Coal tar compositions modified by nitrile butadiene rubber

Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – Processes of preparing a desired or intentional composition...

Reexamination Certificate

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C524S059000

Reexamination Certificate

active

06300394

ABSTRACT:

The present invention relates to a roofing material and a sealing composition. Specifically, the present invention relates to a roofing system where a molten modified coal tar is used as a base, interply, and surface material for waterproofing of existing and new facilities. Even more specifically, the present invention relates to a modified coal tar composition in which the coal tar is modified by a nitrile-butadiene (“NBR”) rubber. Even more specifically, the modified coal tar composition has had its flexibility modified and improved, as measured by the glass transition temperature (“T
g
”).
BACKGROUND OF THE ART
The commonly-owned patent application cited above teaches modification of a coal tar pitch by nitrile butadiene rubber. Coal tar, both refined and pitch, is known to have many inherently advantageous properties with respect to its performance in roofing and waterproofing applications, including chemical resistance, ultraviolet resistance, and ozone resistance. However, it is also known that coal tar has physical limitations to its use. For example, the low softening point of coal tar limits it to low or no slope applications. The brittleness of coal tar at room temperatures or below causes it to crack, delaminate and show poor cohesive strength. Also, coal tar is used with some reservation due to its high level of volatile emissions upon heating in kettle applications. Further, when coal tar compositions are used to fill cracks and joints between adjacent concrete slabs on pavement surfaces or to form films for waterproofing membranes on concrete slabs, it is essential that the composition adhere well to the concrete substrate. Tars and pitches, in their native form, have the unsatisfactory property of becoming brittle and cracking, as well as pulling away from the concrete. This can result in water penetration and the subsequent breaking and cracking of the concrete from freeze/thaw cycles. While the cold flow and self-healing properties of coal tar will correct some of these problems at elevated temperatures and over time, the loss of sealing capability can compromise the waterproofing qualities. While the previous work cited has shown that the flow resistance of the modified coal tar may be increased at elevated temperatures and the softening point may be increased, the particular compositions taught exhibit no marked improvement in T
g
, the well-known transition temperature for polymeric materials. Above the T
g
of a given material, it will possess a rubbery or semiliquid quality, allowing flexibility, while below the T
g
, the material will act in a glassy or brittle manner and tear or fracture rather than flex. It is a desired goal to reduce the T
g
of a coal tar composition so that the desired flexibility is available even when ambient temperatures drop.
Other modification of coal tar pitches has used styrene-based copolymers. These polymers are thermoplastic elastomers, such as polystyrene-polybutadiene-polystyrene (“SBS”) or polystyrene-polyisoprene-polystyrene (“SIS”) block copolymers. An unfortunate requirement of these modifiers is the high percentage of polymer needed to achieve the elastomeric properties and improve high temperature flow resistance. They also require process oils to be added to increase the compatibility of the polymers with the coal tar blends. The high viscosity exhibited makes these materials unsuitable as an “applied in place” waterproofing material. Other known crack sealant formulations based on poly(vinyl chloride) (“PVC”) and plasticizers to lower the T
g
are not suitable in roofing applications, since they are too viscous. Also, these materials tend to have a very short pot life.
Combining coal tars with NBR latexes in aqueous emulsions for use with appropriate fillers is used commonly for applying a waterproofing seal to asphalt pavements.
For these and other reasons, it is desirable to modify a coal tar to produce a material which softens at a higher temperature than unmodified coal tar while lowering the glass transition point, to increase the range of flexibility and cohesive strength.
SUMMARY OF INVENTION
It is, therefore, an advantage of the present invention to produce a high performance roofing product based on coal tar that has better low-temperature properties and lower accountable exposure to coal tar fractions. These and other advantages of the present invention are achieved by a modified coal tar comprising a coal tar and a nitrile butadiene rubber (“NBR”), wherein the coal tar and the NBR are blended; and wherein the coal tar is present in the range of from about 80 to about 98% by weight and the NBR is present in the range of from about 20 to about 2% by weight. In another embodiment, the coal tar is present in the range of from about 90 to about 98% by weight and the NBR is present in the range of from about 10 to about 2% by weight. In the most preferred embodiments, the nitrile butadiene rubber has a Mooney viscosity up to about 100, the coal tar is a Type I coal tar pitch or a refined coal tar, especially an RT-11 or RT-12 grade refined coal tar. In some preferred embodiments, it is desirable to incorporate up to about 10 percent by weight of a plasticizer, especially a di-alkyl ester of a di-carboxylic acid, such as di-octyl adipate and di-octyl phthalate. The NBR and plasticizer can be added in increments over a period of about fifteen minutes. In one such embodiment, the coal tar is a Type I coal tar pitch, the plasticizer is di-octyl adipate and the weight ratio of coal tar to nitrile butadiene rubber to plasticizer is 90 to 5 to 5. Another embodiment discloses that the coal tar is a Type I coal tar pitch, the plasticizer is di-octyl adipate and the weight ratio of coal tar to nitrile butadiene rubber to plasticizer is 96.5 to 2.5 to 1.0.
DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENT
The formulation of the invention contains the following primary components: coal tar, nitrile butadiene rubber, and an amount of plasticizer or process oil or combination of both. Additionally, other modifying agents may be present in minor amounts relative to the primary ingredients.
Coal Tar
Coal tar pitch is a dark brown to black colored amorphous residue left after coal tar is redistilled. Refined coal tars, often referred to as RT grades, are fractions that are collected and/or blended to in the distillation process. Collectively, this application refers to coal tar pitch and refined coal tars as “coal tar.” Coal tar comprises a mixture of organic compounds, having as a primary component a variety of polynuclear aromatic (“PNA”) hydrocarbons, with the PNA hydrocarbons typically having from 3 to about 40 aromatic rings, including some substituted compounds. Some estimates indicate that as many as 5,000 compounds may be present in a typical coal tar. Coal tar pitches are classified into types, and the pitches useful in the present invention include those classified as Type I, or Type III Low Fuming, as defined by ASTM Method D450. For the purposes of the present invention, a preferred coal tar pitch will have a softening point between 54° C. and 64° C. Refined coal tars are generally classified in grades RT-1 through RT-12, these definitions being set by ASTM Method D490. For the purposes of the present invention, a preferred refined coal tar will have a float viscosity of 100 to 220 seconds when measured at 50° C. Such a viscosity is characteristic of an RT-11 or RT-12 coal tar.
Nitrile-butadiene Rubber
Nitrile-butadiene rubber as used in the present invention is known in the industry under a variety of names, including acrylonitrile rubber, acrylonitrile-butadiene rubber, nitrile-butadiene rubber and NBR. It is a synthetic rubber made by random polymerization of acrylonitrile (which is also commonly known as vinyl cyanide) with butadiene using a free radical catalyst, or through alternating copolymers using Ziegler-Natta catalysts. In the typical NBRs available, the acrylonitrile content will vary between about 15 to about 50%. Changing the acrylonitrile content in the NBR changes the number of pendant cyanide g

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