GB856373A - Substituted acid amides and bituminous bonding compositions containing them - Google Patents

Substituted acid amides and bituminous bonding compositions containing them

Info

Publication number
GB856373A
GB856373A GB6701/58A GB670158A GB856373A GB 856373 A GB856373 A GB 856373A GB 6701/58 A GB6701/58 A GB 6701/58A GB 670158 A GB670158 A GB 670158A GB 856373 A GB856373 A GB 856373A
Authority
GB
United Kingdom
Prior art keywords
imidazolinyl
alkenyl
alkyl
alkyleneamino
alkylamino
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
GB6701/58A
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.)
Carlisle Chemical Works Inc
Original Assignee
Carlisle Chemical Works Inc
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 Carlisle Chemical Works Inc filed Critical Carlisle Chemical Works Inc
Publication of GB856373A publication Critical patent/GB856373A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/06—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
    • C07D233/08—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms
    • C07D233/12—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D233/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/06—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
    • C07D233/08—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms
    • C07D233/12—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D233/16—Radicals substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
    • C08K5/3445—Five-membered rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Road Paving Structures (AREA)

Abstract

Thermally stable compounds (suitable for incorporation in bituminous bonding compositions for coating aggregates) have the formula: <FORM:0856373/IV(b)/1> where R is C1-20 alkyl or alkenyl; R is alkylamino, dialkylamino, alkylaminoalkyleneamino, dialkylaminoalkyleneamino, 2-alkyl-1-(2-imidazolinyl), 2-alkenyl-1-(2-imidazolinyl), or 1-(2-alkenyl-2-imidazolinyl) alkyleneamino ; R11 is alkylene having at least 2 carbon atoms ; Z is 1(2-alkyl-2-imidazolinyl), 1(2-alkenyl-2-imidazolinyl), alkylamino or dialkyamino ; X is halogen ; and n is zero or an integer. These compounds may be prepared by halogenating a saturated or unsaturated fatty acid and reacting the product with a suitable amine or imidazoline ; before or after this step the carboxyl group is reacted with a suitable diamine or imidazolinylalkylamine to form the amide group. Hydrohalic acid formed in the condensation step may remain in the product as the salt. The compounds of the invention may be reacted with organic acids to form salts or soaps in known manner. Lists of suitable reactants are given. Specifications 755,868, 755,918 and 774,017 are referred to.ALSO:Bituminous bonding compositions contain a thermally stable bond-improving agent of formula: <FORM:0856373/V/1> where R is C 1-20 alkyl or alkenyl; R1 is alkylamino, dialkylamino, alkylamino alkyleneamino, dialkylamino alkyleneamino, 2-alkyl-1-(2-imidazolinyl), 2-alkenyl-1-(2-imidazalinyl), 1-(2-alkyl-2-imidazolinyl) alkyleneamino or 1-(2-alkenyl-2-imidazolinyl) alkyleneamino; R11 is alkylene having at least 2 carbon atoms; Z is 1 (2-alkyl-2-imidazolinyl), 1 (2-alkenyl-2-imidazolinyl), alkylamino or dialkylamino; X is halogen; and n is zero or an integer. The compounds may be used in the form of salts with hydrohalic or organic acids. Specifications 755,868, 755,918 and 774,017 are referred to.
GB6701/58A 1957-03-06 1958-03-03 Substituted acid amides and bituminous bonding compositions containing them Expired GB856373A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US856373XA 1957-03-06 1957-03-06

Publications (1)

Publication Number Publication Date
GB856373A true GB856373A (en) 1960-12-14

Family

ID=22192952

Family Applications (1)

Application Number Title Priority Date Filing Date
GB6701/58A Expired GB856373A (en) 1957-03-06 1958-03-03 Substituted acid amides and bituminous bonding compositions containing them

Country Status (2)

Country Link
DE (1) DE1199174B (en)
GB (1) GB856373A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1283239A1 (en) * 2001-08-08 2003-02-12 Goldschmidt AG Bitumen compositions containing alkaline mixtures of alkylamidoamine and alkylaminoimidazolines as adhesion promoters
EP2223601A1 (en) * 2009-01-30 2010-09-01 Evonik Goldschmidt GmbH Compounds containing reaction products from alkyl amidoamines, alkyl amidoamine azolines and free amine and use of same

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB560716A (en) * 1941-09-27 1944-04-18 Standard Oil Dev Co Improvements in or relating to bituminous materials
US2461971A (en) * 1941-09-27 1949-02-15 Standard Catalytic Co Asphalt with improved adhesion properties for aggregates
CH281442A (en) * 1941-12-08 1952-03-15 Bataafsche Petroleum A composition comprising an asphaltic material.
AT169335B (en) * 1942-09-02 1951-11-10 Nostrip Inc Agent for increasing the adhesive strength of bitumen and bituminous binder containing this agent
US2478162A (en) * 1947-03-31 1949-08-02 Shell Dev Asphalt compositions
GB638654A (en) * 1947-10-28 1950-06-14 Shell Refining & Marketing Co Improvements in or relating to bituminous compositions
NL70100C (en) * 1948-05-14
US2508428A (en) * 1949-02-17 1950-05-23 California Research Corp Bitumen-treating agent
US2508429A (en) * 1949-02-17 1950-05-23 California Research Corp Compounded bitumen
US2508430A (en) * 1949-02-17 1950-05-23 California Research Corp Bitumen-treating agent
US2508431A (en) * 1949-02-17 1950-05-23 California Research Corp Bitumen-treating agent
GB695108A (en) * 1949-08-09 1953-08-05 Robert Douglas Swan An improved additive for bituments, tars, tar compounds, and oil base and water basepaints to promote their adhesion to wet surfaces
DE925277C (en) * 1953-04-21 1955-03-17 Goldschmidt Ag Th Adhesive for bituminous road building materials

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1283239A1 (en) * 2001-08-08 2003-02-12 Goldschmidt AG Bitumen compositions containing alkaline mixtures of alkylamidoamine and alkylaminoimidazolines as adhesion promoters
EP2223601A1 (en) * 2009-01-30 2010-09-01 Evonik Goldschmidt GmbH Compounds containing reaction products from alkyl amidoamines, alkyl amidoamine azolines and free amine and use of same

Also Published As

Publication number Publication date
DE1199174B (en) 1965-08-19

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