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US4185017A Expired / Lapsed US ⏱️ 0.0 years remaining

N-substituted ε-caprolactams

Assignee: Sanofi Aventis Deutschland GmbH
•
Filing: 1978-12-08
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Granted: 1980-01-22
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Expires: 1998-12-08
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Abstract

Abstract Condensation products of ε-caprolactam, formaldehyde and formamide, especially N-(formylaminomethyl)-ε-caprolactam and N-(N'-formyl-N'-hydroxymethyl-aminomethyl)-ε-caprolactam, are prepared by reacting formamide and formaldehyde in the presence of a base and in the presence or absence of ε-caprolactam at temperatures of 70° to 90° C. for 4 to 15 hours, then acidifying the reaction batch and, if no ε-caprolactam is present, adding ε-caprolactam, and distilling off water at 100° to 135° C. The condensation products are valuable modifiers for use in the manufacture of aminoplast resins employed for impregnating paper and fabrics which are used for the manufacture of coated wood-based materials and laminates.

Inventors

  • 👤 Steffen Piesch
  • 👤 Herbert Wille

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 02:24
CPC Classifications
C; C07; C07D; C07D223/00; C07D223/02; C07D223/06; C07D223/08; C07D223/10; C08; C08G; C08G12/00; C08G12/02; C08G12/04; C08G12/043; C08G12/40; D; D21; D21H; D21H17/00; D21H17/20; D21H17/33; D21H17/46; D21H17/47; D21H17/49

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 14 words
A compound of the formula ##STR4## wherein R is hydrogen or --CH 2 OH.
Claim 2
Dependent Claim 14 words
A compound of the formula ##STR4## wherein R is hydrogen or --CH 2 OH.
Claim 3
Dependent Claim 1 words
N-(Formylaminomethyl)-ε-caprolactam.
Claim 4
Dependent Claim 1 words
N-(Formylaminomethyl)-ε-caprolactam.
Claim 5
Dependent Claim 1 words
N-(N'-Formyl-N'-hydroxymethyl-aminomethyl)-ε-caprolactam.
Claim 6
Dependent Claim 1 words
N-(N'-Formyl-N'-hydroxymethyl-aminomethyl)-ε-caprolactam.
Claim 7
Dependent Claim 52 words
A crude product comprising a compound according to claim 1 obtained by condensing ε-caprolactam, formaldehyde and formamide in the molar ratio of 1:a:b, where a is a number from 1 to 20 and b is a number from 1 to 19 with the proviso that the quotient (a/b+1) is 0.5 to 1.
Claim 8
Dependent Claim 64 words
A process for the preparation of the compound according to claim 1 wherein formamide and formaldehyde are heated in the presence of a base, in the presence or absence of ε-caprolactam at temperatures of 70° to 90° C. for from 4 to 15 hours, acidifying the reaction batch, adding ε-caprolactam, if not previously present, and removing water at temperatures of 100° to 135° C.

References Cited (Backward Citations)

US4138400A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-01-21 1983-07-23 1984-01-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-01-21 1987-07-23 1988-01-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-01-21 1991-07-23 1992-01-22 $7700.00 Window Closed / Lapsed

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