GB861045A - Beta-amino lower-alkyl carbamates - Google Patents

Beta-amino lower-alkyl carbamates

Info

Publication number
GB861045A
GB861045A GB638358A GB638358A GB861045A GB 861045 A GB861045 A GB 861045A GB 638358 A GB638358 A GB 638358A GB 638358 A GB638358 A GB 638358A GB 861045 A GB861045 A GB 861045A
Authority
GB
United Kingdom
Prior art keywords
aldehydes
formula
alkyl
resins
proviso
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB638358A
Inventor
Thomas Houtman
William F Tousignant
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Dow Chemical Co
Original Assignee
Dow Chemical Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Dow Chemical Co filed Critical Dow Chemical Co
Priority to GB638358A priority Critical patent/GB861045A/en
Publication of GB861045A publication Critical patent/GB861045A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06Esters of carbamic acids

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Phenolic Resins Or Amino Resins (AREA)

Abstract

Clear, brittle, water-insoluble, thermoset resins are obtained by heating aminoalkyl carbamates of the formula <FORM:0861045/IV (a)/1> wherein R1 and R2 are hydrogen or C1-4 alkyl groups with the proviso that at least one of R1 and R2 is a C1-4 alkyl group and the sum of the carbon atoms in R1 and R2 does not exceed 4, with aldehydes such as formaldehyde, paraformaldehyde, trioxane, acetaldehyde, glyoxal, acrolein, crotonic aldehyde, benzaldehyde and furfural, in presence of an acid such as phosphoric acid. The resins may be cast as films on to glass slides and may be used to impart wet strength to paper and crease-resistance to cottons, in intumescent coatings and also to coagulate clay suspensions. Specification 861,044 is referred to.ALSO:The invention comprises compounds of the formula <FORM:0861045/IV (b)/1> wherein R1 and R2 are hydrogen or C1-4 alkyl groups with the proviso that at least one of R1 and R2 is C1-4 alkyl and the sum of the carbon atoms in R1 and R2 does not exceed 4. The compounds are prepared by gradual addition of an epoxide of the formula <FORM:0861045/IV (b)/2> to a reaction vessel containing liquefied urea, while maintaining a superatmospheric pressure of above 15 p.s.i.g. and a reaction temperature ranging from 80 DEG to 125 DEG C. for an aqueous medium and from 80 DEG to 150 DEG C. for an anhydrous medium. Alternatively, when an aqueous medium is used, the epoxide reactant may be added in bulk to the aqueous urea. The carbamates may be stabilized against decomposition by the addition of water, aldehydes and organic or inorganic acids. The products may be used for softening paper and cellulosic sponges, as plasticizers for phenol adhesives and as humectants. Resins are formed therefrom by condensation with aldehydes. Alkyl - 2 - oxazolidinones and monoalkanol ureas are formed as by-products. Specification 861,044 is referred to.ALSO:Coagulation and precipitation of clay particles is effected by admixing with clay suspensions the resins obtained by condensing aldehydes with aminoalkyl carbamates of the formula <FORM:0861045/III/1> wherein R1 and R2 are hydrogen or C1-4 alkyl groups with the proviso that at least one of R1 and R2 is a C1-4 alkyl group and the sum of the carbon atoms in R1 and R2 does not exceed 4. Specification 861,044 is referred to.
GB638358A 1958-02-27 1958-02-27 Beta-amino lower-alkyl carbamates Expired GB861045A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB638358A GB861045A (en) 1958-02-27 1958-02-27 Beta-amino lower-alkyl carbamates

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB638358A GB861045A (en) 1958-02-27 1958-02-27 Beta-amino lower-alkyl carbamates

Publications (1)

Publication Number Publication Date
GB861045A true GB861045A (en) 1961-02-15

Family

ID=9813506

Family Applications (1)

Application Number Title Priority Date Filing Date
GB638358A Expired GB861045A (en) 1958-02-27 1958-02-27 Beta-amino lower-alkyl carbamates

Country Status (1)

Country Link
GB (1) GB861045A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3368985A (en) * 1965-03-19 1968-02-13 Pittsburgh Plate Glass Co Polyurethanes produced from hydroxyl-terminated carbamates

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3368985A (en) * 1965-03-19 1968-02-13 Pittsburgh Plate Glass Co Polyurethanes produced from hydroxyl-terminated carbamates

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