Patent US5053484A successfully refreshed from Google Patents.
← Back to Patent Explorer
US5053484A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyether amide from mixture of polyether diamine

Assignee: Huntsman Corp
•
Filing: 1990-04-10
•
Granted: 1991-10-01
•
Expires: 2010-04-10
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Novel polyether amides are produced by reacting a polyethylene glycol diamine and a first dicarboxylic acid or an ester thereof, with a polyoxyalkylene diamine of molecular weight of at least 500 and a second dicarboxylic acid or an ester thereof, where the polyethylene glycol diamine has the formula NH 2 --(CH 2 CH 2 O) x --CH 2 CH 2 --NH 2 , where x ranges from 2 to 6, and where the first and second dicarboxylic acid may be the same or different. Suitable dicarboxylic acids include adipic acid, azelaic acid, sebacic acid, dodecanedioic acid, terephthalic acid, isophthalic acid, t-butyl isophthalic acid, and mixtures thereof. Suitable polyethylene glycol diamines include triethylene glycol diamine (JEFFAMINE® EDR--148 Amine) and tetraethylene glycol diamine (JEFFAMINE® EDR--192 Amine), among others. Higher molecular weight polyether diamines are used in addition to these polyethylene glycol diamines to give polyether amides useful in making polymers, including fibers, having unusually good water absorbancy properties. The polyether amides are made by mixing equimolar salts of diamine/diacid pairs and then heating the mixture to condense to the polymer.

Inventors

  • 👤 George P. Speranza
  • 👤 Wei-Yang Su
  • 👤 Donald H. Champion

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 22:40
CPC Classifications
C; C08; C08G; C08G69/00; C08G69/40

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 83 words
A polyether amide produced by reacting a polyethylene glycol diamine and a first dicarboxylic acid or an ester thereof, with a polyoxyalkylene diamine of a molecular weight of at least 500 and a second dicarboxylic acid or an ester thereof, where the polyethylene glycol diamine has the formula NH 2 --(CH 2 CH 2 O) x --CH 2 --CH 2 --NH 2 , where x ranges from 2 to 6, and where the first and second dicarboxylic acid are the same or different.
Claim 2
Dependent Claim 83 words
A polyether amide produced by reacting a polyethylene glycol diamine and a first dicarboxylic acid or an ester thereof, with a polyoxyalkylene diamine of a molecular weight of at least 500 and a second dicarboxylic acid or an ester thereof, where the polyethylene glycol diamine has the formula NH 2 --(CH 2 CH 2 O) x --CH 2 --CH 2 --NH 2 , where x ranges from 2 to 6, and where the first and second dicarboxylic acid are the same or different.
Claim 3
Dependent Claim 35 words
The polyether amide of claim 1 where the first and second dicarboxylic acids have the formula HOOC--R--COOH, where R is alkylene or arylene having from about 3 to about 34 carbon atoms, or esters thereof.
Claim 4
Dependent Claim 13 words
The polyether amide of claim 1 where x ranges from 2 to 3.
Claim 5
Dependent Claim 46 words
The polyether amide of claim 1 where the polyoxyalkylene diamine has the formula H 2 NRNH 2 , where the radical R is a polyoxyalkylene chain of molecular weight of from about 450 to about 4000 having terminal carbon atoms to which nitrogen atoms are bonded.
Claim 6
Dependent Claim 16 words
The polyether amides of claim 1 where the polyoxyalkylene diamine has both oxypropylene and oxyethylene groups.
Claim 7
Dependent Claim 135 words
A polyether amide made by the process comprising the steps of: combining a first diamine with a first dicarboxylic acid, or an ester thereof, to form a first salt; combining a second diamine with a second dicarboxylic acid, or an ester thereof, to form a second salt; mixing the first salt and the second salt; forming a polyether amide by reacting the first salt with the second salt by heating, where one of the diamines has the formula NH 2 --(CH 2 CH 2 O) x --CH 2 CH 2 --NH 2 , where x ranges from 2 to 6, the other of the diamines is a polyoxyalkylene diamine with a molecular weight of at least 500, and the first dicarboxylic acid and the second dicarboxylic acid, or ester thereof, are the same or different.
Claim 8
Dependent Claim 135 words
A polyether amide made by the process comprising the steps of: combining a first diamine with a first dicarboxylic acid, or an ester thereof, to form a first salt; combining a second diamine with a second dicarboxylic acid, or an ester thereof, to form a second salt; mixing the first salt and the second salt; forming a polyether amide by reacting the first salt with the second salt by heating, where one of the diamines has the formula NH 2 --(CH 2 CH 2 O) x --CH 2 CH 2 --NH 2 , where x ranges from 2 to 6, the other of the diamines is a polyoxyalkylene diamine with a molecular weight of at least 500, and the first dicarboxylic acid and the second dicarboxylic acid, or ester thereof, are the same or different.
Claim 9
Dependent Claim 52 words
The polyether amide of claim 6 where the first dicarboxylic acid and the second dicarboxylic acid are different from one another and selected independetly from the group of dicarboxylic acids having the formula HOOC--R--COOH, where R is alkylene or arylene having from about 3 to about 34 carbon atoms, or esters thereof.
Claim 10
Dependent Claim 31 words
The polyether amide of claim 6 where in the formula NH 2 --(CH 2 CH 2 O) x --CH 2 CH 2 --NH 2 , x ranges from 2 to 3.
Claim 11
Dependent Claim 49 words
The polyether amide of claim 6 where at least one of the diamines has the formula H 2 NRNH 2 , where the radical R is a polyoxyalkylene chain of molecular weight of from about 450 to about 4000 having terminal carbon atoms to which nitrogen atoms are bonded.
Claim 12
Dependent Claim 14 words
The polyether amide of claim 6 where the polyoxyalkylene diamine oxypropylene and oxyethylene groups.
Claim 13
Dependent Claim 135 words
A process for making a polyether amide comprising the steps of: combining a first diamine with a first dicarboxylic acid, or an ester thereof, to form a first salt; combining a second diamine with a second dicarboxylic acid, or an ester thereof, to form a second salt; mixing the first salt and the second salt; forming a polyether amide by reacting the first salt with the second salt by heating, where one of the diamines has the formula NH 2 --(CH 2 CH 2 O) x --CH 2 CH 2 --NH 2 , where x ranges from 2 to 6, the other of the diamines is a polyoxyalkylene diamine with a molecular weight of at least 500, and the first dicarboxylic acid and the second dicarboxylic acid, or ester thereof, are the same or different.
Claim 14
Dependent Claim 135 words
A process for making a polyether amide comprising the steps of: combining a first diamine with a first dicarboxylic acid, or an ester thereof, to form a first salt; combining a second diamine with a second dicarboxylic acid, or an ester thereof, to form a second salt; mixing the first salt and the second salt; forming a polyether amide by reacting the first salt with the second salt by heating, where one of the diamines has the formula NH 2 --(CH 2 CH 2 O) x --CH 2 CH 2 --NH 2 , where x ranges from 2 to 6, the other of the diamines is a polyoxyalkylene diamine with a molecular weight of at least 500, and the first dicarboxylic acid and the second dicarboxylic acid, or ester thereof, are the same or different.
Claim 15
Dependent Claim 19 words
The process of claim 11 where the reaction is conducted at a temperature between about 220° and 280° C.
Claim 16
Dependent Claim 51 words
The process of claim 11 where the first dicarboxylic acid and the second dicarboxylic acid are different from one another and selected independently from the group of dicarboxylic acids having the formula HOOC--R--COOH, where R is alkylene or arylene having from about 3 to about 34 carbon atoms, or esters thereof.
Claim 17
Dependent Claim 31 words
The process of claim 11 where in the formula NH 2 --(CH 2 CH 2 O) x --CH 2 CH 2 --NH 2 , where x ranges from 2 to 3.
Claim 18
Dependent Claim 48 words
The process of claim 11 where at least one of the diamines has the formula H 2 NRNH 2 , where the radical R is a polyoxy-alkylene chain of molecular weight of from about 450 to about 4000 having terminal carbon atoms to which nitrogen atoms are bonded.
Claim 19
Dependent Claim 15 words
The process of claim 11 where the polyoxyalkylene diamine has both oxypropylene and oxyethylene groups.

References Cited (Backward Citations)

GB948507A Cited
US4713437A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1994-09-30 1995-04-01 1995-10-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1998-09-30 1999-04-01 1999-10-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2002-09-30 2003-04-01 2003-10-01 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag