TCMTB is an effective and economical microbicide for preventing fungal attack of skins, hides and timber during processing and subsequent storage.
TCMTB is specifically recommended for use in chrome tanning and for treatment of timber, bamboo and coconut wood etc to prevent damage and consequent losses caused by microorganisms.
Common Name: 2-(thiocyanomethylthio)benzothiazole (TCMTB)
Chemical Name (IUPAC): 2-(thiocyanomethylthio)benzothiazole
CAS Number: 21564-17-0
TCMTB for controlling fungicidal growth in industrial applications including leather tanneries is the main application
(Benzothiazol-2-ylthio)methyl thiocyanate (TCMTB) is a chemical compound classified as a benzothiazole.
TCMTB is an oily, flammable, red to brown liquid with a pungent odor that is very slightly soluble in water.
TCMTB decomposes on heating producing hydrogen cyanide, sulfur oxides, and nitrogen oxides. The degradation products are 2-mercaptobenzothiazole (2-MBT) and 2-benzothiazolesulfonic acid
TCMTB is used as wideband microbicide, paint fungicide, and paint gallicide.
The active substance approved in 1980 in the United States.
TCMTB is used in leather preservation, for the protection of paper products, in wood preservatives, and against germs in industrial water.
In the US, TCMTB is used as a fungicide for seed dressing in cereals, safflower, cotton and sugar beet.
It is also used when dealing with fungal problems when extracting hydrocarbons via fracking
IUPAC name: [(1,3-benzothiazol-2-yl)sulfanyl]methyl thiocyanate
Thiocyanic acid 2- (benzothiazolethio) methyl ester
Nipacide TCM 80
CAS Number: 21564-17-0
EXOCIDE TCM 80 is a non-metallic organosulphur compound with excellent fungicidal and bactericidal activity.
The active ingredient, 2-(Thiocyanomethylthio) benzothiazole (TCMTB), is stable in acidic and alkali media and can be used in a single formulation or combined with other active ingredients.
EXOCIDE TCM 80 can be formulated with a range of surface active agents to produce a concentrated blend which can form stable emulsions when diluted with water.
The surfactants ensure rapid penetration of the TCMTB into a range of organic substrates resulting in long lasting microbial protection against a broad range of bacteria and fungi.
Chemical Composition Active Ingredient: 2-(Thiocyanomethylthio) benzothiazole (TCMTB) Formula C9H6N2S3
CAS Number: 21564-17-0
EINECS Number (EU) 224-445-0
ENCS Number (Japan) 5-3424 ECL Number (Korea) KE33783 Properties
Commercial Product Name: EXOCIDE TCM 80
Appearance: dark red to brown liquid
Specific Gravity: 1.4 at 25ºC
Flash Point (Open Cup): 189ºC
Stability: Stable under normal storage conditions.
Decomposes: above 60ºC
Viscosity (20ºC): 7100 cP
Solvent Solubility: Methanol - 7 %, Ethanol - 5 % N-Methylpyrrolidone - Miscible Water - 0.01 % Specification Assay (as TCMTB) Minimum 80% A.I.2
EXOCIDE TCM 80 is a proven broad spectrum biocide which can be used in a wide range of industrial applications including:- Leather Preservation the product's excellent fungicidal activity and acid / alkali stability make it the preferred product for leather preservation applications.
EXOCIDE TCM 80 has proven highly effective in the prevention of sap-stain in freshly felled timber, and can also provide excellent long-term preservation in treated wood samples.
Paper and Board Manufacture: Suitable formulations of EXOCIDE TCM 80 have been developed to control all aspects of algal, fungal and bacterial contamination in the neutral / alkali paper and boardmaking manufacturing processes.
Industrial Cooling Water Treatment using a combination of EXOCIDE TCM 80 and other active ingredients has proven effective in the treatment of industrial process waters.
Paint and Coatings Formulation
EXOCIDE TCM 80 is an effective biocide for surface coatings, giving both in-can and film protection.
Key Features of EXOCIDE TCM 80
EXOCIDE TCM 80contains a certified 80% TCMTB as active ingredient and has been proven to be an effective broad spectrum biocide.
EXOCIDE TCM 80 can be formulated to produce stable emulsions in water.
EXOCIDE TCM 80 is readily formulated with a range of surface active agents. EXOCIDE TCM 80is stable in both acid and alkali media, thus extending its range of industrial biocidal applications.
Availability EXOCIDE TCM 80 is available in 25 kg drums or other pack sizes upon request. For further details and information on other EXOCIDE products and formulations for specific end-use industrial applications, please contact the Sales Department at ATAMAN CHEMICALS
USAGE IN LEATHER INDUSRTY
Damp leathers contain nutrients, moisture, and pH levels that make the perfect home for mold spores.
They quickly take hold, and growth of mold changes the physical and chemical properties of leather, causing staining and downgrading.
The potential costs can be devastating.
That’s why TCMTB is used.
APPLICATION OF TCMTB IN METALWORKING
TCMTB is effective against microorganisms which degrade and foul metalworking fluids.
EXOCIDE TCM 80 is specifically recommended for use as a tankside additive to prevent the growth of fungi and bacteria in diluted, end-use soluble oil, semi-synthetic and synthetic fluid systems.
TCMTB is recommended for use in soluble oil and semi-synthetic metalworking fluid concentrates for use in cutting fluids.
APPLICATION IN CONSTRUCTION INDUSTRY
TCMTB is a microbicide concentrate that is used as a preservative for caulking-sealants and vinyl acetate wallcovering adhesives.
Its addition to these products will inhibit the growth of fungi (mold, “mildew”) that often cause the discoloration, unsightly appearance, and degradation of these compounds, particularly when they are exposed to humid environments.
TCMTB is especially recommended for the protection of caulking-sealants intended for use around bath tubs, showers, and bathroom tiles, and vinyl acetate adhesives used on fabrics and paper for covering walls.
TCMTB is used to inhibit bacterial and fungal degradation of water-based and water-soluble or emulsifiable cutting fluids and coolants used in metalworking operations.
The product should be added to the diluted cutting fluid at a rate that will provide 100–200 parts per million (ppm) TCMTB 80 (weight/weight) after final dilution with water.
To prevent fungal growth on the inside walls of the diluted metalworking fluid storage tanks, higher concentrations of TCMTB 80 are needed.
For this application, it is recommended that TCMTB 80 be added to the diluted fluid as it is prepared to provide a concentration of 500–750 ppm.
To ensure complete dispersion, product should be added to the system at a point of vigorous agitation.
TCMTB was first registered as an active ingredient by the United States Environmental Protection Agency (EPA) on January 21, 1980.
Currently, there are 27 products containing TCMTB.
TCMTB products are used in commercial/institutional premises and residential and public access areas.
As an antimicrobial pesticide, TCMTB is used largely as a materials preservative (e.g., leather products and hides, pulp/paper products, latex, wallpaper, paints, carpets).
TCMTB is a slimicide regulated by the FDA (21 CFR 176.300) for controlling bacteria, fungi and yeasts, which cause deterioration of paper and paperboard products.
TCMTB is also used as a fungicide for commercial and on-farm seed treatment.
TCMTB has 23 tolerances in the 40 CFR 180.288 for use as a fungicide on barley, sugar beets, cotton, oats, rice, safflower and wheat.
Seed treatment use of TCMTB are not being supported by the technical registrant but are being supported by end-users.
Common name: TCMTB or TCMB
Chemical name: 2-(thiocyanomethylthio)benzothiazole
Chemical family: Thiazole
Empirical formula: C9H6N2S3
CAS Registry No.: 21564-17-0
Case number: 2625
OPP Chemical Code: 035603
Molecular weight: 238 g/mol
Other names: 2-(Benzothiazolythio)methyl thiocyanate, TCMTB, TCMB,
(1,3-Benzothiazol-2-ylsulfanyl)methyl thiocyanate [ACD/IUPAC Name]
(1,3-Benzothiazol-2-ylsulfanyl)methylthiocyanat [German] [ACD/IUPAC Name]
MFCD00072503 [MDL number]
T56 BN DSJ CS1SCN [WLN]
Thiocyanate de (1,3-benzothiazol-2-ylsulfanyl)méthyle [French] [ACD/IUPAC Name]
Thiocyanic acid 2-(benzothiazolylthio)methyl ester
Thiocyanic acid, (2-benzothiazolylthio)methyl ester [ACD/Index Name]
8-Methoxyquinoline [ACD/IUPAC Name]
Benzothiazole, 2-((thiocyanatomethyl)thio)- (8CI)
methyl 8-quinolyl ether
thiocyanic acid (1,3-benzothiazol-2-ylthio)methyl ester
Thiocyanic acid (2-benzothiazolylthio)methyl ester
Thiocyanic acid, (2-benzothiazolylthio) methyl ester
Tolcide 2230 (90per cent)
Chemical properties: TCMTB is a vivid orange liquid with a strong sour and pungent odor (like mineral oil).
TCMTB is a liquid and, therefore, has no melting point. It has a boiling point of 1910C, and decomposition begins at 741.9 mm Hg.
TCMTB has a log Kow of 3.23 at 20 oC
Type of Pesticide: Microbiocide/microbiostat, bacteriocide/bacteriostat, slimicide, fungicide,algecide
Summary of Use:
Materials Preservatives: For use in industrial premises and residential & public access areas as a materials preservative in leather processing liquors/extracts (preservative incorporation), leather products and hides (preservative incorporation), textiles/fibers/cordage (preservative/additive incorporation), paints, sealants, emulsions/slurries/solutions, adhesives (preservative incorporation), coatings (preservative incorporation), , metalworking cutting fluids (preservative incorporation), oil recovery drill muds/packer fluids (preservative incorporation), nonfood pulp/paper and paper products (preservative/additive incorporation), wet-end/ industrial process chemicals (preservative incorporation), caulking compounds, vinyl wallpaper pastes, latex, dispersed colors, fuels (additive incorporation) and paper/paperboard surface treatments.
Wood Preservative: TCMTB is used to control sapstain and mold in commercial/industrial premises and residential & public access areas on forest products (seasoned, unseasoned, unpainted), lumber, poles/posts, timbers, wood walls, wood (particleboard), wood shingles (roof), wood pressure treatment, wood millwork, wood products, wood sashes, wet lap/sheet pulp, wood surfaces, wood porches/decks, wood fences, wood homes/houses, wood steps, window frames, wood doors, wood siding and wood barns.
Industrial Processes and Water Systems: For use in commercial and industrial water cooling tower systems, pulp and paper mill systems, secondary oil recovery injection water, sewage 4 systems, non-potable water storage tanks, fuel and oil storage tanks bottom water, industrial disposal water, waste water systems, sewage effluent water, storage tanks, metalworking cutting fluids and water-based cutting fluid mixes
Agricultural: TCMTB is used as a fungicide for treating seeds (barley, oats, rice, wheat,safflower, cotton and sugar beets) in commercial and on-farm settings.
Target Pests: Bacteria (unspecified); bacterial blight (xanthomonas); bacterial slime (of paper mills, water systems); basal rot (fusarium); brown rot; bunt (smut) (tilletia); covered kernel smut (sphacelotheca); covered smut (ustilago kolleri/ ustilago); damping-off (fusarium/ pythium/ rhizoctonia/ thielviopsis), deterioration/spoilage bacteria; dry rot; dry rot fungi; false loose smut (ustilago avenae/u. nigra); fungal decay/rot; fungal slime (of paper mills/water systems); fungi (coatings/ leather/ metal working coolants); fusarium blight; rot/ SPP; helminthosporium blight; mildew/ mold; rhizopus; rust (puccinia); sapstain; scab (head blight); seed and seedling diseases/ decay/ rot/ fungi; slime forming bacteria; sulfatereducing bacteria.
Formulation Types: Liquid ready-to-use, soluble concentrate, emulsifiable liquid, suspendedemulsion, formulation intermediate, wettable powder.
Method and Rates of Application: Equipment for Antimicrobial Use: TCMTB end use products are added during the manufacturing process of treated articles and materials.
Examples include: TCMTB being added directly to pulp slurry by chemical metering pump; dipping/pressure impregnation or brush/low pressure spraying of TCMTB for sapstain control; TCMTB directly mixed into solution for leather preservation
Equipment for Agricultural Use: There are two primary methods for treating seeds: the batch system and the continuous flow system. There are various pieces of equipment used for on-nursery seed treatment such as drum mixers, other devices using augers, cement mixers, hand cranked revolving drums, and gravity feed systems. TCMTB treated seed can be planted with a wide range of equipment.
• Dosage rates of 0.025-0.2% (250-2,000 ppm) TCMTB solution can be used during various stages of leather processing.
• Application rates can range from 0.026 lbs ai/100 lbs seed to 0.093 lbs ai/100 lbs of seed for seed treatment.
• Application rates can range from 5.6 to 44.0 kg antisapstain product/100 L. of water for antisapstain treatment. Use Classification: General use.
EC / List no.: 244-445-0
CAS no.: 21564-17-0
(benzothiazol-2-ylthio)methyl thiocyanate (TCMTB)
THIOCYANIC ACID, (2-BENZOTHIAZOLYLTHIO)METHYL ESTER
2-Benzothiazolylthio methyl thiocyanate
Caswell No. 853A
EPA Pesticide Chemical Code 035603
2-Tiocianometiltiobenzotiazolo, 80% [Italian]
Thiocyanic acid, (2-benzothiazolylthio) methyl ester
Thiocyanic acid, (2-benzothiazolylthio)methyl ester, 30%
Thiocyanic acid, 2-(benzothiazolylthio)methyl ester, 60%
Thiocyanic acid, 2-(benzothiazolylthio)methyl ester, 80%
2-(thiocyanomethylthio) benzothiazole (TCMTB)
Benzothiazole, 2-((thiocyanatomethyl)thio)- (8CI)
(1,3-Benzothiazol-2-ylsulfanyl)methyl thiocyanate #
thiocyanic acid (1,3-benzothiazol-2-ylthio)methyl ester
2-(Thiocyanatomethylthio)benzothiazole, PESTANAL(R), analytical standard
(1,3-Benzothiazol-2-ylsulfanyl)methyl thiocyanate (2-benzothiazolylthio)methylthiocyanate[qr]
(Bensotiasool-2-üültio)metüültiotsüanaat (TCMTB) (et)
(bensotiazol-2-yltio)metyltiocyanat (TCMTB) (sv)
(Bentsotiatsol-2-yylitio)metyylitiosyanaatti (TCMTB) (fi)
(benzothiazol-2-ylthio)methyl thiocyanate (TCMTB) (no)
(benzothiazol-2-ylthio)methylthiocyanat (TCMTB) (da)
(Benzothiazol-2-ylthio)methylthiocyanat (TCMTB) (de)
(Benzothiazool-2-ylthio)methylthiocyanaat (TCMTB) (nl)
(benzotiazol-2-iltio)metil tiocianat (hr)
(benzotiazol-2-iltio)metil tiocianat (ro)
(benzotiazol-2-iltio)metil tiocianat (sl)
(benzotiazol-2-iltio)metil tiocianat (TCMTB) (sl)
(benzotiazol-2-iltio)metil tiocijanat (TCMTB) (hr)
(Benzotiazol-2-iltio)metil-tiocianát (TCMTB) (hu)
(Benzotiazol-2-iltio)metiltiocianatas (TCMTB) (lt)
(Benzotiazol-2-iltio)metiltiocianāts (TCMTB) (lv)
(benztiazol-2-ylsulfanyl)metyltiokyanát (TCMTB) (sk)
(бензотиазол-2-илтио)метил тиоцианат (bg)
(Бензотиазол-2-илтио)метилтиоцианат (TCMTB) (bg)
[(benzothiazol-2-yl)sulfanyl]methyl-thiokyanát (TCMTB) (cs)
thiocyanate de (benzothiazol-2-ylthio)méthyle; TCBM (fr)
Thiocyanate de (benzothiazole-2-ylthio)méthyle (TCMTB) (fr)
Tijoċjanat tal-(benżotijażol-2-iltijo)metil (TCMTB) (mt)
Tiocianat de (benzotiazol-2-iltio)metil (TCMTB) (ro)
tiocianato de (benzotiazol-2-iltio)metilo (es)
Tiocianato de (benzotiazol-2-iltio)metilo (TCMTB) (es)
Tiocianato de (benzotiazol-2-iltio)metilo (TCMTB) (pt)
tiocianato de (benzotiazole-2-iltio)metilo (pt)
tiocianato di (benzotiazol-2-iltio)metile (it)
Tiocianato di (benzotiazol-2-iltio)metile (TCMTB) (it)
tiocyjanian (benzotiazol-2-ilosulfanylo)metylu (pl)
Tiocyjanian (benzotiazol-2-ilosulfanylo)metylu (TCMTB) (pl)
tiocyjanian (benzotiazol-2-ilotio)metylu (pl)
θειοκυανικό (βενζοθειαζολ-2-υλοθειο)μεθύλιο (el)
Θειοκυανικό (βενζοθειαζολ-2-υλοθειο)μεθύλιο (TCMTB) (el)
Thiocyanic acid, (2-benzothiazolylthio)methyl ester
(Benzothiazol-2-ylthio) метил тиоцианат
Synonyms: 2-(Thiocyanomethylthio)benzothiazole; Thiocyanic acid, (2-benzothiazolylthio) methyl ester; (2-Benzothiazolylthio)methyl thiocyanate; 2-((Thiocyanatomethyl)thio)benzothiazole; 2-(Benzothiazolylthio)methyl thiocyanate; 2-(Thiocyanomethylthio)benzothiazole; 2-(Thiocyanomethylthio)benzothiazole, 60%; 2-Thiocyanomethylthiobenzothiazole, 80%; 2-Tiocianometiltiobenzotiazolo [Italian]; 2-Tiocianometiltiobenzotiazolo, 80% [Italian]; Alentisan; Benthiazole; Benthiazole 30%; Benzothiazole, 2-((thiocyanatomethyl)thio)- (8CI); Busan; Busan 1030; Busan 15; Busan 30; Busan 30-1; Busan 30A; Busan 30I; Busan 44; Busan 70; Busan 71; Busan 72; Busan 72A; Delsan 30; Ichiban; KVK 733059; Protector 3L; Sancelant TMB; Superdavloxan; TCMTB 30%; TCMTB 60%; TCMTB 80%; [ChemIDplus]
Uses : Industrial antimicrobial used instead of chlorophenols; Used as a wood preservative, marine biocide, and fungicide; [Merck Index] Used as a contact fungicide for barley, cotton, corn, oats, rice, sorghum, sugar beets, safflower, and wheat; in seed treatments for cereals, corn, cotton, legumes, rice, sorghum, and sugar beets; as preservative in paints and leather production; [HSDB] Used as a wood preservative, biocide (pulp & paper mills, sewage systems), product preservative and slimicide (paper, leather, paint, carpet, textiles, wallpaper), and seed treatment pesticide; [EPA REDs]
The new ISO 13365:2011 develops a test method for the determination of the content of the preservative agents 2-(thiocyanomethylthio)-benzothiazole (TCMTB), 4-chloro-3- methylphenol (PCMC), 2-phenylphenol (OPP) and 2-Octyl- 3(2H)-isothiazolone (OIT) in leather by liquid chromatography.
The simultaneous determination of the fungicides TCMTB, PCMC, OPP, OIT, and also 2-mercaptobenzothiazol (MBT) and 3-iodo-2-propynyl-butylcarbamate (IPBC) in leather samples was carried out by liquid chromatography (HPLC) with diode array ultraviolet detection.
The sample preparation and extraction step was performed following the new ISO 13365 Standard.
The mobile phase was 0.1% formic acid in water (A): 0.1% formic acid in acetonitrile (B).
Gradient: 60% B, 6 min isocratic, then linear to 95% B in 9 min.
The chromatographic detection introduced only a minor change with respect to the Standard: a photo diode array detector was used instead of a single wavelength ultraviolet one, thereby improving the reliability of the identifications and the sensitivity of the quantification.
It has been ensured that 2,4,6-trichlorophenol (TCP) and pentachlorophenol (PCP) not interfere in the determination.
The leather fortifications of 30 and 300 mg/kg yielded average TCMTB recoveries of 94% and 99%, respectively.
The recoveries of the other fungicides were similar.
The targeted fungicides were determined in 40 samples of commercial leather. Residues of TCMTB were found in 90% of samples.
In summary, the new ISO 13365:2011 Standard provides a quick and reliable method not only for the determination of the four molecules that are within the scope of the Standard but also for other fungicides such as IPBC and MBT.
Raw hides are a rich source of fats and proteins that may serve as metabolic substrates for microorganisms, especially bacteria and fungi.
These micro-organisms that are capable of invading the hide for its nutrients are present on the fresh hide during harvest as well as from the surrounding environment during and after processing at the tannery.
Fungal attack on tanned collagen changes the chemical composition of the pelt in the area of growth.
These changes along with fungal pigmentation will usually cause discolouration or spots of various colours depending on the infesting organism.
This fungal discolouration is difficult to correct and can spoil crust or finished leather.
To protect tanned hides (such as wet-blues, vegetable-tanned, free-of-chrome, or oiltanned leathers), a fungicide is added during the pickle or tanning process.
The fungicide must survive the conditions of tannage and adhere to the surface of the tanned hide to protect the leather from the time the tanning process is complete until the tanned hide is processed further and finished into a dry leather product.
In order to be effective for the leather industry, the fungicide should be stable under acid conditions, reasonably stable to UV-light, relatively unreactive with other tanning process chemicals, and have a high affinity for the hide or skin substrate.
Historically the leather industry made use of chemistries such as organomercurials and chlorophenates which are now banned because of high level dangers regarding environment and human exposure.
In recent decades these have been replaced with effective and safer chemistries such as: 2- (thiocyanomethylthio)benzothiazole (TCMTB), 3-iodopropynylbutylcarbamate (IPBC), n-octylisothiazolinone (OIT), diiodomethyl-p-tolylsulfone (DIMTS), and some phenolics.
A need exists in the leather industry for new compounds that not only are effective fungicides, but also survive the chemical environment of the tanning process.
In addition, a valuable strategy for microorganism control is to combine two or more microbicides to expand the spectrum of control as well as to exploit potential synergies in the biocidal actions.
This paper describes chemical, biological, and toxicological properties of a new antifungal compound in a class of chemistry known as cyanodithiocarbimates.
A patent for the use of this chemistry as a fungicide in the leather industry has been granted
USAGE IN LEATHER INDUSTRY
Various substitutions were evaluated and found to have good efficacy against fungi but at that time, the patented TCMTB was considered to be more effective as a fungicide and less expensive to manufacture.