Asphalt compositions

Details Asphalt compositions Asphalt compositions

2000-12-28

2002-12-10

Szekely, Peter (Department: 1714)

Synthetic resins or natural rubbers -- part of the class 520 ser

Synthetic resins

Processes of preparing a desired or intentional composition...

C524S059000, C524S071000

Reexamination Certificate

active

06492439

ABSTRACT:

FIELD OF THE INVENTION
This invention relates to asphalt compositions. More specifically, this invention relates to rubber-modified asphalt compositions with improved softening points.
BACKGROUND OF THE INVENTION
Asphalt has become an important material for building and repairing roads. It is also used in applications such as roofing and weather sealing. The estimated annual use of asphalt in the United States alone is more than 13 million kilograms.
The addition of rubber to asphalt can improve properties such as crack resistance, softening points, viscosity, tensile strength, elongation, toughness, and tenacity. It has also been shown that curing agents can be used to further improve asphalt properties. Sulfur is a commonly used curing agent for rubber-modified asphalt compositions. However, large amounts of sulfur are needed to fully cure the compositions and sulfur demonstrates a tendency to form gels.
Phenolic resins recently have been used as curing agents for rubber-modified asphalt compositions. Phenolic resins are inexpensive and easily made and have been employed in a variety of applications including coatings, dispersions, adhesives, molding compounds, and laminates.
It would be desirable to develop a better phenolic-cured rubber system for use in asphalt compositions to improve the softening point of the asphalt as well as the toughness and tenacity.
SUMMARY OF THE INVENTION
A rubber-modified asphalt composition is provided. The asphalt composition includes asphalt, a rubber including at least high vinyl poly(conjugated diene), and at least one phenolic curing resin. The high vinyl poly(conjugated diene) has a vinyl content of at least 35%. In another embodiment, a method for forming the aforementioned asphalt composition is provided.
Asphalt compositions containing high vinyl rubbers cured with phenolic curing resins exhibit desirable properties. The use of phenolic curing agents results in improvements to the softening point of the present asphalt composition while also improving toughness and tenacity. As known to the skilled artisan, tenacity levels represent the strength and durability of the asphalt compositions. Specifically, tenacity is a measurement of the resilience of an asphalt composition at room temperature. The softening point of the present asphalt compositions is preferably between about 40 and 100° C., more preferably between about 60 and 80° C. The tenacity of the present compositions is preferably between about 35 and 150 cm-kg, more preferably greater than about 40 cm-kg. The toughness of the present compositions is preferably greater than about 90 cm-kg, more preferably greater than about 100 cm-kg.
DETAILED DESCRIPTION OF ILLUSTRATIVE EMBODIMENTS
The asphalt composition includes asphalt, a rubber including at least high vinyl poly(conjugated diene), and at least one phenolic curing resin. The high vinyl poly(conjugated diene) has a vinyl content of at least 35%.
Asphalts, as used herein, include cementitious materials in which the predominating constituents are bitumens that occur in nature or are obtained in petroleum processing. Bitumen is a term which encompasses cementitious substances, natural or manufactured, composed principally of high molecular weight hydrocarbons, of which asphalts, tars, pitches, and asphalitites are typical. Asphalts are often classified as solids, semisolids, or liquids. They are often defined as the manufactured materials that are produced during petroleum processing. Asphalts characteristically contain very high molecular weight molecular polar species, called asphaltenes, which are soluble in carbon disulfide, pyridine, aromatic hydrocarbons, chlorinated hydrocarbons, and tetrahydrofuran (THF). Asphalts produced from the refining of petroleum have been used primarily in paving and roofing applications.
A preferred rubber is at least a poly(conjugated diene). Exemplary conjugated diene contributed monomer units include 1,3-butadiene, isoprene, 2,3-dimethyl-1,3-butadiene, and 1,3-pentadiene. Preferred conjugated diene contributed monomer units are 1,3-butadiene and isoprene. The rubber may include more than one conjugated diene contributed monomer unit, such as, for example, the rubber may be a poly(1,3-butadiene-co-isoprene).
In addition, the rubber may also contain additional monomer contributed units. Exemplary monomer contributed units include vinyl-substituted aromatic hydrocarbons. Suitable vinyl-substituted aromatic hydrocarbons include styrene, &agr;-methylstyrene, 1-vinylnaphthalene, 2-vinylnaphthalene, 1-&agr;-methyl vinylnaphthalene, 2-&agr;-methyl vinylnaphthalene, as well as alkyl, cycloalkyl, aryl, alkaryl, and aralkyl derivatives thereof, and di-or tri-vinyl aromatic hydrocarbons. A preferred vinyl-substituted aromatic hydrocarbon is styrene. The rubber is preferably any of poly(1,3-butadiene), styrene-butadiene diblock polymers, as well as any styrene-butadiene block or random polymers, and mixtures thereof.
The rubber compositions can be vinyl-modified to create high vinyl conjugated diene monomer units. A 1,2-microstructure controlling agent or randomizing modifier may be used to control the vinyl content in the conjugated diene contributed monomer units. To achieve the high vinyl structure, the microstructure can be adjusted through the use of standard 1,2-microstructure controlling agents such as ethers, tertiary amines, chelating ethers or amines, and sodium or potassium alkoxides or alkyls to increase the 1,2-addition reaction of the conjugated diene monomers. Moreover, as used herein, the vinyl content of the conjugated diene means the percentage of conjugated diene monomer units which have undergone 1,2-addition reactions in the polymerization resulting in pendant vinyl groups along the backbone of the polymer chain.
Suitable modifying agents are known in the art and are chosen from hexamethylphosphoric acid triamide, N,N,N′,N′-tetramethylethylene diamine, ethylene glyclol dimethyl ethyer, diethylene glycol dimethyl ether, triethylene gylcol dimethyl ether, tetraethylene glycol dimethyl ether, THF, 1,4-diazabicyclo [2.2.2] octane, diethyl ethyer, triethylamine, tri-n-butylphosphine, p-dioxane, 1,2-dimethyoxy ethane, dimethyl ether, methyl ethyl ether, ethyl propyl ether, di-n-propyl ether, di-n-octyl ether, anisole, dibenzyl ether, diphenyl ether, dimethylethylamine, bis-oxalanyl propane, tri-n-propyl amine, trimethyl amine, triethyl amine, N,N-dimethyl aniline, N-ethylpiperidine, N-methyl-N-ethyl aniline, N-methylmorpholine, tetramethylenediamine, oligomeric oxolanyl propanes, 2,2-bis-(4-methyl dioxane), bistetrahydrofuryl propane, and mixtures thereof These modifying agents may be employed in amounts generally ranging from about 1:100 to 100:1 molar ratio of modifier to anionic initiator.
The 1,2-addition product can be increased from about the 5-15% range, common in non-modified polymers, to as high as about 90% of the conjugated diene monomer units being incorporated into the conjugated diene segments of the rubber. The rubber preferably has a vinyl content greater than 35%, more preferably between about 40 and 90%, most preferably between about 50 and 90%.
The rubber compositions may also be further functionalized to contain different organic functional groups useful in the formation of the asphalt compositions. Suitable functional groups include carboxy, hydroxy, formyl, amino, halo, and alkyl.
The rubber composition is cured with at least one phenolic curing resin. Phenolic resins are the reaction product of phenols, or substituted phenols, and aldehydes in the presence of an acidic or basic catalyst. Suitable phenols are one or more of phenol, m-cresol, p-cresol, o-cresol, p-t-butylphenol, p-octylphenol, p-nonylphenol, p-phenylphenol, bisphenol A, resorcinol, cashew nutshell liquid, and mixtures thereof. Suitable aldehydes for phenolic resin formation include formaldehyde, gaseous formalin, paraformaldehyde, trioxane, hexamethylenetetramine, acetaldehyde, paraldehyde, glyoxal, fural, and mixtures thereof. These phenols and aldehydes may be used interchangeab

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