# US 4,383,081 A · Cationic acrylamide chemically modified asphalts

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- Number: US 4,383,081 A
- Document ID: US4383081A
- Status: Granted
- Kind: A
- Application number: 06/329,899
- Filed: 1981-12-11
- Granted: 1983-05-10
- Earliest claimed: 1981-12-11
- Assignees: Owens-Corning Fiberglas Corporation
- Inventors: Anthony V. Grossi; Leon A. Hagelee; Louis T. Hahn; Alfred Marzocchi
- Web page: https://patentgrep.com/patent/US4383081A

## CPC

- C08F 289/00: Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds not provided for in groups C08F251/00 - C08F287/00
- C09D 151/00: Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds (based on ABS polymers C09D155/02); Coating compositions based on derivatives of such polymers
- C10C 3/026: {with organic compounds}
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- C10C: WORKING-UP PITCH, ASPHALT, BITUMEN, TAR; PYROLIGNEOUS ACID (compositions of bituminous materials C08L95/00; carbon filaments by decomposition of organic filaments D01F9/14)

## Abstract

Cationic chemically modified asphalts having utility for road construction, repair and maintenance, as well as a coating for various substrates including cementitious substrates, glass and metal are provided. These asphalts are obtained by reacting an acrylamide, optionally with a vinyl aromatic, with a prereacted product of asphalt, a rubber and a vinyl aromatic monomer.

## Claims

### Claim 1

As a composition of matter, the product produced by reacting an (i) acrylamide with (ii) asphalt that has been prereacted with a vinyl aromatic monomer and a rubbery polymer and (iii) optionally, a vinyl aromatic monomer.

### Claim 2 (depends on 1)

The composition of claim 1 wherein said acrylamide is a compound of the formula
(R.sub.1)(R.sub.2)C.dbd.C(R.sub.3)--C(O)N(R.sub.4)(R.sub.5)
wherein R.sub.1, R.sub.2 and R.sub.3 are independently selected from hydrogen and a C.sub.1 -C.sub.3 alkyl; R.sub.4 and R.sub.5 are idependently selected from hydrogen, a C.sub.1 -C.sub.3 alkyl and a radical of the formula
--R.sub.6 --N(R.sub.7)(R.sub.8)
wherein R.sub.6 is an alkylene group of 1 to 5 carbon atoms and R.sub.7 and R.sub.8 are independently selected from hydrogen or a C.sub.1 -C.sub.3 alkyl.

### Claim 3 (depends on 2)

The composition of claim 2 wherein R.sub.4 and R.sub.5 are said radical of the formula --R.sub.6 --N(R.sub.7)(R.sub.8).

### Claim 4 (depends on 3)

The composition of claim 3 wherein R.sub.1 and R.sub.2 are hydrogen.

### Claim 5 (depends on 3)

The composition of claim 3 wherein R.sub.6 is ethylene or propylene.

### Claim 6 (depends on 3)

The composition of claim 3 wherein R.sub.3, R.sub.7 and R.sub.8 are hydrogen or methyl.

### Claim 7 (depends on 2)

The composition of claim 2 wherein said acrylamide is dimethylaminopropylmethacrylamide.

### Claim 8 (depends on 3)

The composition of claim 3 wherein said rubbery polymer is a homopolymer of a diene or a copolymer of a diene and an olefinically unsaturated monomer.

### Claim 9 (depends on 8)

The composition of claim 8 wherein said reacting is done by heating at a temperature of at least about 115.degree. C. for at least about 8 hours.

### Claim 10 (depends on 9)

The composition of claim 9 wherein said optional vinyl aromatic is employed to produce said composition.

### Claim 11 (depends on 10)

The composition of claim 10 wherein said employed optional vinyl aromatic is styrene and wherein the vinyl aromatic of said prereacted asphalt is styrene.

### Claim 12

A process for producing a chemically modified asphalt which comprises charging into a reactor (i) an acrylamide, (ii) an asphalt that has been prereacted with a vinyl aromatic monomer and a rubbery polymer and, (iii) optionally, a vinyl aromatic monomer, and heating the materials in the reactor at an elevated temperature for several hours.

### Claim 13 (depends on 12)

The process of claim 12 whereiin said acrylamide is a compound of the formula
(R.sub.1)(R.sub.2)C.dbd.C(R.sub.3)--C(O)N(R.sub.4)(R.sub.5)
wherein R.sub.1, R.sub.2 and R.sub.3 are independently selected from hydrogen and a C.sub.1 -C.sub.3 alkyl; R.sub.4 and R.sub.5 are independently selected from hydrogen, a C.sub.1 -C.sub.3 alkyl and a radical of the formula
--R.sub.6 --N(R.sub.7 (R.sub.8)
wherein R.sub.6 is an alkylene group of 1 to 5 carbon atoms and R.sub.7 and R.sub.8 are independently selected from hydrogen or a C.sub.1 -C.sub.3 alkyl.

### Claim 14 (depends on 13)

The process of claim 13 wherein the materials are heated at a temperature of at least about 115.degree. C. for at least about 8 hours.

### Claim 15 (depends on 14)

The process of claim 14 wherein said vinyl aromatic monomer is styrene and wherein said rubbery polymer is a homopolymer of a diene or a copolymer of a diene and an olefinically unsaturated monomer.

### Claim 16 (depends on 2)

The composition of claim 2 wherein said reacting is done by heating at an elevated temperature for several hours.