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US4239879A Expired / Lapsed US ⏱️ 0.0 years remaining

Thermoplastic polyurethane prepared from a poly-1,2-propylene ether glycol, a low molecular weight glycol and 2,4-tolylene diisocyanate

Assignee: Omnova Services Inc
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Filing: 1979-06-25
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Granted: 1980-12-16
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Expires: 1999-06-25
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Abstract

Abstract A thermoplastic, linear and segmented poly-1,2-propylene ether urethane having a Tg of below about -30° C. for the poly-1,2-propylene ether segments is made by reacting poly-1,2-propylene glycol having a high molecular weight; ethylene glycol, 2,3-butane diol or neopentyl glycol or mixture thereof; and 2,4-tolylene diisocyanate containing from about 55 to 100% by weight of the 2,4-isomer with the balance being the 2,6-isomer.

Inventors

  • 👤 Hubert J. Fabris
  • 👤 Robert J. Herold
  • 👤 Arden E. Schmucker

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 18:00
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/48; C08G18/4866; C08G18/4825; C08G18/65; C08G18/66; C08G18/6666; C08G18/667; C08G18/6674; C08G18/70; C08G18/72; C08G18/74; C08G18/76; C08G18/7614; C08G18/7621

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 173 words
A thermoplastic, linear and segmented poly- 1,2-propylene ether urethane consisting essentially of the reaction product of (1) tolylene diisocyanate comprising from about 55% to 100% by weight of 2,4-tolylene diisocyanate and the balance 2,6-tolylene diisocyanate, (2) a glycol selected from the group consisting of ethylene glycol, 2,3-butane diol and neopentyl glycol and mixtures thereof and (3) a poly-1,2-propylene ether glycol having an average molecular weight of from 3,300 to 14,000, the equivalent ratio of the diisocyanate to the glycols being from about 0.98 to 1.08:1, the weight ratio of the urethane segments (tolylene diisocyanate plus ethylene glycol, 2,3-butane diol and/or neopentyl glycol) to poly-1,2-propylene ether segments being from about 0.4:1.0 to 1.5:1.0, the glass transition temperature of the poly-1,2-propylene ether segments of the polyurethane being below about -30° C., the poly-1,2-propylene ether glycol having been made by the reaction of propylene oxide with a low molecular weight aliphatic glycol using a polymerization catalyst of the double metal cyanide complex class and the polyurethane having a 100% modulus of at least about 400 p.s.i.
Claim 2
Dependent Claim 173 words
A thermoplastic, linear and segmented poly- 1,2-propylene ether urethane consisting essentially of the reaction product of (1) tolylene diisocyanate comprising from about 55% to 100% by weight of 2,4-tolylene diisocyanate and the balance 2,6-tolylene diisocyanate, (2) a glycol selected from the group consisting of ethylene glycol, 2,3-butane diol and neopentyl glycol and mixtures thereof and (3) a poly-1,2-propylene ether glycol having an average molecular weight of from 3,300 to 14,000, the equivalent ratio of the diisocyanate to the glycols being from about 0.98 to 1.08:1, the weight ratio of the urethane segments (tolylene diisocyanate plus ethylene glycol, 2,3-butane diol and/or neopentyl glycol) to poly-1,2-propylene ether segments being from about 0.4:1.0 to 1.5:1.0, the glass transition temperature of the poly-1,2-propylene ether segments of the polyurethane being below about -30° C., the poly-1,2-propylene ether glycol having been made by the reaction of propylene oxide with a low molecular weight aliphatic glycol using a polymerization catalyst of the double metal cyanide complex class and the polyurethane having a 100% modulus of at least about 400 p.s.i.
Claim 3
Dependent Claim 24 words
A poly-1,2-propylene ether urethane according to claim 1 where said aromatic diisocyanate is an 80/20 percent by weight mixture of 2,4- and 2,6-tolylene diisocyanates.
Claim 4
Dependent Claim 13 words
A poly-1,2-propylene ether urethane according to claim 2 where (2) is ethylene glycol.
Claim 5
Dependent Claim 13 words
A poly-1,2-propylene ether urethane according to claim 2 where (2) is 2,3-butane diol.
Claim 6
Dependent Claim 13 words
A poly-1,2-propylene ether urethane according to claim 2 where (2) is neopentyl glycol.

References Cited (Backward Citations)

US3356650A Cited
US3427256A Cited
US3525717A Cited
US3829505A Cited
US3925319A Cited
US3901852A Cited
US4098772A Cited
US4124572A Cited
US4169196A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-12-16 1984-06-16 1984-12-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-12-16 1988-06-16 1988-12-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-12-16 1992-06-16 1992-12-16 $7700.00 Window Closed / Lapsed

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