US4271286A
Expired / Lapsed
US
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Process for the preparation of etherified methylolaminotriazines
Assignee: Sanofi Aventis Deutschland GmbH
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Filing: 1980-04-02
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Granted: 1981-06-02
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Expires: 2000-04-02
Abstract
Abstract An improved process for the preparation of methylolaminotriazines etherified with alkanols and having per mol of the aminotriazine, an analytically determined average of 0.6 n to 2 n preferably 0.7 to 2 n methylol groups, which are etherified to the extent of 30 to 60%, n being the number of amino groups in the aminotriazine, wherein an aminotriazine is warmed to 80° to 130° C. with 0.7 n to 3 n mols of formaldehyde, 2 n to 10 n mols alkanol or a mixture of alkanols having 1 to 8 carbon atoms, the carbon chain of which, if having more than 2 carbon atoms, can also be interrupted by an oxygen atom, and 0 to 5 n mols of water, per mol of the aminotriazine, for 0.2 to 20 minutes, under elevated pressure, wherein the improvement comprises said aminotriazine being first heated to a temperature of 60°-90° C. in the presence of the formaldehyde and 0 to 30% by weight of the total amount of alkanol or alkanol mixture for 1 to 30 minutes at a pH 8 to 11 whereupon the remainder of the alkanol or alkanol mixture is added and the mixture is subsequently heated to 80° to 130° C. under elevated pressure in the presence of a strong inorganic or organic acid, at a pH of 3 to 8, for 0.2 to 20 minutes.
Inventors
- 👤 Walter Michel
- 👤 Hans Honel
- 👤 Manfred Schon
- 👤 Wolfgang Kaiser
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 08:57
CPC Classifications
C; C08; C08G; C08G12/00; C08G12/02; C08G12/40; C08G12/42; C08G12/424; C08G12/425; C07; C07D; C07D251/00; C07D251/02; C07D251/12; C07D251/26; C07D251/40; C07D251/54; C07D251/64
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
214 words
In the process for the preparation of methylolaminotriazines etherified with alkanols and having per mol of the aminotriazine, an analytically determined average of 0.6 n to 2 n methylol groups, which are etherified to the extent of 30 to 60%, n being the number of amino groups in the aminotriazine, wherein an aminotriazine is warmed to 80° to 130° C. with 0.7 n to 3 n mols of formaldehyde, 2 n to 10 n mols of an alkanol or a mixture of alkanols having 1 to 8 carbon atoms, the carbon chain of which, if having more than 2 carbon atoms, can also be interrupted by an oxygen atom, and 0 to 5 n mols of water, per mol of the aminotriazine for 0.2 to 20 minutes, under elevated pressure, wherein the improvement comprises said aminotriazine being first heated to a temperature of 60°-90° C. in the presence of the formaldehyde and 0 to 30% by weight of the total amount of alkanol or alkanol mixture for 1 to 30 minutes at a pH 8 to 11 whereupon the remainder of the alkanol or alkanol mixture is added and the mixture is subsequently heated to 80° to 130° C. under elevated pressure at a pH of 3 to 8, for 0.2 to 20 minutes.
Claim 2
Dependent Claim
214 words
In the process for the preparation of methylolaminotriazines etherified with alkanols and having per mol of the aminotriazine, an analytically determined average of 0.6 n to 2 n methylol groups, which are etherified to the extent of 30 to 60%, n being the number of amino groups in the aminotriazine, wherein an aminotriazine is warmed to 80° to 130° C. with 0.7 n to 3 n mols of formaldehyde, 2 n to 10 n mols of an alkanol or a mixture of alkanols having 1 to 8 carbon atoms, the carbon chain of which, if having more than 2 carbon atoms, can also be interrupted by an oxygen atom, and 0 to 5 n mols of water, per mol of the aminotriazine for 0.2 to 20 minutes, under elevated pressure, wherein the improvement comprises said aminotriazine being first heated to a temperature of 60°-90° C. in the presence of the formaldehyde and 0 to 30% by weight of the total amount of alkanol or alkanol mixture for 1 to 30 minutes at a pH 8 to 11 whereupon the remainder of the alkanol or alkanol mixture is added and the mixture is subsequently heated to 80° to 130° C. under elevated pressure at a pH of 3 to 8, for 0.2 to 20 minutes.
Claim 3
Dependent Claim
35 words
The process of claim 1, wherein the mixture is heated under elevated pressure in the presence of a strong inorganic or organic acid at a pH of 3 to 7 for 0.2 to 20 minutes.
Claim 4
Dependent Claim
35 words
The process according to claim 1, wherein the alkanol or mixture of alkanols have 1 to 4 carbon atoms or an alkyl carbon chain of 2 to 4 carbon atoms interrupted by an oxygen atom.
Claim 5
Dependent Claim
26 words
The process according to claim 1 where the alkanol or mixture of alkanols is methanol or an alkanol mixture containing at least 40 mol % methanol.
Claim 6
Dependent Claim
11 words
The process according to claim 4, wherein the alkanol is methanol.
Claim 7
Dependent Claim
51 words
The process according to claim 1 wherein the alkanol or alkanol mixture contains 15 to 20% by weight of a glycol with 2 to 4 carbon atoms, a polyethylene glycol with 2 to 4 ethylene glycol units, or a monoalkyl-(C 1 -C 4 ) ether of the aforesaid glycol or polyglycol.
Claim 8
Dependent Claim
33 words
The process according to claim 1 wherein after the entire amount of alkanol or alkanol mixture has been added to the reaction, the mixture is warmed to 85° to 115° C. under pressure.
Claim 9
Dependent Claim
37 words
The process according to claim 7 wherein after the entire amount of alkanol or alkanol mixture has been added to the reaction, the reaction is carried out under a pressure of at least 0.1 atmosphere over atmospheric.
Claim 10
Dependent Claim
29 words
The process according to claim 8 wherein after adding the entire amount of alkanol or alkanol mixture, the reaction is carried out at a pH of 6 to 7.
References Cited (Backward Citations)
US4039493A
Cited
US4081426A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-06-01 | 1984-12-01 | 1985-06-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-06-01 | 1988-12-01 | 1989-06-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-06-01 | 1992-12-01 | 1993-06-02 | $7700.00 | Window Closed / Lapsed |