United States Environmental Protection Agency National Exposure Research Laboratory Research Triangle Park, NC 27711 Research and Development EPA/600/SR-96/050 April 1996 Project Summary vvEPA Field Validation of the DNPH Method for Aldehydes and Ketones Gerald S. Workman, Jr. and Joette Steger Two field validation studies were con- ducted to evaluate and validate the pro- posed 2,4-dinitrophenylhydrazine (DNPH) method for sampling aldehydes and ketones. The sampling trains were similar to the train described in SW- 846 Draft Method 0011, except that the first impinger contained 200 ml_ of re- agent to increase sample capacity, and an additional impinger containing DNPH was added to evaluate breakthrough. The nine compounds evaluated in the first field test were formaldehyde, acetaldehyde, quinone, acrolein, propionaldehyde, me- thyl isobutyl ketone, methyl ethyl ke- tone, acetophenone, and isophorone. Laboratory studies indicated that form- aldehyde and isophorone are efficiently recovered from the first impinger. When formaldehyde and isophorone com- pounds are present in the source at high levels, the capacity of DNPH to capture and derivatize may be exceeded and low compound recoveries result. By doubling the amount of DNPH re- agent in the first impinger, recoveries doubled for formaldehyde and qua- drupled for isophorone. To validate the proposed DNPH method, ten field test runs were per- formed using quadruplicate sampling trains. Two of the four trains during each run were dynamically spiked with the aldehydes and ketones. The test results were evaluated statistically us- ing the procedures described in EPA Method 301. Precision and bias were calculated using all four impingers for the first field test. Two-impinger data are reported for the first field test to demonstrate that formaldehyde and ac- etophenone met acceptance criteria with only two impingers. For the sec- ond field test, data are reported for only two impingers because breakthrough levels were low with little difference in total recovery whether two- and four- impinger data sets were used. Based on the EPA Method 301 crite- ria for method precision (<+50% rela- tive standard deviation) and bias (cor- rection factor of 1.00 +0.30) the pro- posed DNPH method for sampling alde- hydes and ketones was validated for form- aldehyde, acetaldehyde, propionaldehyde, acetophenone, and isophorone. Quinone, acrolein, methyl isobutyl ketone, and methyl ethyl ketone did not meet the validation criteria for the method as used in the field validation studies. This Project Summary was developed by the National Exposure Research Laboratory's Air Measurements Re- search Division, Research Triangle Park, NC, to announce key findings of the research project that is fully docu- mented in a separate report of the same title (see Project Report ordering infor- mation at back). Introduction Radian Corporation, while assisting the Method Branch of the National Exposure Research Laboratory (NERL), has evalu- ated and validated a multiple pollutant sampling and analytical method for alde- hydes and ketones in emissions from sta- tionary sources. This study is part of an EPA program to develop stationary source emission test methods for the 189 haz- ardous air pollutants listed in the Clean Air Act Amendments of 1990, and which ------- are needed to determine risk to the public and to support the regulatory process. The method in the present study em- ploys an impinger train containing acidi- fied 2,4-dinitrophenylhydrazine (DNPH) to capture and derivatize aldehyde and ke- tone compounds. Validation of the test method was needed to demonstrate ap- plicability to different source types. Test sites known to emit relatively low concen- trations of both acetaldehyde and formal- dehyde were selected. Under Work As- signment 67 of EPA Contract 68-D1-0010, the method was evaluated at a plywood veneer dryer vent at a pressboard manu- facturing plant; under Work Assignment 12 of EPA Contract 68-D4-0022, method evaluation was conducted at a spinning machine exhaust vent at a polyester fiber manufacturing plant. Site parameters and aldehyde concentrations were confirmed with information gathered during pretest site surveys. The present report covers both of these field validation studies. The method was evaluated using pro- cedures described in EPA Method 301,1 Protocol for the Field Validation of Emis- sion Concentrations from Stationary Sources. Bias is established by compar- ing the method's results with a reference value. The data obtained from the valida- tion test is used to determine if the bias is statistically significant, and to calculate a correction factor, which eliminates the bias. Methods that have correction factors out- 1 U.S. Environmental Protection Agency. Method 301, in Code of Federal Regulations. Title 40, Part 63. Wash- ington, DC, Office of the Federal Register, July 1,1987. side the 0.7 to 1.3 range are unaccept- able. In the present study, spiking was carried out by a dynamic method in which measured quantities of analyte were intro- duced into the flue gas being sampled. Precision and bias of the test method for each compound tested are summa- rized in Table 1. For Field Test I data is shown for both two and four impingers. Precision and bias calculations were com- pleted using all four impingers for Field Test I because of the high breakthrough values that occurred during Runs 3, 4, 6, and 7. Two-impinger data also was re- ported for Field Test I to demonstrate that formaldehyde and acetophenone passed with only two impingers. For Field Test II, data is shown for two impingers only be- cause breakthrough levels for all of the trains were low and there was little differ- Table 1. Results of the EPA Method 301 Statistical Evaluation Parameter Field Test f RSD Spiked (%) RSD Unspiked (%) Bias CF Disposition Field Test f RSD Spiked (%) RSD Unspiked (%) Bias CF Disposition Field Test? RSD Spiked (%) RSD Unspiked (%) Bias CF Formal- dehyde 7.36 10.2 1.11 Pass 7.32 9.95 1.10 Pass 8.8 20.7 1.10 Disposition Pass Pass Pass Acet- aldehyde 7.18 10.6 1.26 Pass 8.15 10.3 1.34 Fail 16.7 12.4 1.24 Pass Propion- aldehyde 7.20 21.0 1.25 Pass NR NR NR NR 12.9 48.5 1.29 Fail Fail Aceto- phenone 7.94 42.5 1.08 Pass 7.79 43.5 1.11 Pass 10.4 ND 1.09 Pass Methyl Ethyl Ketone 26.1 74.3 2.55 Fail NR NR NR NR 18.8 ND 2.45 NT NT Methyl Isobutyl Ketone 17.2 32.2 2.22 Fail NR NR NR NR 21.2 ND 4.33 Isophorone 7.94 211 1.08 Pass NR NR NR NR 9.0 ND 0.93 Quinone 40.0 39.7 1.84 Fail NR NR NR NR NT NT NT Acrolein 12.1 17.3 2.00 Fail NR NR NR NR NT NT NT NR = Not Reported NT = Not Tested RSD = Relative Standard Deviation CF = Correction Factor ND = Native Compound Not Detected aStatistics calculated from 4-impinger results in Field Test 1. ^Statistics calculated from 2-impinger results in Field Test 1. 'Statistics calculated from 2-impinger results in Field Test 2. ------- ence in total amounts recovered between the two- and four-impinger data sets. For Field Test I and Field Test II, four sampling trains were operated simulta- neously (quadruplicate sampling train) to collect flue gas samples. The configura- tion of each sampling train was the same as that described in SW-846 Method 00112 for formaldehyde, except that the first impinger contained 200 ml_ of reagent to increase sample capacity, and an addi- tional impinger containing DNPH was added to check for breakthrough. The ac- tual method evaluated is included in Appendix B. In this sampling method, gas- eous and particulate pollutants are col- lected from an emission source in aque- ous, acidic DNPH. Aldehydes and ketones present in the stack gas stream react with the DNPH to form dinitrophenylhydrazones. Samples are then extracted with organic solvent. The resulting organic extract is concentrated as necessary and exchanged into an appropriate solvent for analysis by high performance liquid chromatography (HPLC). Ten aldehydes and ketones listed in Title III of the Clean Air Act were studied as part of this project. These compounds are listed in Table 2. Nine of the ten compounds listed in Table 2—formal- dehyde, acetaldehyde, quinone, ac- rolein, propionaldehyde, methyl ethyl ketone, acetophenone, methyl isobu- tyl ketone, and isophorone—were spiked into the sampling trains during sample col- lection as part of the method evaluation procedure at the first field test site. The compound 2-chloroacetophenone was ex- cluded from the list of compounds quanti- fiable by this method because a purified DNPH derivative of this compound could not be successfully made during the initial laboratory studies. Furthermore, because 2-chloroacetophenone can be determined by Method 0010,3 there was no need to include it in the Method 00112 validation study. For Field Test II, acrolein and quinone were not included in the spiking solution. Acrolein is chemically unstable under the acidic reaction conditions because of its double bond. Acrolein is a highly reactive substance and is known to dimerize by 2U.S. Environmental Protection Agency, Method 0011, in "Test Methods for Evaluating Solid Waste, Physical/ Chemical Methods, SW-846 Manual, 3rd ed." Docu- ment No. 955-001-0000001 .Washington, DC Novem- ber 1986. 3U.S. Environmental Protection Agency, Method 0010, in "Test Methods for Evaluating Solid Waste, Physical/ Chemical Methods, SW-846 Manual, 3rd ed." Docu- ment No. 955-001-0000001 .Washington, DC Novem- ber 1986. the Diels-Alder reaction. Acrolein may also react with other aldehydes, causing their recoveries to be low. Therefore, acrolein was considered inappropriate to study as part of a multiple pollutant aldehyde and ketone method test. A pollutant-specific method may be required to determine ac- rolein. Quinone appears to be collected in the impingers but does not react well with the DNPH under the conditions specified in the method. Quinone is also a strong oxidizing agent having the potential to oxi- dize formaldehyde, and its addition to the spiking solutions may have caused low recoveries of some aldehydes during the first field test. For these reasons, quinone was also excluded from the second field study. Of the compounds that were spiked, the laboratory studies indicated the method would perform satisfactorily for five: form- aldehyde, acetaldehyde, propionaldehyde, acetophenone, and isophorone. Methyl ethyl ketone and methyl isobutyl ketone do not react rapidly enough with the DNPH to be quantitatively collected. The two com- pounds are volatile and are swept through the sampling train before they have time to react. Conclusions and Recommendations Based on the work performed in the laboratory studies and the field evaluation of the aldehydes and ketones, and using Method 3011 criteria as revised in Decem- ber, 1994, the following conclusions may be drawn regarding the proposed sam- pling method. • Acetophenone, Formaldehyde, Isophorone, Acetaldehyde, and Propionaldehyde Using the criterion of 70-130% recovery for the dynami- cally spiked compounds, acetophe- none, formaldehyde, isophorone, ac- etaldehyde, and propionaldehyde meet the minimum recovery criterion. • Quinone, Acrolein, Methyl ethyl ke- tone, and Methyl isobutyl ketone The test method is not appropriate for the measurement of quinone, ac- rolein, methyl ethyl ketone, and me- thyl isobutyl ketone, due either to poor collection efficiency or analytical prob- lems. • Formaldehyde, Acetaldehyde, Propionaldehyde, Methyl Ethyl Ke- tone, Acetophenone, and Methyl isobutyl ketone are all stable in the aqueous spiking solution for up to 62 days. • All Compounds Except Formalde- hyde Dynamic spiking allowed the collection efficiency of the train to be more adequately evaluated than static spiking and is the preferred spiking technique especially when very vola- tile, waterpurgeable compounds are being tested. • All Compounds Keeping the first two impingers in an ice bath results in higher compound recoveries with less breakthrough into the second impinger and less tautomer formation than when the first two impingers are kept warm. Based on work performed in the labora- tory and in the field evaluation, the follow- ing recommendations are made: • Subject to the number of impingers used for various compounds (as stated below), the sampling and ana- lytical method tested is recommended for adoption as a standard EPA method for the determination of form- aldehyde, acetophenone, isophorone, acetaldehyde, and propionaldehyde emissions from stationary sources. • To obtain quantitative recoveries of formaldehyde, acetophenone, and isophorone, use 200 ml_ of DNPH reagent in the first impinger followed by one impinger containing 100mL and keep the impingers iced. To ob- tain quantitative recoveries of acetal- dehyde and propionaldehyde, use 200 ml_ of DNPH reagent in the first impinger followed by two impingers containing 100 ml_ and keep the impingers iced. • Recoveries for acrolein in the labora- tory studies were low, probably due to the reactive nature of the double bond. Alternative sampling and ana- lytical methods should be pursued for acrolein or modifications should be made to Method 00112 to stabilize acrolein. Potential modifications to Method 00112 include using hexane to recover the sample trains instead of methylene chloride. • Method 00112 yields inconsistent re- sults when used to determine quinone. Alternative sampling and analytical methods should be investigated for quinone. • Methyl isobutyl ketone and methyl ethyl ketone are not efficiently col- lected by the aqueous DNPH reagent. Alternative sampling and analytical methods, possibly using sorbents, should be investigated for these com- pounds. Alternatively, modifications to Method 00112 such as using five or more reagent impingers, sampling at lower flow rates, using a lower pH reagent (>2N HCI), may improve the performance of Method 00112 for these compounds. ------- Table 2. Aldehydes and Ketones Included on the Clean Air Act Title III List Formaldehyde Acetaldehyde Quinone Acrolein Propionaldehyde Methyl Ethyl Ketone Acetophenone Methyl Isobutyl Ketone 2-Chloroacetophenone Isophorone GeraldS. Workman, Jr. and JoetteStegerare with Radian Corp., Research Triangle Park, NC 27709 Joseph E. Knoll is the EPA Project Officer (see below). The complete report, entitled "Field Validation of the DNPH Method for Aldehydes and Ketones," (Order No. PB96-168398; Cost: $41.00, subject to change) will be available only from: National Technical Information Service 5285 Port Royal Road Springfield, VA 22161 Telephone: 703-487-4650 The EPA Project Officer can be contacted at: Air Measurements Research Division National Exposure Research Laboratory U.S. Environmental Protection Agency Research Triangle Park, NC 27711 United States Environmental Protection Agency National Risk Management Research Laboratory (G-72) Cincinnati, OH 45268 Official Business Penalty for Private Use $300 BULK RATE POSTAGE & FEES PAID EPA PERMIT No. G-35 EPA/600/SR-96/050 ------- |