Decontamination of isocyanate fouled materials

Abstract

The disclosed invention relates to compositions having an alkylene carbonate and a primary hydroxyl functional capping agent for treating materials fouled with isocyanate. The invention also relates to decontamination of materials fouled with isocyanate, and to methods for decontamination of solvent fouled with isocyanate.

Description

TECHNICAL FIELD

[0001] The invention relates to compositions and methods for decontamination of materials, particularly to decontamination of materials contaminated with isocyanates.

BACKGROUND ART

[0002] The materials of components of equipment used in manufacture of flexible urethane foam, rigid urethane foam, RIM urethane foam and the like can become fouled with isocyanate. These materials must be treated to minimize the possibility of the isocyanate reacting with moisture in the air to form undesirable polyurea solids on the surfaces of the components.

[0003] It is desirable to prevent formation of polyurea solids by removing isocyanates from these materials before the isocyanates react with moisture. Although polyurea solids can be removed from components by mechanical action after a lengthy soak in a strong agent such as N-methyl pyrrolidone, this is not practical. Moreover, this is not desirable due to the strong solvency of N-methyl pyrrolidone which destroys rubber components such as seals and hoses.

[0004] A known method for treating a material contaminated with isocyanate is to treat the material with methylene chloride. Methylene chloride, however, has a high “Ozone Depletion Potential”.

[0005] Other known methods for treating isocyanate contaminated material include flushing the material with agents such as dioctyl phthalate, DBE, i.e., blends of dibasic esters of dimethyl succinate, glutarate, and adipate. Dioctyl phthalate and DBE, however, each have viscosities greater than 50 centipoise and permit reaction of water with MDI to generate excessive polyurea residue.

[0006] Various cleaning solvents such as propylene carbonate also have been used to decontaminate isocyanate fouled materials. Once the propylene carbonate cleaning solvent becomes contaminated with isocyanate, however, disposal of the contaminated solvent becomes difficult and expensive due to presence of unreacted isocyanate.

[0007] A need therefore exists for compositions and methods for removal of isocyanates from isocyanate fouled material which overcomes problems such as those described above

DISCLOSURE OF INVENTION

[0008] The invention relates to a composition for treating materials fouled with isocyanate. The composition includes an alkylene carbonate and a primary hydroxyl functional capping agent. The alkylene carbonate may be any of propylene carbonate and ethylene carbonate, preferably propylene carbonate. More preferably, the alkylene carbonate is propylene carbonate such as Arconate HP having a purity of about 99.7%, a pH of about 6.5-7.5, and a solubility in water of about 1-10%. The primary hydroxyl capping agent may be any of methoxypolyoxyethylene monol, polyoxyethylene-polyoxypropylene monol, and mixtures thereof, preferably methoxypolyoxyethylene monol, most preferably a methoxypolyoxyethylene monol of the formula CH3—(OCH2CH2)n—OH where n has an average number of 7 such as Carbowax MPEG 350. These compositions may further include an alcohol started polyoxyethylene-polyoxypropylene monol, preferably alcohol started polyoxyethylene-polyoxypropylene monol having equal amounts by weight of oxyethylene and oxypropylene groups and a molecular weight of from about 270-3930.

[0009] The compositions comprising an alkylene carbonate and a primary hydroxyl functional capping agent may further include a co-solvent such as methanol, propanol, butanol, pentanol, and hexanol.

[0010] In another aspect, the invention relates to a method for decontamination of a material fouled with isocyanate. The method entails treating the material with a solvent blend to extract isocyanate for a time sufficient to extract substantially all of the isocyanate from the material being treated into the solvent blend. The solvent blend includes an alkylene carbonate and a primary OH functional capping agent in an amount sufficient to react with substantially all of the isocyanate extracted into the solvent blend. Preferably, the alkylene carbonate is any of propylene carbonate and ethylene carbonate, more preferably propylene carbonate, most preferably propylene carbonate such as Arconate HP having a purity of about 99.7%, a pH of about 6.5-7.5, and a solubility in water of about 1-10%. In these solvent blends, the primary hydroxyl capping agent is any of methoxypolyoxyethylene monol, polyoxyethylene-polyoxypropylene monol, and mixtures thereof, preferably methoxypolyoxyethylene monol. The solvent blend may also include a alcohol started polyoxyethylene-polyoxypropylene monol, preferably an alcohol started polyoxyethylene-polyoxypropylene monol having equal amounts by weight of oxyethylene and oxypropylene groups and a molecular weight of about 270-3930.

[0011] In yet another aspect, the invention relates to a method for decontamination of a solvent fouled with isocyanate. The method entails blending a solvent with an amount of a primary hydroxyl functional capping agent sufficient to react with substantially all of the isocyanate in the solvent. The solvent is an alkylene carbonate such as propylene carbonate and ethylene carbonate, preferably propylene carbonate, more preferably a propylene carbonate such as Arconate HP having a purity of about 99.7%, a pH of about 6.5-7.5, and has a solubility in water of about 1-10%. The primary hydroxyl capping agent is any of methoxypolyoxyethylene monol, polyoxyethylene-polyoxypropylene monol, and mixtures thereof, preferably methoxypolyoxyethylene monol. The blend may also include an alcohol started polyoxyethylene-polyoxypropylene monol, preferably an alcohol started polyoxyethylene-polyoxypropylene monol having equal amounts by weight of oxyethylene and oxypropylene groups and a molecular weight of from about 270-3930.

[0012] Having summarized the invention, the invention is now described in detail below by reference to the following description and non-limiting examples.

MODES FOR CARRYING OUT THE INVENTION

[0013] Glossary

[0014] 1. Arconate HP is distilled propylene carbonate from Lyondell Chemical. Arconate HP is 99.9% pure propylene carbonate, has a pH of 6.5-7.5, and has 1-10% solubility in water.

[0015] 2. Arconate 1000 is propylene carbonate from Lyondell Chemical. Arconate 1000 has a purity of 99.3 %.

[0016] 3. Carbowax 350 is a methoxypolyoxyethylene monol of the formula CH3—(OCH2CH2)n—OH where n has an average number of 7. Carbowax 350 is available from Union Carbide Chemicals and Plastics and has a molecular weight of 350.

[0017] 4. Carbowax 550 is a methoxypolyoxyethylene monol of the formula CH3—(OCH2CH2)n—OH where n has an average number of 12. Carbowax 550 is available from Union Carbide Chemicals and Plastics and has a molecular weight of 550.

[0018] 5. Carbowax 750 is a methoxypolyoxyethylene monol of the formula CH3—(OCH2CH2)n—OH where n is an average number of 16. Carbowax 750 is available from Union Carbide Chemicals and plastics and has a molecular weight of 750.

[0019] 6. Dowanol DM is diethylene glycol mono-methyl ester from Dow Chemical Co.

[0020] 7. Purasolv ELS lactate ester is ethyl lactate that has an ethyl-S-lactate content >95%, available from Purac America.

[0021] 8. Rubinate M is polymeric methane diphenyl diisocyante that has an isocyanate value of 31.5% and a functionality of 2.7 from Huntsman Polyurethanes.

[0022] 9. Rubinate 1840 is 50% 4,4 MDI and higher functionality isocyanate oligomers from Huntsman Polyurethanes.

[0023] 10. Rubinol R133 is a malachite green solution from Huntsman Polyurethanes that is sensitive to isocyanate acidity. The malachite green is titrated to neutral with n-butyl amine in n-methyl pyrrolidone.

[0024] 11. Ucon 50-HB-55 is an alcohol started polyoxyethylene- polyoxypropylene monol of the formula RO—(CH2CH3CHO)n—(CH2CH2O)n —H and has equal amounts by weight of oxyethylene and oxypropylene groups. Ucon 50-HB-55 is available from Union Carbide Chemicals and plastics and has a molecular weight of 270.

[0025] 12. Ucon 50-HB-100 is an alcohol started polyoxyethylene- polyoxypropylene monol of the formula RO—(CH2CH3CHO)n—(CH2CH2O)n—H and has equal amounts by weight of oxyethylene and oxypropylene groups. Ucon 50-HB-100 is available from Union Carbide Chemicals and plastics and has a molecular weight of 520.

[0026] 13. Ucon 50-HB-170 is an alcohol started polyoxyethylene- polyoxypropylene monol of the formula RO—(CH2CH3CHO)n—(CH2CH20)n—H and has equal amounts by weight of oxyethylene and oxypropylene groups. Ucon 50-HB-100 is available from Union Carbide Chemicals and plastics and has a molecular weight of 750.

[0027] 14. Ucon 50-HB-260 is an alcohol started polyoxyethylene- polyoxypropylene monol of the formula RO—(CH2CH3CHO)n—(CH2CH2O)n—H and has equal amounts by weight of oxyethylene and oxypropylene groups. Ucon 50-HB-260 is available from Union Carbide Chemicals and plastics and has a molecular weight of 970.

[0028] 15. Ucon 50-HB-400 is an alcohol started polyoxyethylene- polyoxypropylene monol of the formula RO—(CH2CH3CHO)n—(CH2CH2O)n—H and has equal amounts by weight of oxyethylene and oxypropylene groups. Ucon 50-HB-400 is available from Union Carbide Chemicals and plastics and has a molecular weight of 1230.

[0029] 16. Ucon 50-HB-660 is an alcohol started polyoxyethylene- polyoxypropylene monol of the formula RO—(CH2CH3CHO)n—(CH2CH2O)n—H and has equal amounts by weight of oxyethylene and oxypropylene groups. Ucon 50-HB-660 is available from Union Carbide Chemicals and plastics and has a molecular weight of 1590.

[0030] 17. Ucon 50-HB-2000 is an alcohol started polyoxyethylene- polyoxypropylene monol of the formula RO—(CH2CH3CHO)n—(CH2CH2O)n—H and has equal amounts by weight of oxyethylene and oxypropylene groups. Ucon 50-HB-2000 is available from Union Carbide Chemicals and plastics and has a molecular weight of 2660.

[0031] 18. Ucon 50-HB-3520 is an alcohol started polyoxyethylene- polyoxypropylene monol of the formula RO—(CH2CH3CHO)n—(CH2CH2O)n—H and has equal amounts by weight of oxyethylene and oxypropylene groups. Ucon 50-HB-3520 is available from Union Carbide Chemicals and plastics and has a molecular weight of 3380.

[0032] 19. Ucon 50-HB-5100 is an alcohol started polyoxyethylene- polyoxypropylene monol of the formula RO—(CH2CH3CHO)n—(CH2CH2O)n—H and has equal amounts by weight of oxyethylene and oxypropylene groups. Ucon 50-HB-5100 is available from Union Carbide Chemicals and plastics and has a molecular weight of 3930.

[0033] 20. Decontamination, as used herein, means removal of about 98% of isocyanate groups from an isocyanate fouled material at room temperature after two days of reaction without agitation.

[0034] 21. As used herein, substantially completely soluble means no distinct separation into layers.

[0035] The invention relates to a composition and method for treating materials such as rubbers, metals, ceramics, as well composites of one or more of these materials, to remove residual isocyanate therefrom. The invention further relates to treatment of fouled cleaning solvents to remove substantially all unreacted isocyanate therefrom.

Treatment of Materials Fouled with Isocyanates

[0036] Compositions useful for treating materials fouled with isocyanates include a solvent and a primary-hydroxy functional capping agent. The solvent is preferably alkylene carbonate, more preferably propylene carbonate and ethylene carbonate, even more preferably propylene carbonate, most preferably propylene carbonate having a purity of about 99.9% purity such as Arconate HP. The primary-hydroxy functional capping agent is a mono-hydroxy functional capping agent that has sufficient activity so that the reaction product of isocyanate and the capping agent dissolves in the solvent to produce a homogenous solution. The primary-hydroxy functional capping agent is any of methoxypolyoxyethylene monol, polyethylene-polypropylene glycol or mixtures thereof, preferably methoxypolyoxyethylene monol. However, a di-hydroxy functional capping agent with both primary and secondary hydroxyls where the primary hydroxyls predominate also may be used.

[0037] A wide variety of materials fouled with isocyanates may be treated with the blends of cleaning solvent and primary hydroxyl functional capping agents of the invention. These materials include, but are not limited to metals such as aluminum, steel, rubber such as flouroelastomer, ethylene-propylene diamine rubber, and other butyl rubbers, ceramics such as alumina, and composites such as alumina-aluminum composites.

[0038] Materials fouled with isocyanate are treated with a blend of cleaning solvent and capping agent by contacting the material for a time sufficient to extract substantially all of the isocyanate from the material into the blend of cleaning solvent and capping agent. By substantially all, I mean 97% or more removal of isocyanate as determined by titration.

Decontamination of Cleaning Solvents Fouled with Isocyanates

[0039] A wide variety of cleaning solvents fouled with isocyanates also may be decontaminated. Preferably, the solvent is miscible with a primary-hydroxy functional capping agent.

[0040] Cleaning solvents which may decontaminated include N-methyl pyrrolidone, blends of dibasic esters such as DBE from DuPont, acetone, halogenated alkanes such as trichlorethane and dichloroethane, alkylene chlorides such as methylene chloride, toluene, xylene, dimethyl formamide, and methyl ethyl ketone, and alkylene carbonates such as ethylene carbonate and propylene carbonate, preferably propylene carbonate, more preferably any of Arconate HP and Arconate 1000, most preferably Arconate HP.

[0041] Alkylene carbonates such as ethylene carbonate and propylene carbonate may be used in various purity levels as cleaning solvents. Preferably, the alkylene carbonate is propylene carbonate having a water content of less than about 0.5 % by weight, and a purity of about 91-99 %, more preferably about 99%. An especially preferred propylene carbonate is Arconate HP.

[0042] The primary-hydroxy functional capping agents employed in the invention have sufficient activity so that the reaction product of the isocyanate and the agent dissolves in the cleaning solvent. The primary-hydroxy functional capping agents may be any of methoxypolyoxypropylene monol, polyoxyethylene-polyoxypropylene monol and monol initiated aliphatic polyethers, preferably monol initiated aliphatic polyether.

[0043] Monol initiated aliphatic polyethers which may be employed preferably include polypropylene glycol with ethylene oxide adducts, and adducts of ethylene oxide onto low molecular weight monol initiators such as ethanol, butanol, propanol, and methanol, preferably methanol. Examples of monol initiated aliphatic polyethers include methoxypolyoxyethylene monols from Union Carbide under the tradename Carbowax MPEG. Carbowax MPEGs which may be employed as capping agents have a purity of about 95-99%, preferably about 99%. Examples of Carbowax MPEGs which may be employed as primary-hydroxy capping agents include Carbowax MPEG 350, Carbowax MPEG 550, and Carbowax MPEG 750, preferably Carbowax MPEG 350. Mixtures of one or more Carbowax MPEGs also may be employed as capping agents.

[0044] Examples of polyoxyethylene-polyoxypropylene monol monohydroxy monomethyl ethers which may be employed as primary-hydroxyl capping agents include those from Union Carbide under the tradename UCON. Examples of polyoxyethylene-polyoxypropylene monols which may be employed include UCON 50-HB-55, UCON 50-HB-100, UCON 50-HB-170, UCON 50-HB-260, UCON 50-HB-400, UCON 50-HB-660, UCON 50-HB-2000, UCON 50-HB-3520, and UCON 50-HB-5100.

[0045] Decontamination of the fouled cleaning solvents entails treating a fouled cleaning solvent, optionally with co-solvent, with a primary-hydroxy functional capping agent. Capping agents such as those described above, preferably Carbowax MPEG, more preferably Carbowax MPEG 350, are blended with propylene carbonate solvent, preferably Arconate HP in an amount sufficient to decontaminate the solvent of isocyanate. The use of primary-hydroxy functional capping agents is highly preferred. However, di-hydroxy functional capping agents with both primary and secondary hydroxyls where the primary hydroxyls predominate also may be used.

[0046] As an example, where propylene carbonate cleaning solvent having a 5% level of isocyanate contamination, Carbowax MPEG 350 is employed as a capping agent in an amount of about 14-70 percent, preferably about 30-70 percent, remainder propylene carbonate based on the total combined weight of propylene carbonate and Carbowax MPEG 350, remainder propylene carbonate. Similarly, where propylene carbonate solvent having 5% level of isocyanate contamination and Carbowax MPEG 550 is employed as a capping agent, Carbowax MPEG 550 is employed in an amount of about 22-70 percent, preferably about 30 percent to about 70 percent by weight based on the total combined weight of Carbowax MPEG 550 and propylene carbonate, remainder propylene carbonate.

[0047] Blends of solvents with co-solvents also may be decontaminated in accordance with the invention by use of the aforedescribed capping agents. The choice of co-solvent and amount thereof for use with the cleaning solvent depends upon miscibility, flammability, and viscosity of the co-solvent with the cleaning solvent to provide a blend thereof which can remove substantially all of the isocyanate.

[0048] To illustrate selection of co-solvent, propylene carbonate cleaning solvent typically has about 10% polymeric isocyanate contamination after having been used to flush a piece of equipment fouled with isocyanate. In this situation, Carbowax MPEG 350 capping agent in an amount of 30% [26.6% by stoichiometric equivalence calculation] or more based on the total combined weight of isocyanate and propylene carbonate solvent is added to the contaminated propylene carbonate cleaning solvent. The co-solvent employed is selected to be compatible with the cleaning solvent at these or higher concentrations of the capping agent to maximize decontamination of the contaminated solvent.

[0049] Examples of co-solvents which may be mixed with solvents such as alkylene carbonates, preferably propylene carbonates, include low molecular weight polyester polyols such as methanol, propanol, butanol, pentanol, hexanol, and polymeric polyols such as those used in production of rigid polyurethane foams.

[0050] Polymeric polyols for use in the production of rigid polyurethane foams have been fully described in the prior art and include reaction products of alkylene oxides, for example ethylene oxide and/or propylene oxide, with initiators having from 3 to 8 active hydrogen atoms per molecule. Suitable initiators include polyols such as glycerol, trimethylolpropane, triethanolamine, pentaerythritol, sorbitol and sucrose, and polyamines, for example toluene diamine, diaminodiphenylmethane and polymethylene polyphenylene polyamines, and amino alcohols, for example, ethanolamine and diethanolamine, and mixtures of such initiators. Other polymeric polyols which may be used as initiators include polyesters obtained by condensation of appropriate proportions of glycols and higher functionality polyols with dicarboxylic acids. Still further polymeric polyols suitable for use as initiators include hydroxyl terminated polythioethers, polyamides, polyesteramides, polycarbonates, polyacetals, polyolefins and polysiloxanes.

[0051] To demonstrate the ability of primary hydroxy capping agents such as Carbowax MPEG to remove isocyanate from solvents contaminated with isocyanate, blends of water, solvent, capping agent and isocyanate, are prepared. The order of mixing is water, propylene carbonate solvent, Carbowax MPEG, and Rubinate M. These blends are illustrated in Examples A-J in Table I. All amounts are parts by weight. These blends are left to stand for at least 16 hours prior to evaluation.

[0052] Examples A-J are evaluated for the extent of removal of isocyanate from the blend due to the Carbowax capping agent by measuring the relative amounts of residual MDI in the blend after treatment with the Carbowax capping agent. The extent of removal is gauged by the relative speeds at which examples A-J turn green when placed on a paper towel and sprayed with Rubinol R133. A high speed reflects the presence of a high amount of residual MDI content in the solvent blend after treatment with the capping agent. The relative speeds of reaction show that the order of relative amounts of residual MDI content in the blends is A>C>G, I>E>J>F>. Example F that employs Carbowax MPEG 550 shows a rate of decontamination. Example J which employs Carbowax MPEG 350 shows a greater capacity for decontamination. Greater capacities for decontamination are preferred. Capacity for decontamination is gauged in accordance with ASTM D5155.

[0053] To illustrate treatment of materials fouled with isocyanates as well as the decontamination capacity of the cleaning solvent blends of the invention such as that of Example J, a 55 gallon amount of a cleaning solvent of 50/50 weight ratio blend of Arconate HP and Carbowax MPEG 350 is made by mixing and is stored in a tank for use. A Moyno pump is used to supply Rubinate® 1840 to an Oriented Strand Board blender through polyester reinforced, polyethylene hoses. At completion of pumping of Rubinate® 1840 to the blender, the hoses and pump were drained. The hoses then were placed in a five gallon container filled with the above prepared cleaning solvent. The Moyno pump is activated to flush the cleaning solvent through the pump for ten minutes. The resulting flushed solvent is then replaced with a fresh five gallon amount of cleaning solvent. The fresh cleaning solvent then is flushed through the pump for ten minutes. The pump was then filled with fresh cleaning solvent and shipped. The flushed solvent from both the first and second flushings is evaluated for isocyanate content. It was determined by titration that substantially all NCO groups had been removed from the cleaning solvent. The flushed solvent then placed into a drum for disposal as a non-hazardous material. The Moyno pump did not require any rebuilding, removal of urethane solids or seal replacement.

[0054] In another example that illustrates the isocyanate decontamination capacity of the compositions of the invention, 18 PBW of Rubinate M, equivalent to a contamination level of 4.8% NCO groups, is added to a 50/50 blend of Arconate HP and Carbowax MPEG 350. The initial contamination level of 4.8% NCO is reduced to 0.11% NCO groups within 24 hours, equivalent to removal of 97.7% of the NCO groups. 1 TABLE 1 Example/ Arconate Rubinate Carbowax Carbowax Resulting Component HP i-Propanol Water M MPEG 550 MPEG 350 Mixture A 94.5 — 0.5 5.0 — — Clear B 90.0 — 5.0 5.0 — — Cloudy with solids C 74.5 — 0.5 5.0 20.0 — Clear with low viscosity D 70.0 — 5.0 5.0 20.0 — Cloudy with solids E 54.5 — 0.5 5.0 40.0 — Clear with low viscosity F 50.0 — 5.0 5.0 40.0 — Clear with high viscosity G 74.5 — 0.5 5.0 — 20.0 Clear with low viscosity H 70.0 — 5.0 5.0 — 20.0 Cloudy with solids I 54.5 — 0.5 5.0 — 40.0 Low viscosity J 50.0 — 5.0 5.0 — 40.0 Low viscosity K — 5.0 5.0 — — 90.0 Clear with low viscosity1 L — 5.0 — — — 95.0 Clear with low viscosity M 45.0 5.0 5.0 — — 45.0 Clear with low viscosity N 47.5 5.0 — — — 47.5 Clear with low viscosity 1Low Viscosity means that the viscosity is less than about 100 centipoise.

[0055] The examples in Table 1 show that Carbowax MPEG preferentially reacts with the isocyanate to produce a miscible low viscosity liquid.

COMPARISON EXAMPLES

[0056] Examples A-N in Table 1 employ primary hydroxyl capping agents. As a comparison, Examples P and R below show the use of secondary hydroxyl capping agents. In examples P and R, Purasolv ELS, having an active secondary hydroxyl but no primary hydroxyl, is substituted for Carbowax MPEG 350. Example P is free of water. Example R shows use of Purasol ELS in propylene carbonate where water is present in the solvent.

EXAMPLE P

[0057] A mixture of 72 g Arconate HP, 8 g Purasolv ELS, and 10 g of Rubinate M isocyanate is prepared. The order of mixing is propylene carbonate, Purasolv ELS, and isocyanate. This mixture, which is free of water, dissolves well and is clear. The mixture is left to sit overnight to complete reaction. The resulting mixture is free of solids and clear.

EXAMPLE R

[0058] A mixture of 10 g of Rubinate M, 20 g of Purasolv ELS, 80 g Arconate HP, and 5 g water are mixed and left to stand overnight. The order of mixing is water, propylene carbonate, Purasolv ELS, and isocyanate. The resulting mixture gelled.

Isocyanate Contaminates

[0059] A wide variety of isocyanates may be removed from materials and solvents in accordance with the invention. These isocyanates include aromatic isocyanates, aliphatic isocyanates, and cycloaliphatic isocyanates. Examples of aromatic diisocyanates which may be removed include toluene and diphenylmethane diisocyanate in the well known pure, modified or crude forms; MDI variants (diphenylmethane diisocyanate modified by the introduction of urethane, allophanate, urea, biuret, carbodiimide, uretonimine or isocyanurate residues, mixtures of diphenylmethane diisocyanate(s) and oligomers thereof known in the art as “crude” or “polymeric” MDI (polymethylene polyphenylene polyisocyanates), particularly polymethylene polyphenylisocyanates having a functionality of at least 2.1. These polymethylene polyphenylisocyanates generally have an equivalent weight between 120 and 180.

[0060] Other aromatic isocyanates which may be removed include but are not limited to phenyl isocyanate, p-butyl phenyl 45 isocyanate, 2,4-hexahydrotoluylene diisocyanate, 2,6-hexahydrotoluylene diisocyanate, 1,3-phenylene diisocyanate, 1,4-phenylene diisocyanate, 2,4-toluene diisocyanate (TDI), 2,6-toluene diisocyanate, diphenyl methane-2,4′-diisocyanate (2,4′ MDI), diphenyl methane-4,4′-diisocyanate (4,4′ MDI), naphthalene-l,5-diisocyanate, triphenyl methane-4,4′,4″-triisocyanate, polyphenylene polyisocyanates and mixtures thereof.

[0061] Examples of aliphatic isocyanates which may be removed include but are not limited to o- and p-methoxy isocyanate, o-isocyanate benzyl chloride, octyl isocyanate, octadecyl isocyanate, ethylene diisocyanate, 1,4-tetramethylene diisocyanate, 1,6-hexamethylene diisocyanate (HDI), 2,4,4-tri-methyl-1,6-hexamethylene diisocyanate, and 1,12-dodecane diisocyanate.

[0062] Examples of cycloaliphatic isocyanates which may be removed include but are not limited to cyclohexyl isocyanate, cyclohexane-1,4-diisocyanate, cyclobutane-1,3-diisocyanate, cyclohexane-1,3-diisocyanate, 1-isocyanato-2-isocyanatomethyl cyclopentane, 1-isocyanato-3,3,5-trimethyl-5-isocyanatomethyl cyclohexane (isophorone diisocyanate or IPDI), 2,4′-dicyclohexylhexylmethane diisocyanate, 4,4′-dicyclohexylmethane diisocyanate.

[0063] Many applications where cleaning solvents may be employed for flushing of isocyanate contaminated equipment such as in composite wood mills, are very concerned about flammability. High vapor pressure, high flammability materials such as methyl ethyl ketone, acetone, ethanol, propanol and the like can not be used as cleaning solvents for flushing of equipment in these types of applications. The use of blends of propylene carbonate with methoxypolyoxyethylene monols of the formula CH3—(OCH2CH2)n—OH where n has an average number of 7, 12, and 16 as a cleaning solvent, alone or with a co-solvent of in accordance with the invention, however, overcomes these disadvantages. In addition, the cleaning solvent, after having been used remove isocyanate contaminants, can be readily disposed of as a non-hazardous material.

Claims

1. A composition for treating materials fouled with isocyanate comprising,

an alkylene carbonate and a primary hydroxyl functional capping agent.

2. The composition of claim 1 wherein the alkylene carbonate is selected from the group consisting of propylene carbonate and ethylene carbonate.

3. The composition of claim 2 wherein the alkylene carbonate is propylene carbonate.

4. The composition of claim 3 wherein the propylene carbonate has a purity of about 99.7%, a pH of about 6.5-7.5, and has a solubility in water of about 1-10%.

5. The composition of claim 2 wherein the primary hydroxyl capping agent is selected from the group consisting of methoxypolyoxyethylene monol, alcohol started polyoxyethylene polyoxypropylene monol, and mixtures thereof.

6. The composition of claim 5 wherein the capping agent is methoxypolyoxyethylene monol of the formula CH3—(OCH2CH2)n—OH where n has an average number of 7.

7. The composition of claim 1 further comprising an alcohol started polyoxyethylene-polyoxypropylene monol.

8. The composition of claim 7 wherein the alcohol started polyoxyethylene-polyoxypropylene monol has equal amounts by weight of oxyethylene and oxypropylene groups and a molecular weight of from about 270-3930.

9. The composition of claim 2 further comprising a co-solvent selected from the group consisting of methanol, propanol, butanol, pentanol, and hexanol.

10. A method for decontamination of a material fouled with isocyanate comprising,

treating the material with a solvent blend to extract isocyanate from the material into the solvent blend,

the solvent blend including alkylene carbonate and a primary OH functional capping agent in an amount sufficient to react with substantially all of the isocyanate in the solvent blend.

11. The method of claim 10 wherein the alkylene carbonate is selected from the group consisting of propylene carbonate and ethylene carbonate.

12. The method of claim 11 wherein the alkylene carbonate is propylene carbonate.

13. The method of claim 12 wherein the propylene carbonate has a purity of about 99.7%, a pH of about 6.5-7.5, and has a solubility in water of about 1-10%.

14. The method of claim 11 wherein the primary hydroxyl capping agent is selected from the group consisting of methoxypolyoxyethylene monol, polyoxyethylene-polyoxypropylene monol, and mixtures thereof.

15. The method of claim 13 wherein the capping agent is methoxypolyoxyethylene monol of the formula CH3—(OCH2CH2)n—OH where n has an average number of 7.

16. The method of claim 10 wherein the solvent blend further comprises an alcohol started polyoxyethylene-polyoxypropylene monol.

17. The method of claim 16 wherein the alcohol started polyoxyethylene-polyoxypropylene monol has equal amounts by weight of oxyethylene and oxypropylene groups and a molecular weight of about 270-3930.

18. The method of claim 11 wherein the solvent blend further comprises a co-solvent selected from the group consisting of methanol, propanol, butanol, pentanol, hexanol.

19. A method for decontamination of a solvent fouled with isocyanate comprising,

blending a solvent with an amount of a primary hydroxyl functional capping agent sufficient to react with substantially all of the isocyanate in the solvent.

20. The method of claim 19 wherein the solvent is an alkylene carbonate selected from the group consisting of propylene carbonate and ethylene carbonate.

21. The method of claim 20 wherein the alkylene carbonate is propylene carbonate.

22. The method of claim 21 wherein the propylene carbonate has a purity of about 99.7%, a pH of about 6.5-7.5, and has a solubility in water of about 1-10%.

23. The method of claim 20 wherein the primary hydroxyl capping agent is selected from the group consisting of methoxypolyoxyethylene monol, alcohol started polyoxyethylene-polyoxypropylene glycol, and mixtures thereof.

24. The method of claim 22 wherein the capping agent is methoxypolyoxyethylene monol of the formula CH3—(OCH2CH2)n—OH where n has an average number of 7.

25. The method of claim 19 further comprising an alcohol started polyoxyethylene-polyoxypropylene monol.

26. The method of claim 25 wherein the alcohol started polyoxyethylene-polyoxypropylene monol has equal amounts by weight of oxyethylene and oxypropylene groups and a molecular weight of from about 270-3930.

27. The method of claim 20 further comprising a co-solvent selected from the group consisting of methanol, propanol, butanol, pentanol, and hexanol.

28. A composition for treating materials fouled with isocyanate comprising,

propylene carbonate having a purity of about 99.7%, a pH of about 6.5-7.5, and a solubility in water of about 1-10%, and

a methoxypolyoxyethyelene monol of the formula CH3—(OCH2CH2)n—OH where n has an average number of 7.

29. The composition of claim 28 wherein propylene carbonate and methoxypolyoxyethylene monol are present in a weight ratio of propylene carbonate: methoxypolyoxyethylene monol of 50:50.