GB263853A - Process of producing aldehyde amine condensation products and products produced thereby - Google Patents

Process of producing aldehyde amine condensation products and products produced thereby

Info

Publication number
GB263853A
GB263853A GB32896/26A GB3289626A GB263853A GB 263853 A GB263853 A GB 263853A GB 32896/26 A GB32896/26 A GB 32896/26A GB 3289626 A GB3289626 A GB 3289626A GB 263853 A GB263853 A GB 263853A
Authority
GB
United Kingdom
Prior art keywords
butyraldehyde
aldehyde
aniline
products
heptaldehyde
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
GB32896/26A
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.)
Grasselli Chemical Co
Original Assignee
Grasselli 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 Grasselli Chemical Co filed Critical Grasselli Chemical Co
Publication of GB263853A publication Critical patent/GB263853A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/04—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
    • C08G12/06—Amines
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/04—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
    • C08G12/10—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with acyclic compounds having the moiety X=C(—N<)2 in which X is O, S or —N
    • C08G12/14—Dicyandiamides; Dicyandiamidines; Guanidines; Biguanidines; Biuret; Semicarbazides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Paints Or Removers (AREA)

Abstract

263,853. Grasselli Chemical Co., (Assignees of Williams, I., and Burnett, W. B.). March 13, 1925, [Convention date]. Aldehyde-amine condensation, products.-Condensation products which may be used as accelerators in the vulcanization of india-rubber are obtained by causing one molecular proportion of an amino-body to react with two or more, it may be twenty, molecular proportions of an aliphatic alpha-#-saturated aldehyde (i.e. an aldehyde with more than two carbon atoms in which the a and # atoms are linked together by a single bond), or with three or more molecular proportions of any other aliphatic aldehyde under conditions whereby water is eliminated. Suitable amines are aniline, n-butylamine, ethylamine, o-tolyldiguanide, ethylaniline, and ethylenediamine, and suitable aldehydes are acetaldehyde, propionaldehyde, n-butyraldehyde, heptaldehyde, crotonaldehyde, citral, acetaldol, and alpha-ethyl-#-propylacrolein. The condensation may be carried out in the presence or absence of inert solvents and under ordinary or increased pressure, and the water formed in the reaction may be removed by heating or by means of dehydrating agents. The products obtained by condensing primary amines with alpha-#-saturated aldehydes give the best results as vulcanization accelerators, their use for this purpose is claimed in Specification 249,113. In examples in which various molecular proportions of aldehyde, up to 15, react with one molecular proportion of amine, the components specified are heptaldehyde and n-butvlamine, n-butyraldehyde and aniline, n-butyraldehyde and o-tolyldiguanide, n-butyraldehyde and n-butylamine, n-propionaldehyde and aniline, and crotonaldehyde and ethylamine, The following condensation products also are referred to, the numbers in brackets giving the molecular proportions of aldehyde to amine : acetaldehyde-aniline (5: 1), nbutyraldehyde-guanidine (5: 1), n-butyraldehydemethylamine (5: 1), n-butyraldehyde-ethylamine (5: 1), n-butyraldehyde-dietbylamine (5: 1), nbutyraldehyde-ethylaniline. (5 : 1), n-butyraldehyde-methylamine (10: 1). n.butyraldehydeethylenediamine (10: 1), n-butyraldehyde-ethyl amine (15: 1), heptaldehyde-o-tolyldiguanide (5: 1), heptaldehyde-ethylamine (5: 1), acetaldolethylamine (5 : 1), acetaldol - n - butylamine (5: 1), acetaldol-o-tolydiguanide (5: 1), crotonaldehyde-aniline (5: 1) and citral-o-tolyliguanide (5 : 1).
GB32896/26A 1925-03-13 1926-03-08 Process of producing aldehyde amine condensation products and products produced thereby Expired GB263853A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US263853XA 1925-03-13 1925-03-13

Publications (1)

Publication Number Publication Date
GB263853A true GB263853A (en) 1927-07-08

Family

ID=21831538

Family Applications (1)

Application Number Title Priority Date Filing Date
GB32896/26A Expired GB263853A (en) 1925-03-13 1926-03-08 Process of producing aldehyde amine condensation products and products produced thereby

Country Status (1)

Country Link
GB (1) GB263853A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2455193A (en) * 1944-07-26 1948-11-30 Lilly Co Eli Aldehyde derivatives of 2-aminoalkanes
CN103145562A (en) * 2013-03-18 2013-06-12 黄河三角洲京博化工研究院有限公司 N-ethyl aniline preparation method
CN103193656A (en) * 2013-04-08 2013-07-10 黄河三角洲京博化工研究院有限公司 Synthesis method of N-ethylaniline

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2455193A (en) * 1944-07-26 1948-11-30 Lilly Co Eli Aldehyde derivatives of 2-aminoalkanes
CN103145562A (en) * 2013-03-18 2013-06-12 黄河三角洲京博化工研究院有限公司 N-ethyl aniline preparation method
CN103145562B (en) * 2013-03-18 2015-06-17 黄河三角洲京博化工研究院有限公司 N-ethyl aniline preparation method
CN103193656A (en) * 2013-04-08 2013-07-10 黄河三角洲京博化工研究院有限公司 Synthesis method of N-ethylaniline
CN103193656B (en) * 2013-04-08 2015-06-03 黄河三角洲京博化工研究院有限公司 Synthesis method of N-ethylaniline

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