The shaped structure as claimed in claim 2, wherein --R'--dentoes ##STR7##
Claim 10
Dependent Claim 28 words
The shaped structure as claimed in claim 1, wherein --Ar--and--Ar'--each denotes 1,4-phenylene radical, R each denote --CH 3 , --OCH 3 or --Cl and --R'-- each denote ##STR8##
Claim 11
Dependent Claim 28 words
The shaped structure as claimed in claim 2, wherein --Ar--and--Ar'--each denotes 1,4-phenylene radical, R each denotes --CH 3 , --OCH 3 or --Cl and --R'-- each denote ##STR9##
Claim 12
Dependent Claim 141 words
The shaped structure as claimed in claim 1, wherein the proportions of the diamine components B, C and D relative to the total amount of diamine components in mol-% are within an area which is defined by the following corner points: point W corresponds to 5 mol-% of B, 45 mol-% of C, 50 mol-% of D; point X corresponds to 45 mol-% of B, 5 mol-% of C, 50 mol-% of D; point Y corresponds to 45 mol-% of B, 40 mol-% of C, 15 mol-% of D; point Z corresponds to 5 mol-% of B, 80 mol-% of C, 15 mol-% of D and the copolyamide has an intrinsic viscosity of about 2.4 to 5.0 ml/g (measured on solutions of 0.5 g of polyamide in 100 ml of 98% by weight strength H 2 SO 4 at 25° C.).
Claim 13
Dependent Claim 105 words
The shaped structure as claimed in claim 11, wherein the proportions of the diamine components B, C and D relative to the total amount of diamine components in mol-% are within an area which is defined by the following corner points: point W' corresponds to 15 mol-% of B, 50 mol-% of C, 35 mol-% of D; point X' corresponds to 45 mol-% of B, 20 mol-% of C, 35 mol-% of D; point Y corresponds to 45 mol-% of B, 40 mol-% of C, 15 mol-% of D; point Z' corresponds to 15 mol-% of B, 70 mol-% of C, 15 mol-% of D.
Claim 14
Dependent Claim 14 words
The shaped structure as claimed in claim 11, wherein --Ar--and--Ar'--each denotes a 1,4-phenylene radical.
Claim 15
Dependent Claim 15 words
The shaped structure as claimed in claim 12, wherein --Ar and--Ar'--each denotes a 1,4-phenylene radical.
Claim 16
Dependent Claim 18 words
The shaped structure as claimed in claim 11, wherein --R denotes --CH 3 , --OCH 3 or --Cl.
Claim 17
Dependent Claim 19 words
The shaped structure as claimed in claim 12 , wherein --R denotes --CH 3 , --OCH 3 or --Cl.
Claim 18
Dependent Claim 11 words
The shaped structure as claimed in claim 11, wherein --R'--denotes ##STR10##
Claim 19
Dependent Claim 11 words
The shaped structure as claimed in claim 12, wherein --R'--denotes ##STR11##
Claim 20
Dependent Claim 27 words
The shaped structure as claimed in claim 11, wherein --Ar--and--Ar'--each denotes 1,4-phenylene radical, R each denote --CH 3 , OCH 3 or --Cl and --R'--each denotes ##STR12##
Claim 21
Dependent Claim 27 words
The shaped structure as claimed in claim 12, wherein --Ar--and--Ar'--each denotes 1,4-pheny,lene radical, R each denotes --CH 3 , --OCH 3 or --Cl and --R'--each denote ##STR13##
Claim 22
Dependent Claim 341 words
In a process for preparing a shaped article from an aromatic copolyamide by reacting at least one aromatic dicarbonyl dichloride with at least a substantially equimolar amount of a mixture of aromatic diamines in an aprotic solvent in the presence or absence of a metal halide of group 1 or 2 of the periodic table as a solubilizer, neutralizing the resultant HCl by addition of a substance acting as a base and subsequently shaping the resultant polymer solution into a filament, fiber, fiber pulp, film or sheet, the improvement which comprises: said aromatic carbonyl chloride is a compound of the formula A'Cl--CO--Ar--CO--Cl and said mixture of aromatic diamines comprises diamines of the formulae: B'H.sub.2 N--Ar'--NH.sub.2 ##STR14## where Ar--and--Ar'--denote divalent aromatic radicals in which the valence bonds are in para- or comparable coaxial or parallel position, provided that NH.sub.2 --Ar'--NH.sub.2 is not the same as formulae C' or D', R denotes a lower alkyl radical or a lower alkoxy radical each having up to 4 carbon atoms or denotes a halogen radical and R'--denotes an unsubstituted or substituted methylene radical or a grouping --O--Ar--O--where--Ar--has the same structure as specified above, and the proportions of the diamine components B, C and D relative to the total amount of diamine components in mol-% are within an area which is defined by the following corner points: point Q corresponds to 5 mol-% of B', 45 mol-% of C', 50 mol-% of D'; point R corresponds to 45 mol-% of B', 5 mol-% of C', 50 mol-% of D'; point S corresponds to 60 mol-% of B', 35 mol-% of C', 5 mol-% of D'; point T corresponds to 20 mol-% of B', 75 mol-% of C', 5 mol-% of D'; point U corresponds to 5 mol-% of B', 80 mol-% of C', 15 mol-% of D'; and continuing the polycondensation until the resultant copolyamide has an intrinsic viscosity of about 2.4 to 6.5 ml/g (measured on sultions of 0.5 g of polyamide in 100 ml of 98% by weight strength sulfuric acid at 25° C.).
Claim 23
Dependent Claim 341 words
In a process for preparing a shaped article from an aromatic copolyamide by reacting at least one aromatic dicarbonyl dichloride with at least a substantially equimolar amount of a mixture of aromatic diamines in an aprotic solvent in the presence or absence of a metal halide of group 1 or 2 of the periodic table as a solubilizer, neutralizing the resultant HCl by addition of a substance acting as a base and subsequently shaping the resultant polymer solution into a filament, fiber, fiber pulp, film or sheet, the improvement which comprises: said aromatic carbonyl chloride is a compound of the formula A'Cl--CO--Ar--CO--Cl and said mixture of aromatic diamines comprises diamines of the formulae: B'H.sub.2 N--Ar'--NH.sub.2 ##STR14## where Ar--and--Ar'--denote divalent aromatic radicals in which the valence bonds are in para- or comparable coaxial or parallel position, provided that NH.sub.2 --Ar'--NH.sub.2 is not the same as formulae C' or D', R denotes a lower alkyl radical or a lower alkoxy radical each having up to 4 carbon atoms or denotes a halogen radical and R'--denotes an unsubstituted or substituted methylene radical or a grouping --O--Ar--O--where--Ar--has the same structure as specified above, and the proportions of the diamine components B, C and D relative to the total amount of diamine components in mol-% are within an area which is defined by the following corner points: point Q corresponds to 5 mol-% of B', 45 mol-% of C', 50 mol-% of D'; point R corresponds to 45 mol-% of B', 5 mol-% of C', 50 mol-% of D'; point S corresponds to 60 mol-% of B', 35 mol-% of C', 5 mol-% of D'; point T corresponds to 20 mol-% of B', 75 mol-% of C', 5 mol-% of D'; point U corresponds to 5 mol-% of B', 80 mol-% of C', 15 mol-% of D'; and continuing the polycondensation until the resultant copolyamide has an intrinsic viscosity of about 2.4 to 6.5 ml/g (measured on sultions of 0.5 g of polyamide in 100 ml of 98% by weight strength sulfuric acid at 25° C.).
Claim 24
Dependent Claim 103 words
The process as claimed in claim 21, wherein the molar fractions of iamines B', C' and D' relative to the total number of moles of the diamines are within an area which is defined by the following corner points: point Q' corresponds to 15 mol-% of B', 45 mol-% of C', 40 mol-% of D'; point R' corresponds to 40 mol-% of B', 20 mol-% of C', 40 mol-% of D'; point S' corresponds to 50 mol-% of B', 40 mol-% of C', 10 mol-% of D'; point T' corresponds to 15 mol-% of B', 75 mol-% of C', 10 mol-% of D'.
Claim 25
Dependent Claim 144 words
The process as claimed in claim 21, wherein the molar fractions of the diamines B', C' and D' relative to the total number of moles of the diamines are within an area which is defined by the following corner points: point W corresponds to 5 mol-% of B', 45 mol-% of C', 50 mol-% of D'; point X corresponds to 45 mol-% of B', 5 mol-% of C', 50 mol-% of D'; point Y corresponds to 45 mol-% of B', 40 mol-% of C', 15 mol-% of D'; point Z corresponds to 5 mol-% of B', 80 mol-% of C', 15 mol-% of D' and the polycondensation is continued until the copolyamide produced has an intrinsic viscosity of about 2.4 to 5.0 ml/g (measured on solutions of 0.5 g of polyamide in 100 ml of 98% by weight strength sulfuric acid at 25° C.).
Claim 26
Dependent Claim 104 words
The process as claimed in claim 23, wherein the mole fractions of the diamines B', C' and D' relative to the total number of moles of the diamines are within an area which is defined by the following corner points: point W' corresponds to 15 mol-% of B', 50 mol-% of C', 35 mol-% of D'; point X' corresponds to 45 mol-% of B', 20 mol-% of C', 35 mol-% of D'; point Y corresponds to 45 mol-% of B', 40 mol-% of C', 15 mol-% of D'; point Z' corresponds to 15 mol-% of B', 70 mol-% of C', 15 mol-% of D'.

References Cited (Backward Citations)

US3671542A Cited
US3505288A Cited
US3801545A Cited
US3767756A Cited
US4355151A Cited
US4382138A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-07-10 1993-01-09 1993-07-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-07-10 1997-01-09 1997-07-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-07-10 2001-01-09 2001-07-11 $7700.00 Window Closed / Lapsed

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