Kenrich Petrochemicals, Inc.

Other

Vocfree, Inc.

Topez Company

Liquid Waste Corporation

Gerald Sugerman

Salvatore J Monte

Michael W O'Neill

Scott J Dixon

The invention relates to compositions, methods of making the compositions, and methods of using the compositions for coating applications. The coatings are suitable as inks, varnishes, paints, and the like. In one aspect the coatings are fast drying, relative to existing technologies, and offer other advantages (e.g., print quality, color fastness, reduced or no VOC components, reduced or no toxic metal-containing components) useful in print and coatings applications.

Fast drying coating

Novel, rapidly drying, low volatile organic compound (VOC), minimal dot gain coatings, (including lithographic ink and varnish systems) are herein described. These systems dry sufficiently rapidly, that their usage eliminates ink drying speed as the rate limiting factor in most lithographic printing applications. In addition to providing enhanced drying rates as compared with their conventional counterparts, the rapid drying, low/no VOC lithographic coating systems of the instant invention can provide the user with significant improvement in dried film rub resistance.

Fast drying coatings

The instant invention relates to the use of certain selected neoalkoxy organo-titanates and organo-zirconates in energetic compositions to improve their processability, physical properties, and combustion properties. The organo-titanates and organo-zirconates of the instant invention, when added to the energetic systems' matrix in advance of the introduction of particulate or other solid energetic components, improve the dispersion of the latter while reducing the energy required to achieve formulation uniformity. This enhances the processability, the physical properties, the burn characteristics and the safety and handling characteristics of the formulated composites.

Enhanced energetic composites

Liquid elastomer-based propellant having incorporated therein organo-titanate compounds are described. The organo-titanates have positive ballistic and physical effects on the propellants, serving to reduce burn rate exponents and overall burn rates, as well as increasing the tensile strength and elasticity of the propellant. Organo-phosphate and pyrophosphate titanates are used as the preferred organo-titanates.

Solid propellant with titanate bonding agent

Novel ketone monomers containing both alpha-beta unsaturated acylate and unsaturated fatty acylate substituents on more carbon atoms beta to the carbonyl group (Formula 1) have been found to be surprisingly useful in a variety of essentially pollution free coatings applications.

Beta keto mixed acylate monomers

An improved composition for use as a liquid vehicle in ink systems and for printing on diverse substrates. The functional constituents of the compostiion are unsaturated fatty acid esters, difunctional or multifunctional acrylate esters and optionally mixed esters of unsaturated fatty acid and difunctional or multifunctional acrylates and other alpha, beta unsaturated carboxylates. Lithographing ink vehicle formulations of these improved components exhibit exceptional performance. In application, the improved compositions permit a substantial reduction or elimination of solvents and certain drying agents that otherwise form toxic and environmentally sensitive byproducts.

Composition for ink vehicles and protective coatings

The addition of an organophosphato-titanate and an organophosphato-zirconate to printing ink improves the adhesivity of the ink to a variety of substrates. A concentrate of the two organo-metallic components may be added to a conventional ink or added to the ink formulation during the ink's initial preparation. In addition to improving adhesivity, the additives reduce drying time, permit more rapid processing, and minimize the need for solvent diluents.

Printing ink

The preparation and use of unique, environmentally benign, economical and selectively modified polynorbornene sponges are described as selective absorbents for hydrocarbons, their halogenated analogs and selected oxygenated derivatives thereof. The modified polynorbornene material contains organo-titanium phosphates or oligophosphates and is environmentally stable for extended periods, easy to use, efficient and absorbate-retentive. Exhausted product will not drip or exude absorbate under conventional landfill disposal conditions and will produce only minimal ash when incinerated.

Selective absorbents

Halocarbons are readily bonded to a variety of substrates, including metals, polyolefins, styrenics, polyamides and thermoplastic polyesters, by treating the surface(s) to be bonded with a neoalkoxy zirconate compound. The articles produced by the aforesaid process resist delamination. Applicable fluorinated compounds include fluorinated polymers such as Teflon. The specific zirconate compound preferred is dependent on the particular substrate and the halogenated organic compound to be bonded. Preferred are organo-zirconates having the formula: ##STR1## wherein R, R.sup.1 and R.sup.2 are each monovalent hydrocarbon groups or substantive derivatives thereof; the A groups are independently selected from diester phosphates, diester pyrophosphates, oxyalkylamino, oxyalkylarylamino, or sulfonyl groups; B is an R'.sub.2 C group or a carbonyl group; R' is a hydrogen group or an alkyl group having from 1 to 6 carbon atoms; and n is 1 or 2.

Bonding of halogenated organic compounds

Halocarbons are readily bonded to a variety of substrates, including metals, polyolefins, styrenics, polyamides and thermoplastic polyesters, by treating the surface(s) to be bonded with a neoalkoxy zirconate compound. The articles produced by the aforesaid process resist delamination. Applicable fluorinated compounds include fluorinated polymers such as Teflon. The specific zirconate compound preferred is dependent on the particular substrate and the halogenated organic compound to be bonded. Preferred are organo-zirconates having one of the following formulas: ##STR1## wherein R, R.sup.1 and R.sup.2 are each monovalent hydrocarbon groups or substantive derivatives thereof; the A groups are independently selected from diester phosphates, diester pyrophosphates, oxyalkylamino, oxyalkylarylamino, or sulfonyl groups; B is an R'.sub.2 C group or a carbonyl group; R' is a hydrogen group or an alkyl group having from 1 to 6 carbon atoms; and n is 1 or 2.

A process for rendering polymer compositions antistatic and the products of such process are described. The polymeric material is treated with selected amino and sulfonyl titanates and zirconates. These latter materials are soluble in the polyolefins, polyesters and polystyrenes and remain stable during the processing of these polymers. Furthermore, the antistatic agents of the invention do not 'bloom' during the polymer processing.

Non-blooming antistatic agents

Polymeric materials are repolymerized by intensely admixing the polymer with an additive having the formula: ##STR1## wherein M is titanium or zirconium, R, R.sup.1 and R.sup.2 are each a monovalent alkyl, alkenyl, alkynyl, aralkyl, aryl or alkaryl group having up to 20 carbon atoms or a halogen or ether substituted derivative thereof, and, in addition, R.sup.2 may also be an oxy derivative or an ether substituted oxy derivative of said groups; A, B, and C are each a monovalent aroxy, thioaroxy, diester phosphate, diester pyrophosphate, oxyalkylamino, sulfonyl or carboxyl containing up to 30 carbon atoms; and a+b+c=3. The repolymerized polymers have improved physical properties and higher heat distortion temperatures, experience less thermal degradation and show greater solvolysis resistance than the polymers prior to the repolymerization.

Repolymerization

The invention relates to a new process for producing titanium IV and zirconium IV pyrophosphates, certain of which are new compounds, and their uses. The pyrophosphates are prepared by reacting a metal tetraester with phosphorus pentoxide, with or without the addition of an hydroxyl compound, such as an alcohol or a phenol. Depending on the molar ratio of the components, the compounds produced may contain cyclic or straight chain pyrophosphate groups and alkoxy groups attached to the metallic ion. In addition to forming new compounds, the process of the invention produces the desired products without difficult-to-separate by-products. The products of the invention are useful as flame-retardants, antioxidants, coupling agents, impact modifiers and processing aids, and the reaction for their preparation may be represented as follows: ##EQU1## wherein M is titanium or zirconium; R is a monovalent hydrocarbon group optionally substituted with halogen or oxygen substituents; n is an integer from 1 to 4; m is an integer from 0 to 4; x is an integer from 0 to 3, and p is an integer from 0 to 2; q is an integer from 0 to 4; n is greater than or equal to m; n=p+m+q; x+m+2p+q=4; and when x is greater than 0, q is 0.

Titanium and zirconium pyrophosphates, their preparation and use

A composition of matter comprising neoalkoxy compounds having the following formula: ##STR1## wherein M is titanium or zirconium, R, R.sup.1 and R.sup.2 are each a monovalent alkyl, alkenyl, alkynyl, aralkyl, aryl or alkaryl group having up to twenty carbon atoms or a halogen or ether substituted derivative thereof, and, in addition, R.sup.2 may also be an oxy derivative or an ether substituted oxy derivative of said groups; A, B, and C are each a monovalent aroxy, thioaroxy, diester phosphate, diester pyrophosphate, oxyalkylamino, sulfonyl or carboxyl containing up to 30 carbon atoms; and a+b+c=3.

Growing community of inventors

Allendale, NJ, United States of America

Gerald Sugerman