TRIS NITRO®
TRIS NITRO®
TRIS NITRO®
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ANGUS Chemical Company<br />
Technical Bulletin<br />
<strong>TRIS</strong> NITRO ®<br />
<strong>TRIS</strong>(HYDROXYMETHYL)NITROMETHANE*<br />
USE IN CHEMICAL TOILET APPLICATIONS<br />
<strong>TRIS</strong> NITRO is an effective deodorizer for<br />
chemical toilet formulations with a number of<br />
distinct advantages:<br />
Long lasting odor control<br />
Seven day protection in hot, humid conditions<br />
Ease of handling<br />
Ease of formulation<br />
Low toxicity<br />
Biodegradable<br />
Regulatory acceptance<br />
Product Advantages<br />
Long Lasting Odor Control<br />
The primary function of chemical toilet deodorizers is odor<br />
control. When properly formulated, <strong>TRIS</strong> NITRO will<br />
provide excellent long-term odor control as compared with<br />
other deodorizer ingredients.<br />
Seven Day Protection in Hot, Humid Conditions<br />
Truly effective chemical toilet deodorizers will control odor<br />
for seven days in hot, humid weather. <strong>TRIS</strong> NITRO’s slow<br />
release mechanism provides increased deodorizer<br />
strength as a function of temperature and tank load.<br />
Therefore, <strong>TRIS</strong> NITRO’s deodorizing action will be<br />
available when needed most.<br />
*Indexed by Chemical Abstracts as<br />
2-hydroxymethyl-2-nitro-1,3-propanediol,<br />
CAS Registry No. 126-11-4.<br />
A subsidiary of The Dow Chemical Company<br />
ANGUS Chemical Company<br />
1500 E. Lake Cook Road<br />
Buffalo Grove, IL 60089<br />
TB 83<br />
Ease of Handling<br />
<strong>TRIS</strong> NITRO is not an irritant and does not present a<br />
danger if skin contact occurs. Consequently, there is a<br />
reduced level of concern for rental operators regarding<br />
user safety. Also, <strong>TRIS</strong> NITRO is not a RCRA hazardous<br />
waste; there are no reporting requirements for spills which<br />
eliminates the concern of rental operators about spills in<br />
the field.<br />
Ease of Formulation<br />
<strong>TRIS</strong> NITRO is water soluble and compatible with most<br />
chemical toilet deodorizer additives.<br />
Low Toxicity<br />
The Oral LD50 for <strong>TRIS</strong> NITRO solid in rats is 1875 mg/kg.<br />
Under the requirements of the Federal Hazardous<br />
Substances Act, formulations with an oral LD50 of greater<br />
than 5000 mg/kg may be classifiable as nontoxic. The<br />
LD50 of a 25% solution of <strong>TRIS</strong> NITRO is on the order of<br />
7500 mg/kg. However, because of the possibility of<br />
synergistic effects from other additives, the final<br />
formulation must be tested for toxicity to demonstrate its<br />
safety.<br />
Biodegradable<br />
<strong>TRIS</strong> NITRO rapidly degrades in the environment which is<br />
important for disposal purposes.<br />
Regulatory Acceptance<br />
There is no nationally recognized standard regarding the<br />
biodegradability of chemical toilet deodorizers. However,<br />
<strong>TRIS</strong> NITRO has been approved for use in chemical<br />
toilets in the State of California.<br />
Phone: 847-215-8600<br />
Toll Free: 800-447-4369<br />
Fax: 847-215-8626
<strong>TRIS</strong> NITRO is available as a 50% aqueous solution of<br />
tris(hydroxymethyl)nitromethane, and a 95% white<br />
crystalline solid which is quite stable when dry.<br />
<strong>TRIS</strong> NITRO is a highly effective deodorant for use in<br />
chemical toilet formulations. It provides the deodorant<br />
properties of formaldehyde without the hazardous<br />
exposure associated with formaldehyde. <strong>TRIS</strong> NITRO is<br />
quite stable in neutral or acidic solutions. However, in<br />
slightly alkaline solutions, <strong>TRIS</strong> NITRO slowly<br />
decomposes to release formaldehyde. This release<br />
increases as pH or temperature increases. By controlling<br />
pH and/or temperature, the working life of <strong>TRIS</strong> NITRO<br />
can be varied from a few minutes to several months<br />
according to conditions of use (see Figure 1). It is<br />
because of this controlled release that <strong>TRIS</strong> NITRO is<br />
such an effective deodorant; it performs on demand when<br />
tank load or temperature increase and deodorizing<br />
performance is needed most. Under ordinary use<br />
conditions, the odor of formaldehyde should not be<br />
detectable.<br />
Formulating Considerations<br />
The action of <strong>TRIS</strong> NITRO is based primarily on<br />
formaldehyde release, controlled by alkalinity in aqueous<br />
solution. <strong>TRIS</strong> NITRO is soluble in water, alcohols and<br />
glycols and can be readily incorporated into water-based<br />
dilutable concentrates. However, the pH of these<br />
concentrates should not be higher than 7.0 to ensure<br />
stability of the <strong>TRIS</strong> NITRO during storage and shipping<br />
prior to on-site dilution. If such a concentrate is not<br />
buffered (contains no phosphates or other polyvalent<br />
anions), its dilutions will be readily alkalinized during use,<br />
thus permitting controlled release of the active<br />
deodorizing agent. As an alternative, a small amount of<br />
caustic soda or other alkaline material can be added to<br />
the freshly-diluted solution to assure immediate initiation<br />
of controlled formaldehyde release.<br />
Perfumes and dyes chosen for <strong>TRIS</strong> NITRO-containing<br />
concentrates should be stable to formaldehyde and to pH<br />
variations; <strong>TRIS</strong> NITRO is non-foaming and effective when<br />
used with all classes of surfactants. It can also be used in<br />
combination with other commonly-used active ingredients<br />
of toilet deodorizing solutions, if desired.<br />
Environmental Considerations<br />
When properly used and disposed of, <strong>TRIS</strong> NITRO will<br />
have no measurable effect on the environment. As a<br />
deodorizing agent for chemical toilets, <strong>TRIS</strong> NITRO<br />
should never be released directly to the environment if<br />
materials containing it are properly handled. For example,<br />
some formulated products are harmful to fish and wildlife<br />
if released directly to water courses even if they do not<br />
contain <strong>TRIS</strong> NITRO. Such materials must always be<br />
treated physically, chemical, and/or biologically in<br />
industrial treatment systems to render them harmless<br />
before disposal.<br />
2<br />
<strong>TRIS</strong> NITRO provides deodorizer protection under<br />
alkaline conditions by decomposing to release<br />
formaldehyde. <strong>TRIS</strong> NITRO in any alkaline fluid will, in<br />
time, breakdown (see Figure 1). Even when a fluid has<br />
been treated a number of times, <strong>TRIS</strong> NITRO will not<br />
increase in concentration in the system. Used fluids, for<br />
example, will have much lower <strong>TRIS</strong> NITRO<br />
concentrations than when freshly prepared, and the<br />
remaining <strong>TRIS</strong> NITRO will degrade. A study has shown<br />
that low concentrations of <strong>TRIS</strong> NITRO are assimilated by<br />
sludge obtained from a municipal sewage system.<br />
When properly handled and disposed of, <strong>TRIS</strong> NITRO will<br />
not be released directly to the environment. Nevertheless,<br />
studies have been conducted to assess the possible<br />
effects on wildlife which might result from improper<br />
handling or accidental spills of the compound.<br />
DAYS<br />
DAYS<br />
DAYS<br />
7<br />
6<br />
5<br />
4<br />
3<br />
2<br />
1<br />
0<br />
6<br />
5<br />
4<br />
3<br />
2<br />
1<br />
0<br />
6<br />
5<br />
4<br />
3<br />
2<br />
1<br />
Figure 1<br />
Stability of <strong>TRIS</strong> Nitro in<br />
Phosphate Buffer Solutions<br />
Concentration = 1% Concentration of Buffer = 5%<br />
pH 6.0<br />
pH 4.0<br />
pH 7.5<br />
pH 4.0<br />
pH 9.0<br />
pH 6.0<br />
Note: No decomposition at pH 4.0<br />
pH 6.0<br />
pH 7.5<br />
Data at 25°C<br />
Data at 40°C<br />
Data at 60°C<br />
0<br />
0 10 20 30 40 50 60 70<br />
pH 9.0<br />
0% Decomposed<br />
pH 7.5<br />
pH 9.0
The 5-day dietary LC 50 in mallard ducks was found to be<br />
in excess of 80,000 ppm of <strong>TRIS</strong> NITRO (expressed as<br />
the 50% solution). The LC 0 was in excess of 40,000 ppm.<br />
The symptoms of toxicity seen at doses of 20,000 ppm<br />
or more appeared to be reversible when the birds were<br />
fed an untreated diet for 16 days post-treatment. All birds<br />
were normal when fed 2500, 5000, or 10,000 ppm<br />
<strong>TRIS</strong> NITRO.<br />
The 5-day dietary LC 50 in bobwhite quail was found to be<br />
in excess of 5000 ppm of <strong>TRIS</strong> NITRO (expressed as the<br />
50% solution). No symptoms suggestive of toxicity were<br />
seen in birds fed 1250, 2500, or 5000 ppm <strong>TRIS</strong> NITRO.<br />
The LC 50 of <strong>TRIS</strong> NITRO for rainbow trout was calculated<br />
at 410 ppm. This implies that <strong>TRIS</strong> NITRO 50% is<br />
practically nontoxic to trout.<br />
Toxicity<br />
Acute Oral Animal Studies<br />
A seven-day study on <strong>TRIS</strong> NITRO crystals given by<br />
gavage was conducted in mice with the following results:<br />
LD0 LD50 LD100 1000 mg/kg<br />
1900 + 350 mg/kg<br />
3000 mg/kg<br />
In a similar 14-day study of 50% aqueous <strong>TRIS</strong> NITRO in<br />
rats, the LD 50 was determined to be 1875 mg/kg.<br />
Intraperitoneal Study in Mice<br />
In a seven-day study in mice <strong>TRIS</strong> NITRO crystals gave<br />
the following results by the intraperitoneal route:<br />
LD0 LD50 LD100 1000 mg/kg<br />
1850 + 340 mg/kg<br />
3000 mg/kg<br />
Skin Irritation Studies<br />
In another study, <strong>TRIS</strong> NITRO 50% aqueous, diluted with<br />
distilled water to 1000 ppm, 3000 ppm and 10,000 ppm<br />
active ingredient in water, was applied to the skin of six<br />
rabbits. No skin irritation was observed for any of the<br />
exposed animals after 24 hours exposure.<br />
A series of 48-hour patch tests were conducted by an<br />
independent dermatologist on 25 human volunteers using<br />
<strong>TRIS</strong> NITRO at concentrations of 0.3% and 0.6% in some<br />
typical cutting-oil emulsions. Another group was exposed<br />
to the cutting oil alone without <strong>TRIS</strong> NITRO. The tests<br />
were severe in that they were conducted with<br />
concentrations of <strong>TRIS</strong> NITRO considerably higher than<br />
any that have been found necessary to protect the<br />
emulsions from bacterial contamination. Both the closed<br />
and open methods of application were employed. The<br />
closed method insures maximal contact of the preparation<br />
with the skin and minimal loss by evaporation or wiping<br />
on the subject’s clothing. There was absolutely no skin<br />
irritation in either the open or closed tests on any of the<br />
25 subjects.<br />
In order to check on the sensitizing potential of aged<br />
cutting-oil emulsions containing <strong>TRIS</strong> NITRO, a series<br />
of human patch tests was conducted by another<br />
independent organization. The subjects were<br />
housewives, 30-65 years of age. The tests consisted of<br />
three successive patch exposures of 24 hours duration<br />
with 24 hours or more between exposures. The three<br />
compositions employed consisted of (a) a typical cuttingoil<br />
emulsion without <strong>TRIS</strong> NITRO, (b) the same emulsion<br />
to which 0.5% <strong>TRIS</strong> NITRO had been added just before<br />
use in the test, (c) the same emulsion to which 0.5%<br />
<strong>TRIS</strong> NITRO had been added some time previously so<br />
that aging effects would have had ample opportunity to<br />
develop. The results of this test showed that addition of<br />
0.5% <strong>TRIS</strong> NITRO (five to ten times as much as normally<br />
used) caused no increase in irritating effect whether it<br />
was added just before use or some time previously. The<br />
dermatologist concluded that normal users of the<br />
emulsions would not be expected to experience any<br />
primary irritation under the usual conditions of use.<br />
These findings are ample evidence that <strong>TRIS</strong> NITRO is<br />
not a primary irritant and that the sensitizing potential is<br />
minimal. A small but significant proportion of workers<br />
exposed to cutting oils in the metalworking industry<br />
experience dermatitis from diverse causes. Some cutting<br />
oils containing <strong>TRIS</strong> NITRO may be involved in a fraction<br />
of these cases due to some chemical reaction which is<br />
not understood, but which may occur over a long period<br />
of time.<br />
Eye Irritation Study<br />
In an eye irritation study conducted on rabbits using the<br />
technique of Drazie, 0.1 mL of 50% aqueous <strong>TRIS</strong><br />
NITRO was placed in one eye of each of six rabbits.<br />
Only two of the rabbits showed mild redness of the<br />
conjunctivae and only one animal had a score of two at<br />
24 hours. The eyes of all rabbits were normal for the<br />
remainder of the observation period.<br />
Sub-acute Dermal Study<br />
Groups of 30 rats (15 males and 15 females per group)<br />
were exposed to 0, 250, 500, or 1000 mg/kg/day of <strong>TRIS</strong><br />
NITRO (100%) for five days per week for thirteen weeks.<br />
Treatment produced yellow discoloration at the<br />
application site, however, no dermal reactions were<br />
apparent even under microscopic examination. No<br />
exposed animals died and no adverse effects were<br />
noted for any of the dosed rats in terms of clinical<br />
observations, body weights, body weight gains, food<br />
consumption, hematology or serum chemistry values,<br />
urinalysis, opthalmologic findings, absolute and relative<br />
organ weight, or gross necropsy findings.<br />
3
Teratology<br />
Three groups of 25 pregnant Sprague Dawley rats were<br />
dosed by gavage daily with 0, 50, 375, or 750 mg/kg/day<br />
of <strong>TRIS</strong> NITRO on gestation days 6 through 15. The<br />
females were observed at least twice daily and weighed at<br />
appropriate intervals. On gestation day 20, the animals<br />
were sacrificed, and the fetuses were weighed, sexed,<br />
examined for external, skeletal and soft tissue anomalies,<br />
and developmental variations.<br />
Mortality and clinical signs of toxicity were observed at a<br />
dose level of 750 mg/kg/day.<br />
Body weight gain was severely decreased throughout the<br />
entire dosing period in the high-dose group.<br />
A slight decrease in the mean fetal body weight was<br />
apparent in litters from the high dose group. The “noneffect”<br />
level for maternal toxicity, fetotoxicity, and<br />
teratogenicity was considered to be 375 mg/kg/day of<br />
<strong>TRIS</strong> NITRO.<br />
Mutagenicty<br />
<strong>TRIS</strong> NITRO was judged to be nonmutagenic in an Ames<br />
Bacterial/Microsomal Assay. The study utilized Salmonella<br />
typhimurium strains TA 98, TA 100, TA 1535, TA 1537 and<br />
TA 1538. The study was done at dosages of 0.1 to 1.0<br />
mg/plate with and without S9 liver microsomal fraction.<br />
Similar results were obtained in a chromosome aberration<br />
study in Chinese hamster ovary (CHO) cells. Doses of<br />
0.25 to 2.5 mg/mL were utilized. No mutagenic effect for<br />
<strong>TRIS</strong> NITRO was noted either with or without S9 liver<br />
microsomal fraction.<br />
Doses of 0.313 to 2.5 mg/mL were employed in the<br />
unscheduled DNA synthesis assay in rat liver cell culture.<br />
Analysis of prepared slides by autoradiographic technique<br />
demonstrated grain counts similar to the untreated control<br />
for all doses. <strong>TRIS</strong> NITRO was judged to be<br />
nonmutagenic in this assay.<br />
Biodegradable<br />
<strong>TRIS</strong> NITRO rapidly degrades in the environment which is<br />
important for disposal purposes.<br />
There is no nationally recognized standard regarding the<br />
biodegradability of chemical toilet deodorizers. However,<br />
<strong>TRIS</strong> NITRO has been approved for use in chemical<br />
toilets in the State of California.<br />
The information and data contained herein are believed to be correct. However, we do not warrant<br />
either expressly or by implication the accuracy thereof. In presenting uses for this product, no<br />
attempt has been made to investigate or discuss any patent situations which may be involved.<br />
A subsidiary of The Dow Chemical Company<br />
<strong>TRIS</strong> NITRO is a Registered Trademark<br />
of ANGUS Chemical Company.<br />
ANGUS Chemical Company manufactures<br />
and markets a variety of products most of<br />
which are derived from chemicals called<br />
nitroparaffins. Using a unique chemical<br />
process, these short-chain molecules can be<br />
further processed and refined into nitroparaffin<br />
derivatives.These and other ANGUS<br />
products offer customers worldwide a multitude<br />
of performance properties<br />
in a broad range of applications<br />
including paints, coatings and inks,<br />
biotechnology, pharmaceutical and<br />
agricultural intermediates, personal care<br />
products, metalworking fluids, water treatment<br />
and fuel systems.<br />
ANGUS Chemical Company<br />
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Telephone: (847) 215-8600<br />
Telefax: (847) 215-8626<br />
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JBN – Form No. 253-01231<br />
© 1998 by ANGUS Chemical Company.<br />
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