DE925277C - Adhesive for bituminous road building materials - Google Patents

Adhesive for bituminous road building materials

Info

Publication number
DE925277C
DE925277C DEG11547A DEG0011547A DE925277C DE 925277 C DE925277 C DE 925277C DE G11547 A DEG11547 A DE G11547A DE G0011547 A DEG0011547 A DE G0011547A DE 925277 C DE925277 C DE 925277C
Authority
DE
Germany
Prior art keywords
cooh
building materials
adhesive
road building
acid
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
DEG11547A
Other languages
German (de)
Inventor
Ernst O Bilek
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.)
Evonik Operations GmbH
Original Assignee
TH Goldschmidt AG
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 TH Goldschmidt AG filed Critical TH Goldschmidt AG
Priority to DEG11547A priority Critical patent/DE925277C/en
Application granted granted Critical
Publication of DE925277C publication Critical patent/DE925277C/en
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/20Carboxylic acid amides

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

Description

Haftmittel für bituminöse Straßenbaustoffe Im Straßenbau sollen die bituminösen Bindemittel die Gesteinsstoffe miteinander verkitten.Adhesive for bituminous road building materials In road construction, the bituminous binding agent cementing the rock together.

Dies kann nur erreicht werden, wenn die Bindemittel das Gestein völlig benetzen und fest am Gestein haften. Wenn die Haftfestigkeit gering ist und einwirkendes Wasser die Bindemittel von den Mineralstoffen verdrängt, kann eine gleichmäßige Verkittung nicht erfolgen.This can only be achieved when the binders completely absorb the rock wet and adhere firmly to the rock. When the adhesive strength is low and acting Water displaces the binding agent from the minerals, and can be even Puttying is not done.

Es sind schon viele Mittel vorgeschlagen, mit deren Hilfe die Oberflächeneigenschaften der Mineralstoffe so verändert werden, daß eine völlige Benetzung und gute Haftung des Bindemittels auch in Gegenwart von Wasser bewirkt wird. Die vorgeschlagenen Substanzen sind mannigfacher Art. Many means have been proposed to help improve surface properties the minerals are changed so that a complete wetting and good adhesion the binder is also effected in the presence of water. The proposed Substances are of many kinds.

Die wichtigsten sind Schwermetallseifen organischer hochmolekularer Säuren und hochmolekulare Verbindungen, die polare Gruppen, z. B. die Gruppen COOH, OH oder NH2 enthalten. Besonders die höheren Amine, also die organischen Derivate des Ammoniaks, die einen lipophilen Rest tragen, und ihre Salze sind als Haftmittel bekannt.The most important are heavy metal soaps of organic high molecular weight Acids and high molecular weight compounds containing polar groups, e.g. B. the groups COOH, Contains OH or NH2. Especially the higher amines, i.e. the organic derivatives of ammonia, which carry a lipophilic residue, and their salts are used as adhesives known.

Mit diesen Haftmitteln werden entweder die Gesteine behandelt, oder sie werden dem Bindemittel zugesetzt. Bei einer dritten Arbeitsweise läßt man das Haftmittel erst auf der Oberfläche der Gesteine entstehen, indem man die eine Komponente im bituminösen Bindemittel löst und mit der anderen, z. B. in einem Lösungsmittel gelöst, das Gestein behandelt und dann erst Bindemittel und Gestein zusammenbringt. With these adhesives either the rocks are treated, or they are added to the binder. A third way of working lets you leave that Adhesives are only created on the surface of the rock by adding one component dissolves in the bituminous binder and with the other, z. B. in a solvent dissolved, treated the rock and only then brings the binder and rock together.

Nicht alle Haftmittel wirken in allen Fällen. Not all adhesives will work in all cases.

Die einen sind besonders günstig bei saurem, die anderen bei basischem Gestein. Andere vergrößern die Haftfestigkeit von. Verschnittbitumen viel mehr als die von Teer, wieder andere erhöhen hauptsächlich die Benetzungsfähigkeit und weniger die eigentliche Haftfestigkeit.Some are particularly cheap with sour ones others with basic rock. Others increase the adhesive strength of. Cut-off bitumen much more than that of tar, still others mainly increase the wettability and less the actual adhesive strength.

Es wurde nun überraschenderweise gefunden, daß organische Carbon- oder Sulfosäuren, die mindestens einen langkettigen Acyl- oder Alkylrest und 2 oder mehr Stickstoffatome, von denen mindestens eine basischen Charakter besitzt, enthalten, hervorragende Haftmittel für bituminöse Straßenbaustoffe sind. Sie weisen gegenüber den' bisherigen Haftmitteln Vorteile auf, da die Art der Mineralstoffe und deren bituminöse Bindemittel kaum noch die Haftfestigkeit beeinflussen. It has now been found, surprisingly, that organic carbon or sulfonic acids containing at least one long-chain acyl or alkyl radical and 2 or contain more nitrogen atoms, at least one of which has a basic character, are excellent adhesives for bituminous road building materials. You point towards the 'previous adhesives advantages because of the nature of the minerals and their bituminous binders hardly affect the adhesive strength.

Als Beispiele für Verbindungen der erfindungsgemäß zu verwendenden Art seien die folgenden genannt: C15H31 CO NH C2H4 NH CH2 COOH Palmitinsäureamidoäthylglycin, C17H35 CO NH C2H4 NE C2H4 NH CH2 COOH Stearinsäureamidoäthylaminoäthylglycin, C17H35 CO NH C2H4 NH C2H4 NH (C6H3OH) COOH Stearinsäureamidoäthylaminoäthylaminosalicyl, C17H33 CO NH C2H4 NH C2H4 NH CH2 (C6H3OH) COOH Ölsäureamidoäthylaminoäthylaminomethylsalicylsäure, C15H31 CO NH C2H4 NH C2H4 NH C6H4SO3H Palmitinsäureamidoäthylaminoäthylsulfanilsäure, C17H31 CO NH C2H4 NH C2H4 NH C2H4SO3H Linolsäureamidoäthylaminoäthyltaurin, (C17H33 CO NH C2H4 NH C2H4 NH C2H4)2N C2H4 SO3H Di-(ölsäureamidoäthylaminoäthylaminoäthyl)-taurin, C12H25 NH C3H6 NH CH2 COOH Dodecylaminopropylglycin, C14H29 NH C2H4 NH C2H4 SO3H Tetradecylaminoäthyltaurin, C18H37 NH C2H4 NH C2H4 NH CH2 COOH Oktadecylaminoäthylaminoäthylglycin, C10H22 NH C3H6 NH C6H4 COOH Decylaminopropylaminobenzoesäure, (C16H33 NH C2H4 NH C2H4)2N C2H4 COOH Di-(hexadecylaminoäthylaminoäthyl)-aminopropionsäure. As examples of compounds to be used according to the invention Type are the following: C15H31 CO NH C2H4 NH CH2 COOH Palmitic acid amidoethylglycine, C17H35 CO NH C2H4 NE C2H4 NH CH2 COOH Stearic acid amidoethylaminoethylglycine, C17H35 CO NH C2H4 NH C2H4 NH (C6H3OH) COOH stearic acid amidoethylaminoethylaminosalicyl, C17H33 CO NH C2H4 NH C2H4 NH CH2 (C6H3OH) COOH Oleic acid amidoethylaminoethylaminomethylsalicylic acid, C15H31 CO NH C2H4 NH C2H4 NH C6H4SO3H Palmitic acid amidoethylaminoethylsulfanilic acid, C17H31 CO NH C2H4 NH C2H4 NH C2H4SO3H Linoleic acid amidoethylaminoethyltaurine, (C17H33 CO NH C2H4 NH C2H4 NH C2H4) 2N C2H4 SO3H di- (oleic acid amidoethylaminoethylaminoethyl) taurine, C12H25 NH C3H6 NH CH2 COOH dodecylaminopropylglycine, C14H29 NH C2H4 NH C2H4 SO3H Tetradecylaminoethyltaurine, C18H37 NH C2H4 NH C2H4 NH CH2 COOH octadecylaminoethylaminoethylglycine, C10H22 NH C3H6 NH C6H4 COOH decylaminopropylaminobenzoic acid, (C16H33 NH C2H4 NH C2H4) 2N C2H4 COOH Di- (hexadecylaminoethylaminoethyl) aminopropionic acid.

Diese Verbindungen können auch in Form ihrer Salze mit z. B. Salzsäure, Phosphorsäure, Essigsäure oder Ölsäure verwendet werden. These compounds can also be used in the form of their salts with, for. B. hydrochloric acid, Phosphoric acid, acetic acid or oleic acid can be used.

Beispiele 1. 100 Teile Quarzitsplitt 3/15 mm werden mit 5 Teilen Straßenteer vermischt, der einen Zusatz von 0,3% Oktadecylaminoäthylaminoäthylglycinhydrochlorid enthält. Der umhüllte - Splitt verändert sich auch bei mehrtägigem Stehen unter Wasser meht. Ohne Zusatz ist die Haftung schlecht, und das Bindemittel löst sich schon nach kurzer Einwirkung von Wasser weitgehend wieder vom Splitt. Examples 1. 100 parts of 3/15 mm quartzite chippings are mixed with 5 parts Road tar mixed with an addition of 0.3% octadecylaminoäthylaminoäthylglycine hydrochloride contains. The enveloped grit changes even when standing under it for several days Water flows. Without an additive, the adhesion is poor and the binder dissolves after a short exposure to water, largely from the grit again.

2. 100 Teile Hochofenschlackensplitt 3/8 mm werden mit 5 Teilen Verschnittbitumen vermischt, der einen Zusatz von 0,4 0/o Ölsäureamidoäthylaminoäthyltaurin enthält. Die Haftfestigkeit des Verschnittbitumens am Splitt ist ausgezeichnet und wird durch Wasser nicht verringert. 2. 100 parts of blast furnace slag chippings 3/8 mm are mixed with 5 parts by cut bitumen mixed, which contains an addition of 0.4 0 / o oleic acid amidoethylaminoethyltaurine. The adhesive strength of the cut bitumen on the chippings is excellent and is guaranteed by Water not decreased.

Claims (3)

P A T E N T A N S P R Ü C H E : 1. Haftmittel für bituminöse Straßenbaustoffe, bestehend aus einer organischen Carbon-oder Sulfosäure, die mindestens einen langkettigen Acyl- oder Alkylrest und 2 oder mehr N-Atmie enthält, von denen mindestens eines basischen Charakter besitzt. P A T E N T A N S P R Ü C H E: 1. Adhesives for bituminous road building materials, consisting of an organic carboxylic or sulfonic acid, which has at least one long-chain Acyl or alkyl radical and 2 or more N atmospheres, of which at least one has a basic character. 2. Haftmittel nach Anspruch 1, gekennzeichnet durch eine Verbindung, die der allgemeinen Formel R1CO # NH # (C2H4 # NH)n # R2 # COOH entspricht, in der R1 eine Kohlenwasserstoffkette von mindestens 8 C-Atomen, n=1 oder mehr, und R2 ein Brückenglied von rein aliphatischer, gemischt aliphatisch-aromatischer oder rein aromatischer Natur ist. 2. Adhesive according to claim 1, characterized by a compound, which corresponds to the general formula R1CO # NH # (C2H4 # NH) n # R2 # COOH, in which R1 is a hydrocarbon chain of at least 8 carbon atoms, n = 1 or more, and R2 a bridge member of purely aliphatic, mixed aliphatic-aromatic or is of a purely aromatic nature. 3. Haftmittel nach Anspruch 1, gekennzeichnet durch eine Verbindung, die der allgemeinen Formel R1 # NH # (C2H4 # NH)n # R2 # COOH entspricht, in der R1 eine Kohlenwasser'stoffkette von mindestens 8 C-Atomen, n=1 oder mehr, und R2=CH2, C2H4, C6H4, C6H3OH oder CH2 # C6H3OH ist. 3. Adhesive according to claim 1, characterized by a compound, which corresponds to the general formula R1 # NH # (C2H4 # NH) n # R2 # COOH, in which R1 is a hydrocarbon chain of at least 8 carbon atoms, n = 1 or more, and R2 = CH2, Is C2H4, C6H4, C6H3OH, or CH2 # C6H3OH.
DEG11547A 1953-04-21 1953-04-21 Adhesive for bituminous road building materials Expired DE925277C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEG11547A DE925277C (en) 1953-04-21 1953-04-21 Adhesive for bituminous road building materials

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEG11547A DE925277C (en) 1953-04-21 1953-04-21 Adhesive for bituminous road building materials

Publications (1)

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DE925277C true DE925277C (en) 1955-03-17

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1099434B (en) * 1956-09-21 1961-02-09 Armour & Co Production of a bitumen mixture that cannot be stripped off, especially for road construction
DE1102033B (en) * 1956-09-21 1961-03-09 Armour & Co Production of a bitumen mixture that cannot be stripped off, especially for road construction
DE1199174B (en) * 1957-03-06 1965-08-19 Carlisle Chemical Works Additives for asphalt compounds
EP0046827A1 (en) * 1980-08-27 1982-03-10 Paul E. Bracegirdle Process and apparatus for making asphalt concrete
US4378162A (en) 1979-02-22 1983-03-29 Bracegirdle P E Process for making asphalt concrete

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1099434B (en) * 1956-09-21 1961-02-09 Armour & Co Production of a bitumen mixture that cannot be stripped off, especially for road construction
DE1102033B (en) * 1956-09-21 1961-03-09 Armour & Co Production of a bitumen mixture that cannot be stripped off, especially for road construction
DE1199174B (en) * 1957-03-06 1965-08-19 Carlisle Chemical Works Additives for asphalt compounds
US4378162A (en) 1979-02-22 1983-03-29 Bracegirdle P E Process for making asphalt concrete
USRE32206E (en) * 1979-02-22 1986-07-15 Process for making asphalt concrete
EP0046827A1 (en) * 1980-08-27 1982-03-10 Paul E. Bracegirdle Process and apparatus for making asphalt concrete

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