Improvement of biocides

Abstract

The present invention relates to the use of a tertiary amine selected from N-methyldiethanolamine (CAS 105-59-9), N-ethyldiethanolamine (CAS 139-87-7), N-propyldiethanolamine (CAS 6735-35-9), N-butyldiethanolamine (CAS 102-79-4), N-t-butyldiethanolamine (CAS 2160-93-2), dimethylethanolamine (CAS 108-01-0), diethylethanolamine (CAS 100-37-8), dipropylaminoethanol (CAS 3238-75-3), diisopropylethanolamine (CAS 96-80-0), or dibutyldiethanolamine (CAS 102-81-8), and / or N-(3-aminopropyl)diethanolamine (APDEA), and / or 2,2'-(octylimino)bisethanol as a biocide, the biocide being one or more (including any combination thereof) of antimicrobial agents such as bactericides, fungicides, sporicides, algicides, antiviral agents, microbial stabilizers. Also disclosed are additives, compositions, and products using the aforementioned tertiary amines, as well as methods for providing biocidal effects and microbial stability to various products.

Description

Technical Field

[0001] The present invention relates to biocides, and more particularly to specific N-butyldiethanolamine (NBDA) and / or N-(3-aminopropyl)diethanolamine (APDEA) and / or 2,2'-(octylimino)bisethanol, compositions containing such biocides, and their use for a wide range of applications ranging from water treatment to toothpastes, skin care and facial care products, hand cleaners, disinfectants, soaps, detergents, cleaning wipes, paints, coatings, lacquers, emulsions, impregnations (e.g., impregnations of wood, cardboard, paper, etc.). The present invention also relates to products or compositions that significantly reduce or are free of undesirable conventional biocides (e.g., halogen-containing compounds, heavy metals, phenolic compounds, and isothiazolines (e.g., methylisothiazolinone (MIT), benzisothiazolinone (BIT), methylchloroisothiazolinone (MCI), chloromethyl-methylisothiazolone (CMIT), and octylinone (OIT)), and / or formaldehyde), such products or compositions being obtained, for example, by substituting the aforementioned conventional biocides with N-BDA.

Background Art

[0002] Many conventional biocides (e.g., isothiazolines, specifically methylisothiazolinone (MIT), benzisothiazolinone (BIT), methylchloroisothiazolinone (MCI), chloromethylmethylisothiazolone (CMIT), and octylinone (OIT)) have undesirable properties, such properties ranging from bad odors to, for example, skin irritation, respiratory irritation, cause of allergies, and disruption of hormonal development in humans and / or other subjects, as well as antimicrobial resistance. This can be a problem not only for users but also for the manufacturing industry. This is because these undesirable properties require special precautions when handling large amounts of conventional biocides, for example, in the formulation and / or mixing of products.

[0003] In the past, there have been several attempts to introduce biocides that are capable of killing, for example, microorganisms, but with lower harmfulness to human health and / or the environment. Due to more stringent laws, the use of biocides containing heavy metals, phenolic compounds, halogens, and isothiazolines is restricted and may even be prohibited. This is particularly applicable in the fields of paints, coatings, and related products and compositions (including their manufacturing methods). In this field, products must be volatile organic compound (VOC)-free, for example, in accordance with EU Directive 2004 / 42 / EC and / or ABNT NBR-16388.

[0004] Similar trends, laws, and / or initiatives can also be applied to many other fields where biocides are used, ranging from cosmetics to drinking water.

[0005] Therefore, there is a need for new biocides, and methods for their manufacture, that include one or more of the following characteristics: low toxicity to humans and / or animals, low allergenicity, classifiable as VOC-free, low odor, miscible / mixable with water, compatible with existing compositions and products, enabling the replacement / substitution of one or more undesirable biocides, and compatible with established production methods. Summary of the Invention

[0006] The present invention has been made in consideration of the above prior art, and the present invention includes the following aspects.

[0007] In a first aspect, the present invention relates to the use of a tertiary amine selected from N-methyldiethanolamine (CAS 105-59-9), N-ethyldiethanolamine (CAS 139-87-7), N-propyldiethanolamine (CAS 6735-35-9), N-butyldiethanolamine (CAS 102-79-4), N-t-butyldiethanolamine (CAS 2160-93-2), dimethylethanolamine (CAS 108-01-0), diethylethanolamine (CAS 100-37-8), dipropylaminoethanol (CAS 3238-75-3), diisopropylethanolamine (CAS 96-80-0), or dibutyldiethanolamine (CAS 102-81-8), and / or N-(3-aminopropyl)diethanolamine (APDEA) (CAS 4985-85-7) and / or 2,2'-(octylimino)bisethanol (CAS 15520-05-5) as a biocide. The biocide is one or more (including any combination thereof) of antimicrobial agents, such as bactericides, fungicides, sporicides, algicides, antiviral agents, and microbial stabilizers.

[0008] In a second aspect, the present invention relates to a composition or product that is microbiologically stable and contains a biocide (e.g., N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol) as disclosed in the context of the first aspect of the present invention.

[0009] In a third aspect, the present invention relates to a method for providing microbiological stability to a composition or product, which includes the step of adding a biocide (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) according to the first aspect in an effective amount to the primary composition.

[0010] In a fourth aspect, the present invention relates to a method for obtaining a microbiologically stable composition or product, the method comprising replacing one or more conventional biocides with a biocide according to the first aspect (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol). The fourth aspect also relates to a method for substituting or replacing a conventional biocide in a composition or product, the method comprising replacing the aforementioned conventional biocide with NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol in an active amount according to the first aspect.

[0011] In a fifth aspect, the present invention relates to a composition or product provided according to any one of the preceding aspects.

[0012] In a sixth aspect, the present invention relates to a further composition comprising from 0.1 to 99.9% or from 1.0 to 99% of a composition according to any one of the preceding aspects.

[0013] In a seventh aspect, the present invention relates to a container comprising a composition or product according to any one of the preceding aspects.

[0014] In summary, the present invention provides hitherto unknown applications and uses of the tertiary amines mentioned (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol), which involve replacing or substituting undesirable, toxic, and / or otherwise unwanted conventional biocides and / or compounds having biocidal effects or functions with superior alternatives in the form of NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol disclosed herein. BRIEF DESCRIPTION OF THE DRAWINGS

[0015]

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Mode for Carrying Out the Invention

[0016] Definition In the context of the present invention, unless the context clearly indicates otherwise, the singular form of a word may include the plural form, and vice versa. Thus, references to "a", "an", and "the" broadly include the plural forms of their respective terms. For example, a reference to a "component" or a "method" may include a plurality of such "components" or "methods".

[0017] Similarly, the terms "comprise", "comprises", and "comprising" are to be construed inclusively rather than exclusively. Embodiments provided by the present disclosure may lack elements not specifically disclosed herein. Thus, the disclosure of an embodiment defined using "comprise" is also a disclosure of an embodiment "consisting essentially of" and an embodiment "consisting of" the disclosed components. Thus, "comprise" is generally construed to identify the presence of the recited part, step, feature, or component, but not to exclude the presence of one or more additional parts, steps, features, or components. For example, a composition containing a chemical compound may contain additional chemical compounds.

[0018] As used herein, terms such as "for example," "e.g.," or "such as" are merely illustrative and explanatory, and should not be construed as exclusive or inclusive, particularly when followed by a list of terms. Embodiments disclosed herein can be combined with other embodiments disclosed herein.

[0019] Unless otherwise indicated, all percentages expressed herein are by weight ratio based on the total weight of the aqueous phase of the composition. Thus, unless otherwise indicated, "%" indicates weight / weight (w / w) and is also referred to as weight percent.

[0020] In the context of the present invention, the terms "about," "around," "approximately," or the symbol "~" can be used interchangeably and are meant to include the generally accepted variations and / or uncertainties in the art (including, for example, analytical errors, etc.). Thus, "about" may indicate the uncertainty of a measurement generally experienced in the art, which can be, for example, on the order of + / - 1, 2, 5, 10, or even 20 percent (%). Further, "about" can be understood to refer to a numerical value within a certain range, for example, within a range of + / - 20, + / - 15, + / - 10, + / - 5, + / - 2, + / - 1, + / - 0.5, + / - 0.1% of the recited numerical value. Further, all numerical ranges herein are to be understood to include all integers (whole or fractional) within that range.

[0021] As used herein, the term "in some embodiments" is intended to include both "in one embodiment" and "in some embodiments."

[0022] In European legislation, the term "biocide" is defined as a chemical substance or microorganism intended to destroy, deter, render harmless or exert a repellent effect on any harmful organism. The US Environmental Protection Agency (EPA) uses a slightly different definition of biocide, which is "a diverse group of toxic substances including preservatives, pesticides, disinfectants, and agricultural chemicals used for the control of organisms that are harmful to human or animal health or cause damage to natural or manufactured products". In the context of the present invention, both definitions are applicable, except where they are not meaningful in view of the context. Further, in more detail (but not exclusively), in food or feed related uses, the term "biocide" also includes "preservative" and / or can be used interchangeably. Generally, a preservative is a substance or chemical added to products such as food, beverages, pharmaceuticals, paints, biological samples, cosmetics, wood, etc. to prevent the growth of microorganisms and / or decomposition due to unwanted chemical changes.

[0023] Examples of compounds used as biocides (also referred to herein as "conventional biocides") include (i) isothiazolines, specifically methylisothiazolinone (MIT), benzisothiazolinone (BIT), methylchloroisothiazolinone (MCI), chloromethyl-methylisothiazolone (CMIT), and / or octhilinone (OIT); (ii) halogens and / or halogen-containing compounds and / or compositions, specifically compositions or compounds containing Cl, Br, and / or I; (iii) heavy metals containing salts, specifically Ag, Zn, Zr, Cu, Sn (including inorganic and organic compounds such as colloidal silver, silver nitrate, mercury chloride, phenylmercury salts, copper sulfate, copper oxide-chloride); (iv) phenolic biocides (including any phenolic biocides in the section described below), for example, phenol(s), cresol(s), xylenol(s), tri- and tetramethylphenol(s), propyl / butylphenol(s), methylresorcinol(s), naphthol, neutral hydrocarbon tar oil, bisphenol, chlorophenol, trichlorophenol(s), pentachlorophenol, triclosan, 2-phenylphenol, and / or (v) other compounds (e.g., formaldehyde).

[0024] Phenolic biocides: Conventionally, phenol has been dissolved and made into a usable form with soap. Since simple soaps such as potassium laurate are sensitive to hard water, synthetic detergents (e.g., sulfonated castor oil, alkylbenzene sulfonates, or alkyl ether sulfates) are often used. The early coal tar disinfectants were introduced in the 1880s based on three types of products derived from coal tar distillates. Using these, so-called "clear liquids", "black liquids", and "white liquids" were produced. The clear liquid is based on derivatives such as cresol (e.g., Lysol) and xylenol (e.g., Sudol), and is dissolved in soap or surfactant to obtain a clear aqueous dilution. The black liquid contains a number of phenolic derivatives, which distill as high-boiling tar acids (250 - 310 °C). These include tri- and tetramethylphenol, propyl / butylphenol, methylresorcinol, and naphthol, as well as neutral hydrocarbon tar oil. Again, it can be dissolved in soap or surfactant to form a clear black liquid, which easily forms an emulsion when added to water. These are effective against both bacteria and fungi under severe fouling conditions. The white liquid also contains high-boiling tar acids, but this time is formulated with soap and an emulsion stabilizer (e.g., casein, xanthan gum, etc.) as an emulsion concentrate. These are also effective under severe fouling conditions. Substituting an alkyl group of up to six carbon atoms onto the phenol ring (preferably at the para position) probably increases the biocidal activity by increasing the surface activity. Halogenation also enhances the antibacterial activity of phenol (e.g., trichlorophenol, a common preservative and effective fungicide). However, some products (e.g., pentachlorophenol, a wood preservative) remain in the environment and have a harmful effect on sewage treatment bacteria, so they are banned in Europe. The combination of alkyl group and halogen substitution on phenol confers the maximum antibacterial activity when the alkyl group is ortho to the phenol group and the halogen is para to the phenol group. Bisphenol, a compound containing two phenyl groups, is being developed as a commercial biocide.These two phenolic groups may be directly connected or may be separated by a methylene group or an oxygen or sulfur atom. Examples include dichlorophene and triclosan. Dichlorophene is used as a preservative in toiletries, fabrics, and cutting oils, as well as for preventing bacterial growth in water cooling systems. Triclosan is widely used as a preservative in many formulated products. It is also used in hand cleansing gels and medicinal soaps. Other products (e.g., 2-phenylphenol) are effective fungicides and bactericides and may be used in pine-type disinfectants.

[0025] Heavy metals and their salts are strongly discouraged or prohibited from use because they are often highly toxic and / or environmentally harmful biocides.

[0026] Specifically, a "biocide" (also referred to herein as a "biocidal agent") can be one or more of an antimicrobial agent, such as a bacteriocide (also called a bactericide), fungicide, sporicide, algaecide (also called an algicide), antiviral agent, and / or stabilizer (including any combination thereof).

[0027] According to the Biocidal Products Regulation (EU) No 528 / 2012, biocides can be classified into four main groups, each containing several subgroups, for a total of 22 product types. ● Main group 1: Disinfectants and general biocidal products ○ Product type 1: Biocidal products for human hygiene ○ Product type 2: Disinfectants and other biocidal products for private and public health areas ○ Product type 3: Biocidal products for animal hygiene ○ Product type 4: Disinfectants for food and feed areas ○ Product type 5: Disinfectants for drinking water ● Main group 2: Preservatives ○ Product type 6: Preservatives for cans ○Product Type 7: Preservative for Films ○Product Type 8: Preservative for Wood ○Product Type 9: Preservative for Fibers, Leather, Rubber, and Polymer Materials ○Product Type 10: Preservative for Masonry ○Product Type 11: Preservative for Liquid Cooling and Treatment Systems ○Product Type 12: Fungicide ○Product Type 13: Preservative for Metalworking Fluids ●Main Group 3: Pest Control ○Product Type 14: Rodenticide ○Product Type 15: Avicide ○Product Type 16: Molluscicide ○Product Type 17: Fish Poison ○Product Type 18: Insecticide, Acaricide, and Other Arthropod Control Products ○Product Type 19: Repellents and Attractants ○Product Type 20: Control of Other Vertebrates ●Main Group 4: Other Biocidal Products ○Product Type 21: Antifouling Products ○Product Type 22: Embalming Fluids and Taxidermy Fluids

[0028] In the context of the present invention, in some embodiments, the biocide may be a biocide selected from Main Groups 1, 2, 3, and 4 (including any combination thereof). In some embodiments, the biocide is selected from Product Types 1 to 22 (including any combination thereof). In some embodiments, the biocide is selected from Product Types 1 to 5 (including any combination thereof). In some embodiments, the biocide is selected from Product Types 6 to 13 (including any combination thereof). In some embodiments, the biocide is selected from Product Types 14 to 20 (including any combination thereof). In some embodiments, the biocide is selected from Product Types 21 and / or 22.

[0029] The use of the biocide according to the present invention may also be classified in relation to the degree or form of exposure and / or interaction with the user or the subject (human or animal): (A) those with no or very limited contact / exposure (e.g., use as a paint or wood preservative); (B) those with direct interaction / contact with the user (e.g., use in cosmetics (e.g., mascara, cream, etc.)); and (C) those ingested by the user / subject (e.g., by consumption of feed or food, or pharmaceuticals).

[0030] In some embodiments, the biocide according to the present invention can be used only in user situation (A). In some embodiments, the biocide can be used in user situation (B). In some embodiments, the biocide can be used in user situation (C). In some embodiments, the biocide according to the present invention can be used in any one of user situations (A), (B), and / or (C) (including any combination of these).

[0031] In some embodiments, the biocide is an active ingredient in a pharmaceutical.

[0032] In some embodiments, the biocide is an active ingredient in a pesticide, for example, in pest control in the field, for example, in controlling one or more fungi in a cereal field.

[0033] "Antimicrobial" or "antimicrobial agent" refers to a compound or composition that can kill microorganisms (also called "microbicidal agent"). It may also be a compound or composition that stops the growth of microorganisms (also called bacteriostasis). In many cases, antimicrobial agents can be classified as disinfectants (usually killing a wide range of microorganisms on the surface or in a liquid), preservatives (e.g., applied to living tissue and useful for reducing infection during surgery), and antibiotics (e.g., capable of destroying microorganisms in the body of a subject).

[0034] "Bactericide" or "bacteriocidal agent" is a compound or composition capable of killing bacteria. A bactericide can be, for example, a disinfectant, a preservative, or an antibiotic.

[0035] "Fungicide" or "fungicidal agent" is a compound or composition capable of killing fungi or molds. A fungicide can be, for example, a disinfectant, a preservative, or an antibiotic.

[0036] "Sporicide" or "sporicidal agent" is a compound or composition capable of killing spores (e.g., spores of bacteria and / or fungi). A sporicide can be, for example, a disinfectant, a preservative, or an antibiotic.

[0037] The terms "algaecide" and "algicide" can be used interchangeably and refer to a compound or composition capable of killing algae and / or preventing the growth of algae.

[0038] The terms "antiviral", "antiviral agent", and "viricide" can be used interchangeably and refer to a compound or composition capable of killing a virus and / or preventing its replication either inside or outside the body and / or cells.

[0039] In the context of the present invention, a "stabilizer" or "microbiological stabilizer" can be a substance or composition that provides a hydrostatic effect, i.e., an effect that stops the growth of microorganisms.

[0040] "Short-term removal of microbial activity" is intended to include a decrease of at least 3, 4, 5, or more log units in viable cell count (VCC). This may also be referred to as "disinfection" or "sterilization". "Short-term" is generally intended to include a decrease in VCC within a few hours or days (e.g., 6, 12, 24, or 48 hours).

[0041] "Provision of a long-term substantially microbe-free environment" is generally intended to include the provision of an environment with less than 10 or 100 VCC / ml. Generally, the terms viable cell count (VCC) and colony forming unit (CFU) may be used interchangeably.

[0042] "Long-term" is generally intended to include a period corresponding to, for example, the shelf life of a product, and often includes days, weeks, one month or more, 6m, 9m, 12m, 18m, or more, or even two years or more. As used herein, the term "long-term" refers to a time span of more than one week, for example, one month, at least one month, one month or more, for example, three months, at least three months, three months or more, preferably even longer, for example, six months, at least six months, six months or more, nine months, at least nine months, nine months or more, twelve months, at least twelve months, twelve months or more, at least one year, eighteen months, at least eighteen months, eighteen months or more, two years, at least two years, or more than two years.

[0043] "Resistance to post-production contamination" means providing an environment in which microbes do not grow or grow very slowly after production and typically remain at a low VCC / ml count. Specifically, this may include post-production storage and / or situations where the container containing the product is opened and re-closed, for example, the situation of the user when applying cosmetics or paints that are generally stored in a container with a lid (e.g., screw cap). "Resistance to post-production contamination" may be, for example, an increase in shelf life after opening that is significantly longer than that of a control without a biocide (e.g., NBDA). This increase in shelf life may be, for example, two times, five times, ten times, or more than ten times longer than that of a product without a biocide.

[0044] In the context of the present invention, the term "N-butyldiethanolamine" (abbreviation: N-BDA or NBDA) is intended to include N-butyl-2,2'-iminodiethanol, 2-(N-butyl-N-2-hydroxyethylamino)ethanol, N-butyl-N,N-bis(2-hydroxyethyl)amine, 2-butyl(2-hydroxyethyl)amino]ethan-1-ol, 2-[butyl(2-hydroxyethyl)amino]ethanol, butylbis(2-hydroxyethyl)amine, N-butyldiethanolamine, 2,2'-(butylimino)bisethanol, 2,2-(butylimino)diethanol, 2,2'-(butylimino)diethanol, 2,2'-(N-butylimino)diethanol, 2,2'-butyliminodiethanol, ethanol, 2,2'-(butylimino)bis, ethanol, 2,2'-(butylimino)di-, N,N'-ethanolbutylimine, N,N-bis(2-hydroxyethyl)butylamine, N-N-butyldiethanolamine, and / or the compound with CAS number 102-79-4.

[0045] The molecular weight of N-BDA is 161.24 g / mol and it is a medium-strength base (10% N-BDA in water has a pH of about 11.1). N-BDA is essentially odorless. Detailed information on N-BDA and its physical, chemical, or other properties can be found, for example, at https: / / pubchem.ncbi.nlm.nih.gov / compound / N-Butyldiethanolamine.

[0046] N-butyldiethanolamine is commercially available as 99% in Vantex T™ and is commonly used as a neutralizing additive in paints and coatings. Further, this can be used as an auxiliary pigment dispersant to enhance tinting strength, grinding, paint stability, and overall paint performance. Also, the adhesion to the substrate can be improved by the use of tertiary amines. This particular tertiary amine complies with or exceeds AgBB, Ecolabel, The Swann label, Blue Angel label, Asthma and Allergy Nordic certification https: / / www.asthmaallergynordic.com, Greenguard Standards and can be used in the formulation of paints, coatings, and compounds that meet or exceed them. US EPA Test Method 24 indicates that this material does not contribute to the VOC content. N-butyldiethanolamine is not considered a VOC according to ISO 11890-2:2013 based on the VOC definitions of EU Directive 2004 / 42 / EC and ABNT NBR-16388.

[0047] Unexpectedly, the inventors have recognized that N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol disclosed herein have biocidal effects. This effect is not described in the literature and is surprising especially because the toxicity of APDEA and / or 2,2'-(octylimino)bisethanol is low. For example, the LD50 (rat, oral) of NBDA is 4250 mg / kg. In contrast, the LD50 (rat, oral) of table salt (NaCl) is 3000 mg. Also, N-BDA has a low VOC and a significantly reduced odor compared to conventional biocides (e.g., those mentioned herein).

[0048] N-(3-Aminopropyl)diethanolamine, APDEA, (CAS 4985-85-7) is a tertiary amine that is a colorless liquid with a specific gravity of 1.07. It is water-soluble and has a BP of 207 °C. It has the same functionality as NBDA but can provide alternative formulation properties for use in complex blends of dispersions, emulsions, and mixed media, or with them.

[0049] 2,2'-(Octylimino)bisethanol 2,2'-(Octylimino)bisethanol (CAS 15520-05-5) is a tertiary amine that is a colorless liquid with a specific gravity of 0.95. It is water-dispersible and has a BP of 342.4 °C. It has the same functionality as NBDA but can provide different formulation properties in products intended for various uses (such as direct use in surface coatings like fabric coatings). Mode for Carrying Out the Invention

[0050] Unexpectedly, the inventors have recognized that N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol disclosed herein have a biocidal effect. This effect is not described in the literature and is surprising especially because the toxicity of APDEA and / or 2,2'-(octylimino)bisethanol is low. For example, the LD50 (rat, oral) of NBDA is 4250 mg / kg. In contrast, the LD50 (rat, oral) of table salt (NaCl) is 3000 mg. Also, N-BDA has a low VOC and a significantly reduced odor compared to conventional biocides (such as those mentioned herein).

[0051] Regarding the use of biocides in surfactant-stabilized dispersions, the use of ionic compounds such as benzalkonium chloride (trade name Rodalon®) is not desirable. This is because such compounds carry the risk of adding ions such as cations to the dispersion, resulting in significant stability problems (e.g., coagulation). Furthermore, the biocidal effect and / or action of benzalkonium-type biocides show a reduction in biocidal action when combined with detergents, soaps, or other surface-active additives, which is in contrast to N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol having the biocidal effect presented herein.

[0052] In a first aspect, the present invention relates to the use of NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol as biocides. While not wishing to be bound by any theory, the biocidal effect of tertiary amines (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) as biocides is thought to be related to the presence of both hydrophilic and hydrophobic groups or functionalities. This can be a functionality such as that of a soap that acts on membranes or lipid layers in microorganisms. Furthermore, it may also be advantageous to adjust the length or nature (branched / unbranched) of the alkyl or alkanol groups with respect to the product in which the biocide is intended to be used. Similarly, using not only one but two OH groups generally increases hydrophilicity and vice versa.

[0053] The applicant has shown that the NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol mentioned can be advantageously used as components having a biocidal effect, either alone or in combination, in a wide range of compositions and products. Furthermore, they can likewise be used alone or in combination as additives or components of additives to ensure long-term stability of biological activity after opening in commercial and / or special products.

[0054] Regarding "biocide and / or biocidal effect", reference is made to the definitions, explanations, and systems set forth herein. Further, "biocide" is intended to include NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol, either alone or in combination with the biocidal properties disclosed herein.

[0055] In some embodiments, the biocide (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) is an antimicrobial agent. In some embodiments, the antimicrobial agent is one or more of a bactericide, a fungicide, a sporicide, an algaecide, an antiviral agent, a microbial stabilizer (including any combination thereof).

[0056] In some embodiments, the biocide (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) provides one or more of (including any combination thereof): short-term removal of microbial activity (e.g., at least a 2, 3, 4, or more log unit decrease in viable cell count (VCC)), provision of a long-term essentially microbe-free environment (e.g., <10, 100 VCC / ml (or g)), and resistance to post-production contamination.

[0057] In some embodiments, the biocide (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) is used in one or more compositions or products, such as impregnating solutions, personal care products, home care products, cosmetics, paints, adhesives, coatings, solvents, sprays, dispersions, emulsions, suspensions, suspoemulsions, soaps, detergents, household or industrial cleaners, pastes, gels, lubricants, coolants, contact cooling systems, aqueous systems, adhesives, precoats, topcoats, release coatings, primers, metal primers, paints, stoving paints, wood preservatives, coatings for printed circuit boards, coatings for single application and for composites such as films, foils, woven or non-woven fabrics, carpet backing, floor solutions, fiber binders, artificial turf, concrete sealers, dust binders, sound deadening composite coatings for use in building or in situ mechanical systems, feed products, foods, pesticides, pharmaceuticals, or drugs, or as additives for any of the above.

[0058] In some embodiments, the biocide (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) and / or its use may be classified into any one of main groups 1 to 4 according to the Biocidal Products Regulation (EU) No 528 / 2012.

[0059] In some embodiments, the biocide (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) and / or its use may be classified into any one of product types 1 to 22 according to the Biocidal Products Regulation (EU) No 528 / 2012, including any combination thereof.

[0060] In some embodiments, the biocide (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) is used in an aqueous system.

[0061] In some embodiments, the aqueous system is selected from the group consisting of a liquid, dispersion, emulsion, suspension, suspoemulsion, paste, gel, lubricant, coolant, and contact cooling system (including any combination thereof).

[0062] In some embodiments, the aqueous system includes a binder.

[0063] In some embodiments, the binder comprises or consists essentially of a biodegradable polymer.

[0064] In some embodiments, the binder comprises, consists essentially of, or consists of polyvinyl butyral (PVB), recycled PVB (rPVB), modified PVB (mPVB), and / or crosslinked PVB (PVBX) (including any combination thereof).

[0065] In some embodiments, the biocidal effect is achieved without the need for one or more additional biocides.

[0066] In some embodiments, the aforementioned additional biocide is a conventional biocide, for example, (i) isothiazoline, specifically methylisothiazolinone (MIT), benzisothiazolinone (BIT), methylchloroisothiazolinone (MCI), chloromethyl-methylisothiazolone (CMIT), and / or octhilinone (OIT); (ii) halogen and / or halogen-containing compounds and / or compositions, specifically compositions or compounds containing Cl, Br, and / or J; (iii) heavy metals containing salts, specifically Ag, Zn, Zr, Cu, Sn (including inorganic and organic compounds, for example, colloidal silver, silver nitrate, mercury chloride, phenylmercury salts, copper sulfate, copper oxide-chloride); (iv) phenolic biocides, for example, phenol(s), cresol(s), xylenol(s), tri- and tetramethylphenol(s), propyl / butylphenol(s), methylresorcinol(s), naphthol, neutral hydrocarbon tar oil, bisphenol, chlorophenol, trichlorophenol(s), pentachlorophenol, triclosan 2-phenylphenol, and / or (v) other compounds (for example, formaldehyde).

[0067] In some embodiments, biocides, such as NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol, are provided at a concentration of 0.01 to 55.0, 0.1 to 40, 0.1 to 35, 0.1 to 5.0, 0.2 to 2.0, 0.4 to 1.5, or 0.5 to 1.0 wt%, and / or at least 0.01, 0.02, 0.05, 0.1, 0.2, 0.5, 1.0, 2.0, 5.0, 7, 10 wt%, or more.

[0068] In some embodiments, the total concentration of NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol is 0.01 to 99% NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol, for example, 0.1, 0.5, 1, 5, 10, 15, 20, 25, 30, 35, 40, 50, 60, 70, 80, 90% NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol.

[0069] In some embodiments, the biocidal effect of the biocide (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) can be improved by adding a peroxide or a peroxide stabilizing compound. In some embodiments, the use of the biocide (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) can include the use and / or provision of one or more peroxides (e.g., hydrogen peroxide, peroxides, and / or one or more peroxides containing a stabilizing compound (including any combination thereof)).

[0070] In some embodiments, the aforementioned peroxide is provided at a concentration of 0.001 to 2.0, 0.002 to 1.5, 0.005 to 1.0, 0.01 to 1.0, or 0.05 to 0.5 wt%, and / or at least 0.001, 0.002, 0.005, 0.01, 0.2, 0.5, 1.0, or 0.05 to 0.5 wt%, or more.

[0071] The Applicant has shown that NBDA and / or APDEA and / or 2,2'- is compatible with peroxides containing hydrogen peroxide, peroxides, and stabilizing compounds. This allows for a balance between the rapid removal of short-term microbial activity and the preservation of a long-term microbe-free (bacteria-free, yeast, mold, and / or fungus-free) environment to an "adjustable" degree that is resistant to post-production contamination.

[0072] The use of the biocides disclosed herein (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) enables the replacement and / or substitution of conventional biocides, which are often undesirable. In some embodiments, one or more conventional biocides are at least partially substituted by a biocide according to the present invention (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol). In some embodiments, at least 25% or more, such as 50% or more, such as 60% or more, such as 70% or more, such as 80% or more, such as 90% or more, such as 95% or more, such as 98% or more, or 100% of the conventional biocide is substituted by a biocide according to the present invention (e.g., N-NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol).

[0073] In a second aspect, the present invention relates to a microbiologically stable composition or product comprising a biocide (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) disclosed in the context of the first aspect of the present invention. Generally, in a microbiologically stable and / or stabilized composition, microbiological stability is provided by one or more biocides (plural possible) according to the present invention and a tertiary amine according to the first aspect.

[0074] In some embodiments, the term "microbiologically stable" or related terms can be defined as the removal and / or reduction of microbial activity (e.g., a reduction in viable cell count (VCC) of at least 3, 4, 5, or 6 log units); the long-term provision of a microbe-free environment (<10 VCC / ml or g), and / or resistance to post-production contamination (including any combination of these). In some embodiments, "microbiologically stable" may also mean the disappearance of microbial growth / proliferation.

[0075] Generally, the terms "composition" and "product" can be used interchangeably in the context of the present invention, unless otherwise defined by the context.

[0076] In some embodiments, the aforementioned microbiologically stable composition is an aqueous composition, e.g., a composition containing a significant amount of water (e.g., at least 10, 20, or more than 20% water). In many cases, the aqueous composition contains water as the main liquid component and / or fluid, e.g., at room temperature.

[0077] In some embodiments, the aforementioned composition or aqueous composition is a liquid, dispersion, emulsion, suspension, suspoemulsion, paste, gel, lubricant, coolant, and contact cooling system (including any combination(s) thereof). Further examples of such compositions and / or uses are provided herein.

[0078] In some embodiments, the aforementioned composition contains a binder.

[0079] In some embodiments, the binder comprises, consists essentially of, or consists of a biodegradable polymer.

[0080] In some embodiments, the binder (the binder said composition) comprises, consists essentially of, or consists of polyvinyl butyral (PVB), recycled PVB (rPVB), modified PVB (mPVB), and crosslinked PVB (PVBX). In some embodiments, the PVB(s) can include a plasticizer and / or plasticizer system. This can be common for recycled PVB or other polymers, particularly brittle polymers.

[0081] In some embodiments, microbiological stability is provided by the biocides disclosed herein (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol), or a combination of the aforementioned biocides and a peroxide (e.g., hydrogen peroxide). In some embodiments, microbiological stability is provided without the need for additional biocides.

[0082] In some embodiments, the foregoing composition does not contain one or more conventional biocides.

[0083] In some embodiments, the foregoing microbiologically stable composition, in addition to a biocide (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol), comprises one or more peroxide compounds (e.g., hydrogen peroxide, peroxides, and / or one or more peroxides containing a stabilizing compound (including any combination thereof)).

[0084] In some embodiments, the biocide (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) is provided at a concentration of 0.01 to 55, 0.1 to 40, 0.1 to 35, 0.1 to 5.0, 0.2 to 2.0, 0.4 to 1.5, or 0.5 to 1.0 wt%, and / or at least 0.01, 0.02, 0.05, 0.1, 0.2, 0.5, 1.0, 2.0, 5.0 wt%, or more.

[0085] In some embodiments, the one or more peroxides are provided at a concentration of 0.001 to 2.0, 0.002 to 1.5, 0.005 to 1.0, 0.01 to 1.0, or 0.05 to 0.5 wt%, and / or at least 0.001, 0.002, 0.005, 0.01, 0.2, 0.5, 1.0, or 0.05 to 0.5 wt%, or more.

[0086] In some embodiments, a combination of one or more peroxides and one or more of NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol is provided together in the composition or product.

[0087] In other embodiments, one or more peroxides may first be provided in the composition for a short-term biocidal effect, and then NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol may be added in a subsequent step for a long-term biocidal effect (e.g., an effect of at least 3, 6, 9, or 12 months).

[0088] In other embodiments, the peroxide may first be provided in the composition together with NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol to obtain a short-term biocidal effect, and then additional NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol may be added in a subsequent step.

[0089] In some embodiments, a composition comprising a microbiologically stable biocide (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) does not contain one or more organic compound(s) having an initial boiling point of 250 °C or less as measured at a standard atmospheric pressure of 101.3 kPa.

[0090] In some embodiments, a microbiologically stable composition or product meets, or exceeds, one or more of the requirements (e.g., see https: / / www.eco-institut.de / en / portfolio / agbb-schema / , http: / / ec.europa.eu / ecat / , https: / / www.ecolabel.dk / da, https: / / www.blauer-engel.de / en, and / or http: / / www.ecolabelindex.com / ecolabel / greenguard) of AgBB, Ecolabel, The Swann label, Blue Angel label, and / or Greenguard Standard(s).

[0091] In some embodiments, the aforementioned microbiologically stable composition is an impregnating solution, a personal care product, a home care product, a cosmetic, a paint, an adhesive, a coating, a solvent, a spray, a dispersion, an emulsion, a suspension, a suspoemulsion, a soap, a detergent, a household or industrial cleaner, a paste, a gel, a lubricant, a coolant, a contact cooling system, an aqueous system, an adhesive, a precoat, a topcoat, a release coat, an undercoat, a metal undercoat, a paint, a baking paint, a wood preservative, a coating for printed circuit boards, a coating for single application and for composite manufacturing such as films, foils, woven or non-woven fabrics, carpet backing, a floor solution, a fiber binder, artificial turf, a concrete sealer, a dust binder, a sound-absorbing composite coating for use in construction or on-site machinery systems, a feed product, a food, an insecticide, a drug, or a pharmaceutical, or an additive for any of the foregoing.

[0092] In some embodiments, such compositions and / or products are, for example, free of heavy metals, free of halogens, free of formaldehyde, free of phenols, free of isothiazolinones (e.g., MIT, BIT, CMIT, OIT), and / or free of VOCs by virtue of the use of N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol having a biocidal effect according to the present invention.

[0093] In some embodiments, the aforementioned composition is a dispersion comprising polyvinyl butyral (PVB) (e.g., one or more of rPVB, mPVB, and / or PVBX), and the microbiological stability is provided by a combination of one or more of N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol according to the present invention, and / or one or more of N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol, and a peroxide (e.g., hydrogen peroxide and / or one or more peroxide stabilizing compounds (plural possible)).

[0094] In some embodiments, the dispersion comprises 1 to 70, 2 to 60, or 5 to 55% polymer (such as PVB, acrylic, and / or PU, etc.). In some embodiments, the dispersion comprises 0.2 to 40, 0.5 to 30, or 1 to 20% emulsifier, for example, emulsions (plural) selected from fatty acid soaps, unsaturated C3-C22 carboxylic acid(s), and saturated C3-C22 carboxylic acid(s) (including any combination of these). In some embodiments, the emulsifier can be selected from one or more of potassium oleate, ammonium oleate, sodium oleate, ricinoleate (such as potassium ricinoleate, ammonium, and / or sodium). Generally, the emulsifier is a fatty acid derived from plants, usually a salt of the aforementioned fatty acids, for example, usually plants used in the production of oil (such as coconut, sesame, canola, etc.). Generally, such fatty acids can be provided by the industrial-scale hydrolysis of triglycerides from which glycerol has been removed from vegetable oils.

[0095] In some embodiments, the microbial stability of the dispersion, or other composition or product, is provided by N-butyldiethanolamine.

[0096] In some embodiments, the biocides (NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) according to the present invention can be used in dispersions, emulsions, suspensions, suspoemulsions, gels, pastes, liquids, and may or may not contain recycled PVB (rPVB), cross-linked PVB (PVBX), or PVB modified in other forms. In some embodiments, the recycled PVB is supplied or procured from recycled PVB foils derived from automotive scrap, laminated safety glass, acoustics, architecture, and bulletproof architectural glass. In some embodiments, the amount of polymer in such a composition is in the range of 5 wt% to 55 wt%. In some embodiments, the amount of fatty acid soap or emulsifier selected from saturated or unsaturated C3-C22 carboxylic acids is in an amount of 1 wt% to 20 wt%. In some embodiments, the emulsifier is selected from one or more of oleates (e.g., potassium oleate, ammonium oleate, and sodium oleate), and / or ricinoleates.

[0097] In some embodiments, the biocide according to the first aspect can be added to feed and / or food. In some embodiments, the biocide according to the present invention can be added to pharmaceuticals or cosmetics. In some embodiments, the biocide according to the present invention can be added to biological samples.

[0098] In a third aspect, the present invention relates to a method for providing microbial stability to a composition, the method comprising the step of adding a biocide (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) according to the first aspect in an effective amount to a primary composition.

[0099] In the context of the present invention, an "effective amount" can be an amount that exhibits a measurable biocidal effect. Those skilled in the art will be able to determine the "effective amount", for example, by comparison with a negative control, with a control containing different biocides, and / or by conducting experiments in which the dosage of the biocide being tested is increased. The effective amount can vary depending on the desired biocidal effect.

[0100] A "primary composition" can be a composition or product that lacks microbial stability and thus lacks a biocide. Usually, one or more conventional biocides are added to such a primary composition. However, N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol according to the first aspect can be used instead, and thus substitute or replace the aforementioned conventional biocide(s). Examples of such primary compositions and related products are shown herein, for example, in the Examples section described below.

[0101] In some embodiments, the effective amount of the biocide (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) is 0.01 to 55.0, 0.1 to 35, 10 to 35 wt%, 0.1 to 5.0, 0.2 to 2.0, 0.4 to 1.5, or 0.5 to 1.0 wt%, and / or at least 0.01, 0.02, 0.05, 0.1, 0.2, 0.5, 1.0, 2.0, 5.0, 7.0, 10, 15, 20, 25, 30, 35 wt%, or more.

[0102] In some embodiments, NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol are provided at a concentration of 0.01 to 55.0, 0.1 to 35, 0.1 to 5.0, 0.2 to 2.0, 0.4 to 1.5, or 0.5 to 1.0 wt%, and / or at least 0.01, 0.02, 0.05, 0.1, 0.2, 0.5, 1.0, 2.0, 5.0 wt%, or more.

[0103] The concentration of the biocide (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) in the composition or product can depend on the intended use of the composition or product. For example, in-can preservation can be achieved by adding NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol as a biocidal additive component to a paint such as an acrylic paint, and the in-can concentration of NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol is 0.1 to 10%, such as 0.4 to 6%, such as at least 0.5% (wt% based on the aqueous phase). For example, an impregnating liquid for impregnating wood and other solid materials can contain NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol at a total concentration of 0.1 to 55%, such as 5 to 35%, such as 10 to 35% based on the aqueous phase of the impregnating liquid.

[0104] In some embodiments, the aforementioned method includes the step of adding one or more peroxide compounds (e.g., hydrogen peroxide, peroxides, and / or one or more peroxides containing a stabilizing compound, including any combination thereof).

[0105] In some embodiments, the one or more peroxides are provided at a concentration of 0.001 to 2.0, 0.002 to 1.5, 0.005 to 1.0, 0.01 to 1.0, or 0.05 to 0.5 wt%, or and / or at least 0.001, 0.002, 0.005, 0.01, 0.2, 0.5, 1.0, or 0.05 to 0.5 wt%, or more.

[0106] In some embodiments, a product according to the second aspect is provided.

[0107] In some embodiments, the primary composition is essentially sterile (e.g., <10, <100 CFU / VCC / ml org).

[0108] In some embodiments, the primary composition has greater than 10 to 100, 10 to 1000, or 1000 CFU / ml or g. In some embodiments, the primary composition has less than 10, 10 to 10 2 10 2 to 10 3 10 3 to 10 4 10 4 to 10 5 or greater than 10 5 CFU / ml or g.

[0109] In some embodiments, providing microbiological stability includes reducing the CFU / ml during storage, maintaining sterility, and / or reducing the risk of contamination when exposed to a non-sterile environment (e.g., opening and closing a container containing paint during use).

[0110] In some embodiments, "microbiological stability" is defined as follows: ● Removal of microbial activity (a decrease of at least 6, 7, or 8 log units in viable cell count (VCC)), ● Providing a long-term (e.g., at least 1 month, at least 2 months, at least 3 months, at least 6 months, or e.g., at least 9 months, at least 12 months, at least 18 months, or at least 2 years) microbe-free environment (<10 or VCC / ml or g), and / or ● Resistance to post-production contamination, and / or ● Including any combination of (a), (b), and / or (c).

[0111] In a fourth aspect, the present invention relates to a method of providing a microbiologically stable composition, which may include replacing one or more conventional biocides with a biocide in the form of N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol according to the first aspect (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol).

[0112] Also, a fourth aspect is a method for substituting or replacing a conventional biocide in a composition or product, the method comprising replacing the aforementioned conventional biocide with N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol (e.g., N-butyldiethanolamine) according to the first aspect. In some embodiments, the concentration of N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol is approximately the same as the concentration of the conventional biocide being replaced by NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol.

[0113] In some embodiments, the product or composition provided by the method according to the fourth aspect can be the composition or product according to the second aspect.

[0114] Generally, N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol according to the first aspect are provided in an active amount.

[0115] In some embodiments, the concentration of the biocide (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) is 0.01 - 55, 0.1 - 35, 0.0, 0.1 - 5.0, 0.2 - 2.0, 0.4 - 1.5, or 0.5 - 1.0 wt%, and / or at least 0.01, 0.02, 0.05, 0.1, 0.2, 0.5, 1.0, 2.0, 5.0 wt%, or more.

[0116] In some embodiments, the foregoing method includes a pH adjustment step (e.g., adding one or more acids, bases, or salts (any combination thereof)). Generally, if a more alkaline pH is required, other amines or even ammonia can be used. If compatible with the product, other bases (e.g., NaOH, KOH, etc.) may be added. If a more acidic pH is required, other acids (including chelating acids such as oxalic acid, citric acid, and other organic acids) can be added, which may also include acidic salts. Generally, if compatible with the product / composition, other inorganic or organic acids (e.g., HCl, H 2 SO 4 , H 3 PO 4 etc.) may be used. In some embodiments, the use of an appropriate acid or base can enhance the biocidal effect of N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol, and this effect can exceed the simple pH effect. For cation-sensitive compositions (e.g., dispersions, etc.), pH adjustment can be carried out using organic and inorganic acids and bases whose cationic moiety has a weaker ionic charge / radius than that of K + . This can reduce or avoid the precipitation of dispersed micelles.

[0117] In some embodiments, the biocide is, or includes, NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol.

[0118] In some embodiments, the rust protection can be improved by substituting one or more conventional biocides with a biocide according to the first aspect (e.g., NBTA), and such protection is superior to that when using conventional biocides.

[0119] In a fifth aspect, the present invention relates to a composition or product provided according to any one of the preceding aspects.

[0120] In a sixth aspect, the present invention relates to a further composition or product comprising 0.1 to 99.9% or 1.0 to 99% of the composition according to any one of the preceding aspects. In some embodiments, the product is a final product.

[0121] In a seventh aspect, the present invention relates to a container comprising a composition or product according to any one of the preceding aspects.

[0122] In some embodiments, the container may include a lid. In some embodiments, the container is resealable. Such containers are provided not only for many household products but also for professional products, etc. Here, the use of the biocide according to the present invention can not only improve the shelf life but also extend the usefulness of the product after opening. Opening and closing the lid of a paint container, turning the lid of a toothpaste tube to open and close it, using cosmetics, etc. are daily operations, and the contents of the aforementioned containers come into contact with the surrounding microbiota and induce spoilage. In such situations, the use of the biocide according to the present invention can enhance the microbial stability.

[0123] In a further aspect, there is provided a liquid-based impregnation technique based on water, an organic solvent, a liquefied gas such as liquid carbon dioxide, or other non-polar transport media, a vacuum, high pressure, or paint-type impregnating liquid, or a composition or product in the form of an impregnating liquid. The aforementioned composition optionally contains components for preventing elution, self-diffusion of at least a tertiary amine (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) after impregnation, or for preventing washout conditioned by time and weather. Alternatively, components for preventing elution, self-diffusion of at least a tertiary amine and / or APDEA and / or 2,2'-(octylimino)bisethanol after impregnation, and for preventing washout conditioned by time and weather may be applied on and / or in and / or onto the medium impregnated with NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol. The composition or product in the form of a vacuum, high pressure, or paint-type impregnating liquid preferably contains NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol at a total concentration of 0.1 to 55%, such as 0.5 to 40%, such as 1 to 35%, such as at least 7%, such as 10 to 35%.

[0124] The composition or product in the form of a vacuum, high pressure, or paint-type impregnating liquid can be a composition for impregnating solid materials (e.g., building materials such as wood, wood layer structures, wood composites, gypsum, polystyrene foam, and / or structural elements of concrete elements).

[0125] The use of boron and boron compounds for these preservation / impregnation purposes has been common for decades, but due to attention being drawn to the potential harmful effects of boron technology, alternatives (e.g., the present invention based on NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) are becoming more preferred.

[0126] The composition can be a paint containing a tertiary amine (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) as a component for minimizing microbial activity and / or providing a long-term microbe-free environment and / or resistance to post-production contamination and / or fungal growth to the paint and / or the object after application of the paint. Each of the tertiary amines (e.g., NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol) is provided at a total concentration of 0.01 to 50.0, 0.1 to 35, 0.1 to 5.0, 0.2 to 2.0, 0.4 to 1.5, or 0.5 to 1.0 wt%, and / or at a total concentration of 0.01 to 50.0, 0.1 to 5.0, 0.2 to 2.0, 0.4 to 1.5, 2 to 35, or 0.5 to 10.0 wt% as measured against the aqueous phase.

[0127] The composition or product according to the present invention may, in various embodiments, include at least one flame retardant (e.g., ATH). Flame retardants can be advantageous, for example, in building structures, vehicle interiors, etc., where it is important to prevent or delay the occurrence of fires.

[0128] In another aspect, a method for preventing the growth of bacteria and / or fungi in a solid material, the method comprising ● A step of providing a composition comprising a tertiary amine selected from N-methyldiethanolamine (CAS 105-59-9), N-ethyldiethanolamine (CAS 139-87-7), N-propyldiethanolamine (CAS 6735-35-9), N-butyldiethanolamine (CAS 102-79-4), N-t-butyldiethanolamine (CAS 2160-93-2), dimethylethanolamine (CAS 108-01-0), diethylethanolamine (CAS 100-37-8), dipropylaminoethanol (CAS 3238-75-3), diisopropylethanolamine (CAS 96-80-0), or dibutyldiethanolamine (CAS 102-81-8), and / or APDEA and / or 2,2'-(octylimino)bisethanol, wherein the composition optionally further comprises a solvent, a flow / viscosity / gelation regulator, a surfactant, a pH buffering system, and an optional tracking dye for tracking and estimating the residual concentration or treatment uniformity so as to be detectable by UV or visual inspection, the step of providing; ● A step of applying the composition to a solid material by means of a brush, a roller, an air gun, a nebulizer, an impregnating liquid, wherein the impregnating liquid is for performing dipping, penetration, or high-pressure impregnation using water, a blend, an organic solvent, a nonpolar transport medium, and / or a transport solvent in the form of liquefied or supercritical carbon dioxide, the step of applying; A method is provided where the application is performed in one, two, or more identical or different application steps. Preferably, a composition comprising a tertiary amine selected from N-methyldiethanolamine (CAS 105-59-9), N-ethyldiethanolamine (CAS 139-87-7), N-propyldiethanolamine (CAS 6735-35-9), N-butyldiethanolamine (CAS 102-79-4), N-t-butyldiethanolamine (CAS 2160-93-2), dimethylethanolamine (CAS 108-01-0), diethylethanolamine (CAS 100-37-8), dipropylaminoethanol (CAS 3238-75-3), diisopropylethanolamine (CAS 96-80-0), or dibutyldiethanolamine (CAS 102-81-8), and / or APDEA and / or 2,2'-(octylimino)bisethanol is the composition or product described herein. A method for preventing the growth of bacteria and / or fungi, wherein the solid material is a building material such as wood, wood layer structure, wood composite, gypsum, polystyrene foam, polyurethane, and / or structural elements of concrete elements. A method for preventing the growth of bacteria and / or fungi, wherein the composition comprises 0.01 to 50.0, 0.1 to 35, 0.1 to 5.0, 0.2 to 2.0, 0.4 to 1.5, or 0.5 to 1.0%, for example 5 to 40%, for example 10 to 35% of NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol.

[0129] The applicant has unexpectedly shown that additives containing NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol can be added to existing products such as paints and binders without inducing adverse effects such as coagulation or separation.

[0130] This also applies even when NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol are present in high concentrations in the additive.

[0131] The solvent can be selected from volatile or non-volatile organic solvents such as substituted alkanols, dibasic esters, oils, and molten waxes, or low melting point polymers such as APAO, in combination with water.

[0132] The flow, viscosity, and / or gelling components can be, for example, cellulose-based thickeners or other carbohydrate derivatives, especially dextrin, cyclodextrin, and further, can be used in combination, or in a combination containing zwitterionic compounds selected, for example, based on molecular weight, to impart appropriate fluidity, viscosity, and adhesion to the cellulose-based structure.

[0133] The surfactant can be selected from, for example, cationic surfactants with low cationic ionic strength, or similarly, non-ionic surfactants with zwitterionic behavior, all of which are selected to match the surface energy of the fibers to be impregnated (Dyne-contact angle measurement).

[0134] The pH buffer system can be selected to stabilize the micelles of the dispersion, the droplets of the emulsion, or by adjusting to the isoelectric point of the desired pH in the application.

[0135] By adding a tracer substance such as eosin, fluorescein, or other UV / visual colorants, the surface or cross-section can be visually inspected for the concentration, penetration depth, and remaining impregnation after drying and multiple immersions in water.

[0136] The method for preventing the growth of bacteria and / or fungi in the solid material can further include one or more steps of impregnating, sealing, and / or post-treating the solid material, thereby preventing the elution, self-diffusion of substances containing NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol from the solid material, or interfering with the long-term washout conditioned by time and weather.

[0137] The present invention further relates to an additive composition and method for extending the life of a product after opening. The method for extending the life includes: 1) a step of confirming the growth / presence of biological activity (e.g., the growth of viruses, bacteria, and / or fungi), and 2) when the growth / presence of biological activity (e.g., the growth of viruses, bacteria, and / or fungi) is above a predetermined threshold, adding an additive having a biocidal effect according to the present invention to the product to reduce the biological activity (e.g., the growth of viruses, bacteria, and / or fungi) and extend the life of the product.

[0138] Depending on the product and / or the degree of contamination, the additive is added in an amount and concentration to obtain NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol at a concentration of 0.1, 0.2, 0.5, 0.6, 0.7, 0.8, 0.9, 1, 1.5, 2, 3, 4, 5, 6, 7, 8, 9, 10, 15, 20, 25, 30, 35, 40, 50, 60 wt% with respect to the aqueous phase of the product containing the additive.

[0139] By applying the method for extending the life of the product, an initial product with no or reduced initial biocide content can be provided, and a biocidal additive in the form of NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol can be added only after undesirable biological activity is detected as described herein. This is possible because the applicant has shown that a composition containing a biocide in the form of NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol is effective in reducing the amount of biological activity in a final product that has already been contaminated.

[0140] Similar additives and methods for contaminated components relate to adding a biocide in the form of NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol to a formulation when unwanted contamination of one or more of the components in the production of a product with virus, bacteria, and / or fungi is recognized. This is possible because the applicant has shown that a composition containing a biocide in the form of NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol is effective as an additive in reducing the amount of biological activity in already contaminated components. This makes it possible to use rather than discard the contaminated components, improving the overall product sustainability in a given end product. The additive containing a biocide in the form of NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol may be added to the contaminated components in an initial step and / or to the end product made using the contaminated components.

[0141] In some embodiments, the additive comprises 0.0 to 99%, for example, up to 0.1, 0.2, 0.5, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 15, 20, 25, 30, 35, 40, 50, 60, 70, 80, 90% of NBDA, and / or 0.0 to 99%, for example, up to 0.1, 0.2, 0.5, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 15, 20, 25, 30, 35, 40, 50, 60, 70, 80, 90% of APDEA, and / or 0.0 to 99%, for example, up to 0.1, 0.2, 0.5, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 15, 20, 25, 30, 35, 40, 50, 60, 70, 80, 90% of 2,2'-(octylimino)bisethanol.

[0142] In some embodiments, the total concentration of NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol in the additive is from 0.01 to 99% of NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol, for example, 0.1, 0.5, 1, 5, 10, 15, 20, 25, 30, 35, 40, 50, 60, 70, 80, 90% of NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol.

[0143] Depending on the product for which the additive is intended to be used, the additive may have a total concentration of 5, 10, 20, 35, 50, 75, 99% of NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol, for example, in products that are selected such that the concentration of NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol is intentionally high because extreme conditions, exposure, or warranties are required. The concentration of the biocide may also be defined within the legislative framework for construction materials used indoors, outdoors, in enclosed spaces, or without protection from the weather.

[0144] Depending on the product, the additive is added in an amount and concentration to obtain a concentration of 0.1, 0.2, 0.5, 0.6, 0.7, 0.8, 0.9, 1, 1.5, 2, 3, 4, 5, 6, 7, 8, 9, 10, 15, 20, 25, 30, 35, 40, 50, 60 wt% of NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol relative to the aqueous phase of the product containing the additive.

[0145] The paint formulations herein may include flow / drip regulators that condition the non-Newtonian flow behavior of the wet paint, gloss, color / transparency adjustment of the film, and adhesion promoters to ensure adhesion to, for example, different metal substrates. The additive can also control both film formation and adhesion to the substrate in addition to temporary coatings (e.g., release coatings).

[0146] In the use of fillers, extenders, and coloring substances, in addition to industrially produced ones, natural additives (e.g., calcium carbonate, rutile-type titanium dioxide, anatase-type titanium dioxide a.m.m.) are both commonly used, but this presents the risk of carrying biological contamination that can grow and deteriorate the paint.

[0147] The present invention also relates to methods for extending the life of products after opening and to the use of additives in methods for the components included.

[0148] The present invention also relates to solid materials (e.g., wood or building structures) impregnated with the compositions described herein and / or treated by methods for preventing the growth of bacteria and / or fungi in the solid materials described herein.

[0149] N-BDA in different applications according to the present invention * Non-limiting examples of the use as a biocide (see, for example, Examples 1 to 45): * It is considered that other active substances APDEA and / or 2,2'-(octylimino)bisethanol according to the present invention can also be used. The pH adjustment step can be provided as needed, for example, as disclosed herein and / or as customary in various fields. In many cases, different exemplifications of the use of the biocides according to the present invention for the substitution or replacement of conventional biocides relate to MIT, BIT, or benzalkonium chloride. However, such examples should not be construed as limited to only MIT, BIT, and / or benzalkonium chloride, since similar results may be obtained for other conventional biocides while taking into account the necessary changes.

[0150] In the case of drinking water, 0.05 - 2% of N-BDA can be added to reduce, remove, and / or preserve the growth of bacteria, algae, and fungi. This can be water for human or animal consumption. In this case, it is desirable that the biocide has low toxicity to humans and / or animals.

[0151] In water used in a hydraulic system based on water as a hydraulic medium, microbial contamination can be reduced, removed, and / or preserved by adding a 0.01 - 3% solution. Further, the hydraulic fluid thus obtained can be optionally adjusted in terms of pH and redox characteristics by buffering amines and adding antioxidant / reducing additives.

[0152] In process water (e.g., for vehicle washing, e.g., in a car wash for vehicles), for example, by adding 0.1 - 5% of N - BDA, existing contamination by microorganisms can be reduced, the possibility of microbial growth can be removed and / or reduced, and the liquid can be preserved. For example, when used with a soap system, this can be further reused, and if 0.05 - 0.5% is added to the final rinse water containing surfactants, this can be recycled through a particle filter for more cycles than before. N - butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol according to the present invention maintain a biocidal effect even when used in combination with soap, which is in contrast to, for example, benzalkonium chloride.

[0153] Water for outdoor or indoor pools, jacuzzis (including water for showers and / or cleaning of changing rooms in swimming facilities or other sports facilities) can benefit from treatment with, for example, 0.1 - 2% of N - BDA, and even the use of halogenated compounds can be reduced or avoided.

[0154] In a rainwater harvesting system, for example, 0.1 - 2% of N - BDA can be used to control and / or prevent the unwanted growth of microorganisms such as bacteria, algae, and fungi, especially pathogens.

[0155] In pastes containing additives (e.g., abrasive particles) (e.g., toothpaste, abrasive pastes for metals, plastics, or lacquers), adding, for example, 0.1 - 5% of N - BDA can preserve the paste and reduce microbial contamination. The presence of N - BDA can also improve the removal of biofilms and / or algae.

[0156] For detergents (including shower gels and shampoos, and further personal hygiene products such as lotions and / or moisturizers), for example, 0.05 - 2% of N - BDA can be added to protect against microbial growth.

[0157] For formulated aqueous mixtures used in spray bottles or other containers (e.g., detergents, oven and household cleaners, glass cleaners, etc.), the presence of, for example, 0.1 - 2% of N - BDA can protect these products from degradation by inhibiting microbial growth.

[0158] Disinfectants such as Rodalon™ can have their biocidal efficiency increased by adding, for example, 0.1 - 10% of N - BDA.

[0159] Water - based paint formulations, lacquers, and wood impregnating paints as dispersions, emulsions, and / or composite combinations can be protected from microbial growth by the presence of, for example, 0.1 - 5% of N - BDA.

[0160] Natural - form wood (e.g., untreated wood) can be protected by spraying, for example, a 0.1 - 10% aqueous solution of N - BDA on the surface (surface impregnation).

[0161] Gels, creams, and cosmetics can be protected by, for example, 0.1 - 2% of N - BDA.

[0162] In pharmaceuticals, N - BDA provides a new type of biocidal protection with low toxicity and easy formulation by adding 0.1 - 2% of the water content.

[0163] In the use of medical detergents and disinfectant sprays, combining N-BDA with hydrogen peroxide results in rapid microbial killing and time preservation.

[0164] The recommended addition amounts to sterile products are 0.01 - 2% N-BDA and 0.01 - 3% hydrogen peroxide.

[0165] The examples disclosed above include different N-BDA ranges. In some embodiments, more (e.g., 1.5 times, 2.0 times, or 2.5 times more) N-BDA can be added. In some embodiments, 1.5, 2.0, or 2.5 times less N-BDA can be added. The general N-BDA range is about 0.005 - 20% N-BDA depending on the product and its composition. Generally, if another biocide is present in the composition or product, reducing the concentration of N-BDA may be sufficient.

[0166] In some embodiments, N-BDA is added to and / or included in a buffer system. This suppresses pH fluctuations or changes since N-BDA can act as a base.

[0167] Generally, in the examples regarding N-BDA disclosed herein, it is contemplated that N-APDEA and / or 2,2'-(octylimino)bisethanol may also be used. This can include any combination thereof.

[0168] The examples disclosed herein show that the biocides according to the invention can be used in a wide range of consumer and / or business-related applications.

[0169] In some embodiments, the biocide (e.g., N-butyldiethanolamine) can provide short-term and / or long-term protection for aqueous systems such as dispersions, emulsions, suspensions, suspoemulsions, and gels, pastes, and liquids, either alone or in combination with hydrogen peroxide and / or peroxide stabilizing compounds. Typical concentrations can include 0.10% to 10% biocide and 0.005% to 5% peroxide or peroxide derivative.

[0170] Generally, the use of the biocide (e.g., N-butyldiethanolamine) according to the present invention as, for example, an antimicrobial agent, antibacterial agent, fungicide, algicide, etc. is not limited to compositions and / or products containing recycled PVB (rPVB), crosslinked PVB (PVBX), and PVB modified in other forms. However, in some embodiments, the biocide (e.g., N-butyldiethanolamine) according to the present invention can be limited to compositions and / or products containing recycled PVB (rPVB), crosslinked PVB (PVBX), and PVB modified in other forms. In some embodiments, the biocide (e.g., NBDA) according to the present invention, and / or its use, includes products and / or compositions that can include acrylic, styrene-acrylic, vinyl-acrylic, polyalpha-modified acrylic, polyolefin and modified polyolefin, polyurethane, polyester, polyvinylidene chloride, polyvinyl acetate, styrene-butadiene-rubber latex and carboxylated SBR latex, as well as binders, vehicles, film-forming aids, film-forming agents (based on renewable and / or sustainable sources such as polysaccharides, starch and modified starch, dextrin, polyhydroxyalkanoates, etc.).

[0171] Furthermore, in some embodiments, the biocide (e.g., NBDA) according to the present invention can be used in cosmetics, toothpaste, detergents, surfactants, cleaners, household ingredients, liquid soaps and solid soaps, cutting oils, hydraulic oils, synthetic oils, engine oils, lubricating oils, heat transfer oils, drilling oils, aqueous oil emulsions, aqueous silicone-, siloxane-, polysiloxane emulsions and dispersions, tap water, drinking water, well water, or rainwater.

[0172] In some embodiments, the biocides (e.g., NBDA) according to the present invention can be used in the context of providing films, coatings and coating-related applications such as binders, adhesives, precoats, topcoats, release coats, primers, metal primers, paints, stoving paints, coatings for printed circuit boards, and coatings for single applications and for composite manufacturing such as films, foils, woven or non-woven fabrics, carpet backing, flooring solutions, fiber binders, artificial turf, concrete sealers, dust binders, and especially sound deadening composite coatings.

[0173] In some embodiments, the use of biocides according to the present invention, such as N-butyldiethanolamine, enables the achievement of VOC-free biocidal protection. This can be desirable for the emerging market of recycled polymer products and can result in sustainability labels that are becoming increasingly important to comply with.

[0174] In some embodiments, the use of N-butyldiethanolamine and / or other biocides according to the present invention provides two or more simultaneous advantages such as pH control, improved stability, ease of general handling in aqueous sustainable formulations, and user friendliness.

[0175] In some embodiments, the relevant determinants regarding the use of the biocide(s) according to the present invention can include considerations regarding one or more of health, environment, pH, boiling point, viscosity, taste, odor, and solubility in water.

[0176] The present invention provides a direct approach to biocidal protection of a wide range of industrial water-based or water-containing products in any amount and to avoiding undesirable effects (e.g., allergenic sensitizing VOCs).

[0177] In some embodiments, a composition or product comprising N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol according to the present invention may also be referred to as "biocide-free", which means that the product does not contain conventional biocides. In some embodiments, such a composition or product may contain N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol at a concentration and / or threshold below a given limit value, in accordance with valid public regulations and / or labels.

[0178] As disclosed herein, known and widely used production and / or formulation methods for compositions and / or products can be adapted to correspond to N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol having a biocidal effect according to the present invention. This is in accordance with the increasing legislative and market requirements regarding VOC-free products, the replacement of undesirable biocides, and / or the general trend towards lower limits for additives (including biocide concentration(s)).

[0179] As shown in the examples, the present invention has been shown to have a significant effect, particularly with respect to N-butyldiethanolamine (NBDA), as a general agent capable of at least in-can preservation of paints, wood preservation, and the destruction, growth inhibition, or reproduction of bacteria, fungi, and viruses.

[0180] It has been shown that N-butyldiethanolamine at a concentration starting from around 0.15% can have a significant biocidal effect as the sole biocidal active additive.

[0181] The method of using NBDA for water-based dispersions, emulsions, or suspensions, and combinations thereof, may depend on stability considerations in the resulting composite blend. Generally, diluted NBDA from 1 to 99.5% stock NBDA is diluted in water, or a buffer solution, alternatively a surfactant-based solution, or a selected combination thereof. Also, the addition of organic solvents, alone or in combination, may be successfully used for further formulation of materials during production, but the most obvious options may be excluded considering the resulting VOC or SVOC. Even in emulsions containing fatty acids, NBDA can be added from water-based or organic solvent solutions. The initial point of adding NBDA may preferably be to ensure that, in accordance with normal industry hygiene procedures, the preservative is added only to properly clean and non-contaminated materials. Since it is intended to minimize the biocide pressure on consumer products, NBDA may in some cases preferably be added only to pre-pasteurized blends. This is the main focus when working with recycled and recovered products.

[0182] In-can storage N-butyldiethanolamine has shown excellent results in its use for in-can storage of paints (e.g., acrylic paints). N-butyldiethanolamine has actually been shown to be very effective in paint storage when added as the sole additive for biocidal effect. Further, paints containing N-butyldiethanolamine as the sole biocidal additive, and paints containing N-butyldiethanolamine + hydrogen peroxide, have been shown to have no bacterial growth even over a sustained period.

[0183] N-butyldiethanolamine can be an effective biocide against aerobic bacteria, such as Gram-negative bacteria, such as Pseudomonas aeruginosa, at concentrations in the range of 0.1% to 10%, such as 0.2% to 10%, such as 0.25% to 7%, such as 0.5% to 5%, etc., with respect to the storage of paints, especially in-can storage. For example, N-butyldiethanolamine at concentrations of 0.5%, 1%, 2%, and 5% has been shown to be effective against aerobic bacteria (such as Gram-negative bacteria, such as Pseudomonas aeruginosa). That is, according to the present invention, N-butyldiethanolamine can be an effective biocide at concentration ranges starting from 0.5%, or in cases where the lower limit is not specified, possibly lower than that, such as starting from 0.1%, 0.2%, 0.3%, or 0.4%, with respect to the storage of paints, especially in-can storage.

[0184] With respect to the storage of paints, especially in-can storage, the maximum concentration of N-butyldiethanolamine can be determined, for example, by industry standards, environmental regulations, etc. within the concentration range. The upper limit concentration in NBDA can be, for example, 10% or more, or 9% or 8% or 7% or 6% or 5% or 4% or 3% or 2%.

[0185] It has been shown that N-butyldiethanolamine at various concentrations provides a long-term antibacterial effect even at a concentration of about 0.5% and has a sustained effect even after more than one year.

[0186] Generally, in the context of the present invention and the examples, the pH of the canned product can be in the range of 5 to 11.

[0187] The canned product can be, for example, paints, coatings, lacquers, wood impregnated products, surface repair products, paints and coating cleaning products before new painting. The canned product can be intended for application by brush, spray, spraying, rakel or spatula, dipping or impregnation by methods resulting from pressure / temperature phases such as diffusion.

[0188] The can products can be intended for direct application to metals (DTM), wood protection coatings, release coatings, concrete dust binders or other dust-binding coatings, anti-viral hygiene maintenance coatings, and coatings and paints for paper, cardboard, indoor and outdoor applications, pre-coats, and as substrates for overcoating, adhesion, or assembly.

[0189] Also, the can products according to the present invention may contain materials containing bio-based binders, fillers, or extenders. Functional coatings, for example, anti-static coatings, conductive coatings, encapsulation coatings for photovoltaics, displays, or other electronic circuits. Materials using mineral fillers, recycled fibers, carbon fibers, hollow spheres, and other surface-active fillers in other forms. Colored paints using transparent, opaque, or coating-type colorants / fillers. Functional paints having specialized technical functions for healthcare, agricultural, industrial, military, space, and automotive applications.

[0190] In this document, other disclosure contents regarding paints, paint products, and formulations related thereto are also mentioned.

[0191] It is considered that N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol can also bring about similar effects.

[0192] Wood impregnation N-butyldiethanolamine can be an effective biocide for preventing wood destruction caused by fungi, for example, in a concentration range of 0.1% to 10% NBDA (for example, 0.2% to 10%, for example, 0.25% to 7%, for example, 0.3% to 5%, for example, 0.3% to 2%). For example, N-butyldiethanolamine at concentrations of 0.36%, 0.51%, 0.72%, 1.01%, and 1.43% has been shown to be effective as a fungicide for preventing wood destruction caused by Poria placenta and / or Gloeophyllum trabeum.

[0193] That is, according to the present invention, N-butyldiethanolamine can be an effective biocide in preventing wood destruction caused by fungi in a concentration range starting from 0.36%, or in some cases in a concentration range starting from a lower 0.3%, 0.2%, or 0.1%.

[0194] The maximum concentration of N-butyldiethanolamine for preventing wood destruction caused by fungi can be determined, in some embodiments, for example, by industry standards, environmental regulations, etc. The upper limit concentration can be, for example, 10% or 9% or 8% or 7% or 6% or more.

[0195] It is considered that N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol can also bring about similar effects.

[0196] Biocide as a general antimicrobial agent in aqueous solution N-butyldiethanolamine has been shown to exhibit broad-spectrum antimicrobial activity. Tests have shown that N-butyldiethanolamine is active against Gram-negative bacteria, Gram-positive bacteria, yeasts, and molds, which are the most common food spoilage and pathogenic organisms, as well as organisms that cause spoilage in the pharmaceutical and cosmetic industries.

[0197] N-butyldiethanolamine can be an effective biocide for killing bacteria, yeasts, and molds in a concentration range, for example, of at least 0.1%, for example, at least 0.15%, for example, at least 0.16%, for example, at least 0.2%, for example, 0.1% - 10%, for example, 0.15% - 10%, for example, 1.5% - 7%, for example, 0.2% - 10%, for example, 0.25% - 7%, for example, 0.3% - 5%, for example, 0.3% - 2%, for example, 0.16% - 5%.

[0198] Specific examples have shown that NBDA has a minimum inhibitory concentration of 0.16% for some bacteria (for example, including Lactobacillus brevis).

[0199] N-butyldiethanolamine has been shown to be able to destroy viruses as a single component at concentrations of 1% to 5%, and in some cases at lower concentrations. For example, 54% of murine norovirus is destroyed after 60 seconds.

[0200] The maximum concentration of N-butyldiethanolamine for acting as an effective biocide regarding the killing of bacteria, yeasts, and molds can be determined, for example, by industry standards, environmental regulations, etc. The upper limit concentration can be, for example, 50, 40, 30, 30%, 10%, or 9% or 8% or 7% or 6% or 5% or 4% or 3% or 2.5% or 2%.

[0201] Since NBDA is mainly dispersed through the aqueous phase and is intended to protect this, a direct blend solution in pure distilled water is preferred. However, the method of using NBDA for water-based dispersions, emulsions, or suspensions, and combinations thereof can depend, for example, on considerations of stability in the resulting composite blend. Generally speaking, diluted NBDA from stock is 1 to 99.5% NBDA diluted in water, or a buffer solution, alternatively a surfactant-based solution, or a selected combination of these. Also, the addition of organic solvents, alone or in combination, may be successfully used for further formulation of the materials during production, but the most obvious options may be excluded considering the resulting VOC or SVOC. Even in emulsions containing fatty acids, NBDA can be added from water-based or organic solvent solutions. The initial point of adding NBDA should preferably be in accordance with normal industry hygiene procedures, mainly to ensure that the preservative is added only to properly clean and non-contaminated materials. Since it is intended to minimize the pressure of biocides on consumer products, it seems preferable to add NBDA only to pre-pasteurized blends and formulations.

[0202] It is considered that N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol may also bring about the same effect.

[0203] Further embodiments of the present invention are also disclosed in the "Numbered Embodiments" and "Examples" sections.

[0204] Numbered Embodiments 1. Use of a tertiary amine selected from N-methyldiethanolamine (CAS 105-59-9), N-ethyldiethanolamine (CAS 139-87-7), N-propyldiethanolamine (CAS 6735-35-9), N-butyldiethanolamine (CAS 102-79-4), N-t-butyldiethanolamine (CAS 2160-93-2), dimethylethanolamine (CAS 108-01-0), diethylethanolamine (CAS 100-37-8), dipropylaminoethanol (CAS 3238-75-3), diisopropylethanolamine (CAS 96-80-0), or dibutyldiethanolamine (CAS 102-81-8), and / or APDEA (CAS 4985-85-7), and / or 2,2'-(octylimino)bisethanol (CAS 15520-05-5) as a biocide.

[0205] 2. Use as a biocide according to any one of the preceding embodiments, provided by a combination comprising or consisting of one or more of the tertiary amines selected from N-methyldiethanolamine (CAS 105-59-9), N-ethyldiethanolamine (CAS 139-87-7), N-propyldiethanolamine (CAS 6735-35-9), N-butyldiethanolamine (CAS 102-79-4), N-t-butyldiethanolamine (CAS 2160-93-2), dimethylethanolamine (CAS 108-01-0), diethylethanolamine (CAS 100-37-8), dipropylaminoethanol (CAS 3238-75-3), diisopropylethanolamine (CAS 96-80-0), or dibutyldiethanolamine (CAS 102-81-8), and / or APDEA (CAS 4985-85-7), and / or 2,2'-(octylimino)bisethanol (CAS 15520-05-5).

[0206] 3. Use according to any one of the preceding embodiments, wherein the biocide is an antimicrobial agent.

[0207] 4. Use according to any one of the preceding embodiments, wherein the antimicrobial agent is one or more of a bactericide, a fungicide, a sporicide, an algaecide, an antiviral agent, a microbial stabilizer (including any combination thereof).

[0208] 5. Use according to any one of the preceding embodiments, wherein the secondary and / or tertiary amine provides one or more of removal of short-term microbial activity (reduction in viable cell count (VCC) by at least 2, 3, 4, or more log units), provision of a long-term essentially microbe-free environment (<10, 100 VCC / ml (or g)), and resistance to post-manufacture contamination (including any combination thereof).

[0209] 6. The use according to any one of the preceding embodiments, wherein the biocide is used in one or more of personal care products, home care products, cosmetics, paints, impregnated products, wood preservatives, adhesives, coatings, solvents, sprays, dispersions, emulsions, suspensions, suspoemulsions, soaps, detergents, household or industrial cleaners, pastes, gels, lubricants, coolants, contact cooling systems, aqueous systems, adhesives, precoats, topcoats, release coats, primers, metal primers, paints, baking paints, coatings for printed circuit boards, coatings for single application and films, foils, woven or non-woven fabrics, composite manufacturing such as carpet backing, floor solutions, fiber binders, artificial turf, concrete sealers, dust binders, sound-absorbing composite coatings for use in building or on-site machinery systems, feed products, foods, pesticides, pharmaceuticals, or drugs, or as an additive for any of the above.

[0210] 7. The use according to any one of the preceding embodiments, wherein the biocide and / or its use can be classified into any one of main groups 1 to 4 according to the Biocidal Products Regulation (EU) No 528 / 2012.

[0211] 8. The use according to any one of the preceding embodiments, wherein the biocide and / or its use can be classified into any one of product types 1 to 22 according to the Biocidal Products Regulation (EU) No 528 / 2012.

[0212] 9. The use according to any one of the preceding embodiments, wherein the biocide is used in an aqueous system.

[0213] 10. The use according to embodiment 10, wherein the aqueous system is selected from the group consisting of liquids, dispersions, emulsions, suspensions, suspoemulsions, pastes, gels, lubricants, coolants, heat exchange fluids, and contact cooling systems (including any combination(s) thereof).

[0214] 11. The use according to embodiment 10 or 11, wherein the aqueous system contains a binder.

[0215] 12. Use according to embodiment 12, wherein the binder comprises or consists essentially of a biodegradable polymer.

[0216] 13. Use according to embodiment 12 or 13, wherein the binder comprises, consists essentially of, or consists of polyvinyl butyral (PVB), recycled PVB (rPVB), modified PVB (mPVB), and / or crosslinked PVB (PVBX), including any combination thereof.

[0217] 14. Use according to any of the preceding embodiments, wherein the tertiary amine comprising any of NBDA and / or APDEA (CAS 4985-85-7) and / or 2,2'-(octylimino)bisethanol (CAS 15520-05-5) is used, for example, for in-can storage of acrylic paints.

[0218] 15. Use according to any of the preceding embodiments, wherein the tertiary amine comprising any of NBDA and / or APDEA (CAS 4985-85-7) and / or 2,2'-(octylimino)bisethanol (CAS 15520-05-5) is used as a biocide in a composition for wood preservation.

[0219] 16. Use according to any one of the preceding embodiments, wherein the biocidal effect is provided without the need for one or more additional biocides.

[0220] 17. The further biocide is a conventional biocide, for example, (i) isothiazoline, in particular methylisothiazolinone (MIT), benzisothiazolinone (BIT), methylchloroisothiazolinone (MCI), chloromethyl-methylisothiazolone (CMIT), and / or octylinone (OIT); (ii) halogen and / or halogen-containing compounds and / or compositions, in particular compositions or compounds containing Cl, Br, and / or J; (iii) heavy metals containing salts, in particular Ag, Zn, Zr, Cu, Sn (inorganic and organic compounds, for example, colloidal silver, silver nitrate, mercury chloride, phenylmercury salts, copper sulfate, copper oxide-chloride); (iv) phenolic biocides, for example, phenol(s), cresol(s), xylenol(s), tri- and tetramethylphenol(s), propyl / butylphenol(s), methylresorcinol(s), naphthol, neutral hydrocarbon tar oil, bisphenol, chlorophenol, trichlorophenol(s), pentachlorophenol, triclosan 2-phenylphenol, and / or (v) other compounds (for example, formaldehyde), and is the biocide selected from the group consisting of, the use according to embodiment 17.

[0221] 18. The use according to any one of the preceding embodiments, wherein a tertiary amine containing one or more of NBDA and / or APDEA (CAS 4985-85-7) and / or 2,2'-(octylimino)bisethanol (CAS 15520-05-5) is provided at a total concentration of 0.01 to 55, 0.1 to 40, 0.1 to 35, 7 to 35, 10 to 35, 0.1 to 5.0, 0.2 to 2.0, 0.4 to 1.5, or 0.5 to 1.0% by weight, and / or at least 0.01, 0.02, 0.05, 0.1, 0.2, 0.5, 1.0, 2.0, 5.0% by weight, or more, and / or a maximum of 55, 40, 35, 30, 20, 10, 6, 5% by weight.

[0222] 19. The use according to any one of the preceding embodiments, further comprising the use of one or more peroxides (for example, one or more peroxides including hydrogen peroxide, peroxides, and / or stabilizing compounds (including any combination thereof)).

[0223] 20. The use according to embodiment 32, wherein the one or more peroxides are provided at a concentration of 0.001 to 2.0, 0.002 to 1.5, 0.005 to 1.0, 0.01 to 1.0, or 0.05 to 0.5% by weight, and / or at least 0.001, 0.002, 0.005, 0.01, 0.2, 0.5, 1.0, or 0.05 to 0.5% by weight, or more.

[0224] 21. The use according to any one of the preceding embodiments, wherein one or more conventional biocides are at least partially substituted by said tertiary amine comprising one or more of NBDA and / or APDEA (CAS 4985-85-7) and / or 2,2 '-(octylimino) bisethanol (CAS 15520-05-5).

[0225] 22. The use according to embodiment 22, wherein at least 25% or more, for example 50% or more, for example 60% or more, for example 70% or more, for example 80% or more, for example 90% or more, for example 95% or more, for example 98% or more, or 100% of the conventional biocide is substituted by said tertiary amine comprising one or more of NBDA and / or APDEA (CAS 4985-85-7) and / or 2,2 '-(octylimino) bisethanol (CAS 15520-05-5).

[0226] 23. A microbiologically stable composition or product comprising said tertiary amine comprising one or more of NBDA and / or APDEA (CAS 4985-85-7) and / or 2,2 '-(octylimino) bisethanol (CAS 15520-05-5) according to any one of the preceding embodiments.

[0227] 24. The composition "microbiologically stable composition" as defined in embodiment 24, wherein the microbial activity is removed (such as a decrease in viable cell count (VCC) of at least 3, 4, 5 or 6 log units), provides a long-term microbe-free (e.g., <10 VCC / ml or g) environment, and is resistant to post-manufacture contamination (including any combination thereof).

[0228] 25. The composition according to embodiment 24 or 25, wherein the composition is an aqueous composition.

[0229] 26. The composition according to any one of embodiments 24 to 26, wherein the composition is a liquid, dispersion, emulsion, suspension, paste, gel, lubricant, and contact cooling system (including any combination (s) thereof).

[0230] 27. The composition according to any one of embodiments 24 to 27, wherein the composition contains a binder.

[0231] 28. The composition according to embodiment 28, wherein the binder comprises, consists essentially of, or consists of a biodegradable polymer.

[0232] 29. The composition according to embodiments 28 to 29, wherein the binder said composition comprises, consists essentially of, or consists of polyvinyl butyral (PVB), recycled PVB (rPVB), modified PVB (mPVB), and crosslinked PVB (PVBX).

[0233] 30. The microbial stability of the composition according to any one of embodiments 24 to 30 is provided by the tertiary amine containing one or more of NBDA and / or APDEA (CAS 4985-85-7) and / or 2,2'-(octylimino)bisethanol (CAS 15520-05-5), or a combination of the tertiary amine containing one or more of NBDA and / or APDEA (CAS 4985-85-7) and / or 2,2'-(octylimino)bisethanol (CAS 15520-05-5) and a peroxide (e.g., hydrogen peroxide).

[0234] 31. The microbial stability of the composition according to any one of embodiments 24 to 31 is provided without the need for additional biocides.

[0235] 32. The composition according to any one of embodiments 24 to 32 does not contain one or more conventional biocides (plural possible).

[0236] 33. The composition according to any one of embodiments 24 to 33 further comprises one or more peroxide compounds (e.g., hydrogen peroxide, peroxide, and / or one or more peroxides containing a stabilizing compound, including any combination thereof).

[0237] 34. The tertiary amine containing one or more of NBDA and / or APDEA (CAS 4985-85-7) and / or 2,2'-(octylimino)bisethanol (CAS 15520-05-5) is provided at a concentration of 0.01 to 55, 0.1 to 40, 0.1 to 35, 0.1 to 5.0, 0.2 to 2.0, 0.4 to 1.5, or 0.5 to 1.0 wt%, and / or at least 0.01, 0.02, 0.05, 0.1, 0.2, 0.5, 1.0, 2.0, 5.0 wt% or more, of the composition according to any one of embodiments 24 to 34.

[0238] 35. The composition according to embodiment 24 or 35, wherein the one or more peroxides are provided at a concentration of 0.001 to 2.0, 0.002 to 1.5, 0.005 to 1.0, 0.01 to 1.0, or 0.05 to 0.5% by weight, and / or at least 0.001, 0.002, 0.005, 0.01, 0.2, 0.5, 1.0, or 0.05 to 0.5% by weight, or more.

[0239] 36. The composition according to any one of embodiments 24 to 36, wherein the composition does not contain one or more organic compounds having an initial boiling point of 250 °C or lower as measured at a standard atmospheric pressure of 101.3 kPa.

[0240] 37. The composition according to any one of embodiments 24 to 37, wherein the composition is a cosmetic, paint, adhesive, coating, solvent, spray, dispersion, emulsion, suspension, suspoemulsion, paste and gel, lubricant and contact cooling system, adhesive, primer, topcoat, release coat, undercoat, metal undercoat, paint, baking paint, wood preservative, coating for printed circuit board, and general coatings for composite manufacturing for single application and for films, foils, woven or non-woven fabrics, carpet backing, floor solutions, fiber binders, artificial turf, concrete sealers, dust binders, and in particular sound-absorbing composite coatings for use in building or on-site machinery systems, or an additive of any of the above.

[0241] 38. The composition is a dispersion containing polyvinyl butyral (PVB) (e.g., one or more of rPVB, mPVB, and / or PVBX), and the microbial stability is provided by a combination of one or more of the tertiary amines containing NBDA and / or APDEA (CAS 4985-85-7) and / or 2,2'-(octylimino)bisethanol (CAS 15520-05-5), and / or one or more of the tertiary amines containing NBDA and / or APDEA (CAS 4985-85-7) and / or 2,2'-(octylimino)bisethanol (CAS 15520-05-5) and a peroxide (e.g., hydrogen peroxide and / or one or more peroxide stabilizing compounds (plural possible)), the composition according to any one of Embodiments 24 to 38.

[0242] 39. The composition according to Embodiment 39, a. 1 to 70, 2 to 60, or 5 to 55% of a polymer (PVB), and b. 0.2 to 40%, 0.5 to 30%, or 1 to 20% of an emulsifier selected from fatty acid soaps, unsaturated C3-C22 carboxylic acids (plural possible), and saturated C3-C22 carboxylic acids (plural possible), and optionally, the emulsifier is selected from one or more of oleates (e.g., potassium oleate, ammonium oleate, and sodium oleate), and / or ricinoleates, the composition.

[0243] 40. A method for providing microbial stability to a composition, the method including the step of adding a tertiary amine containing one or more of NBDA and / or APDEA (CAS 4985-85-7) and / or 2,2'-(octylimino)bisethanol (CAS 15520-05-5) in an effective amount to a primary composition.

[0244] The method according to embodiment 41, wherein the tertiary amine contains one or more of NBDA and / or APDEA (CAS 4985-85-7) and / or 2,2'-(octylimino)bisethanol (CAS 15520-05-5), and is provided at a concentration of 0.01 to 55, 0.1 to 35, 0.1 to 5.0, 0.2 to 2.0, 0.4 to 1.5, or 0.5 to 1.0% by weight, and / or at least 0.01, 0.02, 0.05, 0.1, 0.2, 0.5, 1.0, 2.0, 5.0% by weight or more.

[0245] The method according to embodiment 41 or 42, further comprising the step of adding one or more peroxide compounds (e.g., hydrogen peroxide, peroxides, and / or one or more peroxides containing a stabilizing compound, including any combination thereof).

[0246] The method according to embodiment 43, wherein the one or more peroxides are provided at a concentration of 0.001 to 2.0, 0.002 to 1.5, 0.005 to 1.0, 0.01 to 1.0, or 0.05 to 0.5% by weight, and / or at least 0.001, 0.002, 0.005, 0.01, 0.2, 0.5, 1.0, or 0.05 to 0.5% by weight or more.

[0247] The method according to any one of embodiments 41 to 44, wherein the product according to any one of embodiments 24 to 40 is provided.

[0248] The method according to any one of embodiments 41 to 45, wherein the primary composition is essentially sterile (e.g., less than 10 or 100 CFU / ml or g).

[0249] 46. The primary composition is less than 10, 10 to 10 2 , 10 2 ~10 3 , 10 3 ~10 4 , 10 4 ~10 5 , or 10 5The method according to any one of embodiments 41 to 46, having more than CFU CFU / ml or g.

[0250] 47. Providing microbial stability includes reducing CFU / ml during storage, maintaining sterility, and / or reducing the risk of contamination when exposed to a non-sterile environment (e.g., opening and closing a container containing paint in use). The method according to any one of embodiments 41 to 47.

[0251] 48. "Microbial stability" is a. Removal of microbial activity (at least a 6, 7, or 8 log unit decrease in viable cell count (VCC)), b. Providing a long-term microbe-free environment (<10 VCC / ml or g), and / or c. Resistance to post-production contamination Defined as ((including any combination of (a), (b), and / or (c))), and the long-term provision is at least 1 month, for example, at least 3 months, 6 months, 9 months, or at least 1 year. The method according to any one of embodiments 41 to 48.

[0252] 49. A method of providing a microbiologically stable composition, comprising replacing one or more conventional biocides (plural possible) with one or more amines according to any one of embodiments 1 to 23. The method.

[0253] 50. A method for substituting or replacing a conventional biocide in a composition or product, wherein the method Replacing the conventional biocide with a tertiary amine containing one or more of NBDA and / or APDEA (CAS 4985-85-7) and / or 2,2'-(octylimino)bisethanol (CAS 15520-05-5) according to any one of embodiments 1 to 23 in an active amount. The method.

[0254] 51. The method according to embodiment 50 or 51, wherein the concentration of the amine(s) is approximately the same as the concentration of the conventional biocide replaced by the tertiary amine.

[0255] 52. The concentration of the amine(s) is 0.01 to 10.0, 0.1 to 5.0, 0.2 to 2.0, 0.4 to 1.5, or 0.5 to 1.0% by weight, and / or at least 0.01, 0.02, 0.05, 0.1, 0.2, 0.5, 1.0, 2.0, 5.0% by weight or more. The method according to any one of Embodiments 50 to 52.

[0256] 53. The method according to any one of Embodiments 50 to 53, further comprising a pH adjustment step (e.g., addition of one or more acids, bases, or salts (including any combination thereof)).

[0257] 54. The method according to Embodiment 54, wherein the acid, the base, and / or the salt is an inorganic compound or an organic compound.

[0258] 55. The method according to any one of Embodiments 50 to 55, wherein the biocide is N-butyldiethanolamine or contains the same.

[0259] 56. The composition or the product is a personal care product, a home care product, a cosmetic, a paint, an adhesive, a coating, a solvent, a spray, a dispersion, an emulsion, a suspension, a suspoemulsion, a soap, a detergent, a household or industrial cleaner, a paste, a gel, a lubricant, a coolant, a heat exchange fluid, a contact cooling system, an aqueous system, an adhesive, a precoat, a topcoat, a release coat, an undercoat, a metal undercoat, a wood preservative, a paint, a baking paint, a coating for a printed circuit board, a coating for single application and films, foils, woven or non-woven fabrics, a composite manufacturing coating such as a carpet backing, a floor solution, a fiber binder, artificial turf, a concrete sealer, a dust binder, a sound-absorbing composite coating used in a building or on-site machinery system, a feed product, a food, an insecticide, a drug, or a pharmaceutical, or an additive for any of the above. The use according to any one of Embodiments 50 to 56.

[0260] A composition or product provided by the method according to any one of the preceding embodiments.

[0261] 58. The composition or product according to embodiment 58, wherein the composition or product meets one or more requirements (multiple possible) of AgBB, Ecolabel, The Swann label, Blue Angel label, and / or Greenguard Standard (multiple possible), and / or meets or exceeds any one of https: / / www.eco-institut.de / en / portfolio / agbb-schema / , http: / / ec.europa.eu / ecat / , https: / / www.ecolabel.dk / da, https: / / www.blauer-engel.de / en, http: / / www.ecolabelindex.com / ecolabel / greenguard.

[0262] 59. The composition or product according to embodiments 58 - 59, wherein the composition or product does not contain one or more organic compounds (multiple possible) having an initial boiling point of 250 °C or lower as measured at a standard atmospheric pressure of 101.3 kPa.

[0263] 60. A further composition (e.g., a final product) containing 0.1 - 99.0%, or 1.0 - 99% of the composition according to any one of the preceding embodiments.

[0264] 61. A container containing the composition or product according to any one of the preceding embodiments.

[0265] 62. The container according to embodiment 62, wherein the container includes a lid and, optionally, the container is resealable.

[0266] 63. Use of a tertiary amine selected from N-methyldiethanolamine (CAS 105-59-9), N-ethyldiethanolamine (CAS 139-87-7), N-propyldiethanolamine (CAS 6735-35-9), N-butyldiethanolamine (CAS 102-79-4), N-t-butyldiethanolamine (CAS 2160-93-2), dimethylethanolamine (CAS 108-01-0), diethylethanolamine (CAS 100-37-8), dipropylaminoethanol (CAS 3238-75-3), diisopropylethanolamine (CAS 96-80-0), or dibutylethanolamine (CAS 102-81-8), and / or N-(3-aminopropyl)diethanolamine (APDEA), and / or 2,2'-(octylimino)bisethanol as a biocide, wherein the biocide is one or more (including any combination thereof) of an antimicrobial agent, for example, a bactericide, a fungicide, a sporicide, an algicide, an antiviral agent, a microbial stabilizer.

[0267] 64. The use according to embodiment 63, wherein the tertiary amine is N-butyldiethanolamine (NBDA) (CAS 102-79-4), and / or APDEA, and / or 2,2'-(octylimino)bisethanol.

[0268] 65. The use according to embodiment 63 or 64, wherein the effect of the biocide is provided by two or more of one or more of N-butyldiethanolamine (NBDA) and / or APDEA and / or 2,2'-(octylimino)bisethanol.

[0269] 66. Each of the tertiary amine and / or APDEA and / or 2,2'-(octylimino)bisethanol is 0.01 to 55.0, 0.1 to 40, 0.1 to 35%, 0.1 to 5.0, 0.2 to 2.0, 0.4 to 1.5, or 0.5 to 1.0% by weight, and / or at least 0.01, 0.02, 0.05, 0.1, 0.2, 0.5, 1.0, 2.0, 5.0, 10, 15, 20, 25, 30, 35, 40, 50, 55% by weight, or more, and optionally further comprises one or more peroxides (plural available) (for example, one or more peroxides containing hydrogen peroxide, peroxide, and / or a stabilizing compound (including any combination of these)), the one or more peroxides being 0.001 to 2.0, 0.002 to 1.5, 0.005 to 1.0, 0.01 to 1.0, or 0.05 to 0.5% by weight, and / or at least 0.001, 0.002, 0.005, 0.01, 0.2, 0.5, 1.0, or 0.05 to 0.5% by weight, or more, the use according to any of embodiments 63 to 65.

[0270] 67. A composition or product comprising a tertiary amine selected from N-methyldiethanolamine (CAS 105-59-9), N-ethyldiethanolamine (CAS 139-87-7), N-propyldiethanolamine (CAS 6735-35-9), N-butyldiethanolamine (CAS 102-79-4), N-t-butyldiethanolamine (CAS 2160-93-2), dimethylethanolamine (CAS 108-01-0), diethylethanolamine (CAS 100-37-8), dipropylaminoethanol (CAS 3238-75-3), diisopropylethanolamine (CAS 96-80-0), or dibutylethanolamine (CAS 102-81-8), and / or APDEA and / or 2,2'-(octylimino)bisethanol, wherein the composition or product is an impregnating liquid, a personal care product, a home care product, a cosmetic, a paint, an adhesive, a coating, a solvent, a spray, a dispersion, an emulsion, a suspension, a suspoemulsion, a soap, a detergent, a household or industrial cleaner, a paste, a gel, a lubricant, a coolant, a contact cooling system, an aqueous system, an adhesive, a precoat, a topcoat, a release coat, an undercoat, a metal undercoat, a paint, a baking paint, a wood preservative, a coating for printed circuit boards, a coating for single application and for composite manufacturing such as films, foils, woven or non-woven fabrics, carpet backing, a floor solution, a fiber binder, artificial turf, a concrete sealer, a dust binder, a sound-absorbing composite coating for use in construction or on-site machinery systems, a feed product, a food, a pharmaceutical, or an additive for any of the foregoing, and wherein the tertiary amine and / or APDEA and / or 2,2'-(octylimino)bisethanol provides microbial stability by (i) removal of microbial activity (e.g., a decrease of at least 3, 4, 5, or 6 log units in viable cell count (VCC)), (ii) providing a long-term microbe-free environment (e.g., less than 10 VCC / ml or g), (iii) resistance to post-production contamination, and / or (iv) a decrease in fungal growth in solid materials, said composition or said product.

[0271] 68. The composition or product according to embodiment 67, wherein the microbial stability is provided by NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol.

[0272] 69. The composition or product according to any one of embodiments 67 or 68, wherein NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol, alone or in combination, is the sole additive for providing the microbial stability.

[0273] 70. The tertiary amine and / or APDEA and / or 2,2'-(octylimino)bisethanol is an aqueous solution, and the tertiary amine and / or APDEA and / or 2,2'-(octylimino)bisethanol is present at 0.01, 0.02, 0.05, 0.1, 0.2, 0.5, 1.0, 2.0, 5.0, 10, 15, 20, 25, 30, 25, 40, 50, 55 wt%, for example, 0.05 to 10 wt% or 10 to 35 wt% as measured relative to the aqueous phase, in the composition or product according to any one of embodiments 67 to 69.

[0274] 71. The composition or product according to any one of embodiments 67 to 70, wherein the composition is a dispersion, emulsion, or suspension optionally having gelling properties, viscous properties, or adhesive properties.

[0275] 72. The composition is an impregnating liquid of the vacuum type, high-pressure type, or paint type, or a liquid-based impregnating technique based on water, an organic solvent, a liquefied gas such as liquid carbon dioxide, or another non-polar transport medium, and optionally further comprises components for preventing elution, self-diffusion of at least the tertiary amine and / or APDEA and / or 2,2'-(octylimino)bisethanol after impregnation, or for preventing washout conditioned by time and weather, in the composition or product according to any one of embodiments 67 to 71.

[0276] 73. The composition or product according to any of embodiments 67 to 72, wherein the composition or product is a product for impregnating a solid material (for example, a building material, for example, a structural element of wood, a wood laminate structure, a wood composite, gypsum, polystyrene foam, and / or a concrete element).

[0277] 74. The composition or product according to any of embodiments 67 to 73, wherein the composition is an additive for in-can storage of a paint.

[0278] 75. The composition or product according to any of embodiments 67 to 74, wherein the composition comprises the tertiary amine and / or APDEA and / or 2,2'-(octylimino)bisethanol as an additive for minimizing microbial activity, and / or providing a long-term microbe-free environment, and / or providing resistance to post-production contamination and / or fungal growth to the paint and / or the object after application of the paint, and each of the tertiary amine and / or APDEA and / or 2,2'-(octylimino)bisethanol is provided at a concentration of 0.01 to 50.0, 0.1 to 35, 0.1 to 5.0, 0.2 to 2.0, 0.4 to 1.5, or 0.5 to 1.0% by weight, and / or is provided at a total concentration of 0.01 to 50.0, 0.1 to 5.0, 0.2 to 2.0, 0.4 to 1.5, 2 to 35, or 0.5 to 10.0% by weight as measured against the aqueous phase.

[0279] 76. The composition or product according to any of embodiments 67 to 75, further comprising at least one flame retardant (for example, ATH).

[0280] 77. The composition or product according to any of embodiments 67 to 76, wherein the composition or product does not contain one or more organic compounds having an initial boiling point of 250 °C or lower as measured at a standard atmospheric pressure of 101.3 kPa.

[0281] A method for preventing the growth of bacteria and / or fungi in a solid material, comprising the step of providing a composition comprising a tertiary amine selected from N-methyldiethanolamine (CAS 105-59-9), N-ethyldiethanolamine (CAS 139-87-7), N-propyldiethanolamine (CAS 6735-35-9), N-butyldiethanolamine (CAS 102-79-4), N-t-butyldiethanolamine (CAS 2160-93-2), dimethylethanolamine (CAS 108-01-0), diethylethanolamine (CAS 100-37-8), dipropylaminoethanol (CAS 3238-75-3), diisopropylethanolamine (CAS 96-80-0), or dibutyldiethanolamine (CAS 102-81-8), and / or APDEA and / or 2,2'-(octylimino)bisethanol, wherein the composition optionally further comprises a solvent, a flow / viscosity / gelation regulator, a surfactant, a pH buffering system, and an optional tracking dye for tracking and estimating the residual concentration or the uniformity of treatment so as to be detectable by UV or visual inspection; the step of applying the composition to the solid material by means of a brush, a paint roller, an air gun, a nebulizer, an impregnating solution, wherein the impregnating solution is for performing dipping, penetration, or high-pressure impregnation using a transport solvent such as water, a blend, an organic solvent, a nonpolar transport medium, and / or a liquefied one (e.g., liquefied or supercritical carbon dioxide), the method, wherein the application is carried out in one, two, or more identical or different application steps.

[0282] 79. The method according to embodiment 78, comprising the step of impregnating, sealing, and / or post-treating the solid material, thereby preventing elution and self-diffusion of the substance from the solid material, or hindering a long-term washout conditioned by time and weather.

[0283] 80. The method according to embodiment 78 or 79, wherein the composition is the composition or product according to embodiments 67 to 77.

[0284] 81. A method for extending the life of a product after opening, the method comprising: ● a step of confirming the growth / presence of biological activity (e.g., growth of viruses, bacteria, and / or fungi) in the product; ● when the growth / presence of biological activity (e.g., growth of viruses, bacteria, and / or fungi) is above a predetermined threshold, an additive comprising one or more tertiary amines selected from N-methyldiethanolamine (CAS 105-59-9), N-ethyldiethanolamine (CAS 139-87-7), N-propyldiethanolamine (CAS 6735-35-9), N-butyldiethanolamine (CAS 102-79-4), N-t-butyldiethanolamine (CAS 2160-93-2), dimethylethanolamine (CAS 108-01-0), diethylethanolamine (CAS 100-37-8), dipropylaminoethanol (CAS 3238-75-3), diisopropylethanolamine (CAS 96-80-0), or dibutyldiethanolamine (CAS 102-81-8), and / or APDEA and / or 2,2'-(octylimino)bisethanol is added to the product as a biocide, thereby reducing the biological activity (e.g., growth of viruses, bacteria, and / or fungi) and extending the life of the product, and optionally, the additive is added in an amount and concentration that achieves a total concentration of tertiary amines selected from N-methyldiethanolamine (CAS 105-59-9), N-ethyldiethanolamine (CAS 139-87-7), N-propyldiethanolamine (CAS 6735-35-9), N-butyldiethanolamine (CAS 102-79-4), N-t-butyldiethanolamine (CAS 2160-93-2), dimethylethanolamine (CAS 108-01-0), diethylethanolamine (CAS 100-37-8), dipropylaminoethanol (CAS 3238-75-3), diisopropylethanolamine (CAS 96-80-0), or dibutyldiethanolamine (CAS 102-81-8), and / or APDEA and / or 2,2'-(octylimino)bisethanol of 0.1 to 55% in the product containing the additive as measured against the aqueous phase.

[0285] 82. The method according to claim 19, wherein the additive is the composition according to claims 5 to 14.

[0286] 83.

Examples

[0287] Hereinafter, the present invention will be described in more detail and specifically with reference to examples. However, the examples are not intended to limit the present invention. The examples include NBDA as a biocide (also referred to as "additive" in this section). However, it is considered that similar results can be obtained by using a tertiary amine according to the present invention instead of NBDA, and similar results can be achieved. Generally, further tests can be carried out using the instructions shown in the examples of this specification, specifically Examples 3 to 6.

[0288] Example 1: PVB dispersion A PVB dispersion containing recycled PVB foils from automotive scrap, laminated safety glass, acoustics, architecture, and bulletproof architectural glass is obtained. A typical PVB dispersion made from recycled PVB has the following composition.

Table 1

[0289] In contrast, the preparation of a dispersion from recycled polyvinyl butyral is carried out by mixing the raw recovered polymer in water, a surfactant, and soap until the polymer is stabilized and forms fine particles kept in a suspended state by surface-active molecules that form electrically stabilized micelles. Thereafter, the dispersion can be diluted with water, filtered, and an additive compound such as a biocide can be added. The dispersion prepared in such a manner has a nominal solids content of about 46 to 48% and a pH of 9.5 to 11.

[0290] Generally, such suspensions can be sensitive to the presence of cations from salts, specifically strong cations. The ionic field strength around the dissolved seeds and / or dissolved compound(s) is extremely important for dispersion stability, and the practical limit is considered to be the tolerance of ions weaker than K + For example, benzalkonium chloride destabilizes the formed dispersion due to the electric field strength of the dissociated ions.

[0291] Dispersions (such as those presented above) can be prepared through normal in-house routines and were previously preserved with conventional biocides such as isothiazolinones (e.g., BIT and / or MIT). However, due to the development of environmental awareness and legislation for consumer protection, any contamination that occurs when the consumer breaks or opens the seal or lid during use is not tolerated, and applicable concentrations are restricted to enable long-term storage in-store or in warehouses.

[0292] In the experiments disclosed herein, PVB dispersions with significant contamination levels were selected and analyzed for microbial activity, pH, and microbial contamination using the LuminUltra® microbial monitoring system, using intracellular adenosine triphosphate cATP as a measure of microbial contamination (see, for example, Examples 5 and 6).

[0293] The biocidal effectiveness of two different concentrations, 0.50% and 1.00%, of NBDA in different PVB dispersions was measured as described above. Incubations were carried out at room temperature (25 °C), 32 °C, and 60 °C, and the samples were tested 1 day (abbreviated as 1d in the table below) after NBDA addition, 1 week (abbreviated as 1wk in the table below), and after 1, 3, 6, and 9 months (abbreviated as mo in the table below). The results are summarized in the table below. The results presented in Table I are shown in Figure 2, the results of Table II are shown in Figure 3, and the results of Table III are shown in Figure 4.

Table 2

Table 3

Table 4

[0294] Example 2: Water treatment

Table 5

[0295] Example 3: Substituting a conventional biocide with NBDA or another tertiary amine according to the present invention The biocidal efficiency demonstrating the efficiency of a biocide (e.g., NBDA or another tertiary amine according to the present invention) and its suitability for replacing / substituting one or more conventional biocides can be carried out as follows, for example, by providing the following. Test sample (T): In a known recipe of a product containing one or more conventional biocides, replace the aforementioned biocide(s) with NBDA (or another tertiary amine according to the present invention). Control sample (C): A product containing one or more conventional biocides produced according to an established recipe. Negative control sample (N): A further negative control can be prepared by removing the aforementioned conventional biocide(s) from the recipe without adding NBDA (or other biocide). Preparation and testing of the N sample can be optional.

[0296] Ideally, the T sample, C sample, and N sample should be prepared and stored using very similar, ideally the same methods, protocols, raw materials, conditions, etc. (taking into account the necessary changes). Specifically, the samples should be subjected to the same or similar microbial contamination during their preparation and, if possible, during storage.

[0297] If necessary, pH adjustment as disclosed in Example 4 may be carried out.

[0298] Example 4: pH Adjustment When adding NDBA and / or another biocide based on a tertiary alkylalkanolamine, it may be desirable to adjust the pH of the sample.

[0299] Tertiary alkylalkanolamine(s) (e.g., NDBA) can both accept protons (alkaline action) and release protons (acid reaction), i.e., have amphoteric properties. In a weakly alkaline environment, they have buffering properties with respect to concentration.

[0300] If a more alkaline pH is required, other amines or even ammonia can be used. If compatible with the product, other bases (e.g., NaOH, KOH, etc.) can be added.

[0301] If a more acidic pH is required, other acids (including chelating acids such as oxalic acid, citric acid, and other organic acids) can be added, which may also include acidic acids. Generally, if compatible with the product / composition, other inorganic or organic acids (e.g., HCl, H 2 SO 4 、H 3 PO 4 etc.) can be used.

[0302] By using an appropriate acid or base, the biocidal effect of the tertiary alkylalkanolamine(s) can be enhanced, and this effect can exceed the effect of simply the pH.

[0303] Example 5: Microbial Stress Test Prepare samples (e.g., test samples, control samples, and / or negative control samples) according to Example 3. To evaluate the effect of the biocide(s), measure the microbial contamination, for example, according to Example 6 or other conventional methods known in the art.

[0304] Briefly, the sample is exposed to microbial contamination (microbial stress test). This can be done, for example, by opening and closing the lid for a defined period or other operations to mimic the situation of a conventional user. As an alternative, the sample may be inoculated with a defined amount of microorganisms (e.g., one or more indicator microorganisms).

[0305] The sample is divided into different aliquots and incubated for a selected period at one or more relevant temperatures (e.g., 4 °C, room temperature (RT, usually 20 °C, 22 °C, or 25 °C), 30 °C, 32 °C, 37 °C, 40 °C, and / or 60 °C) to simulate, for example, appropriate storage conditions, processing conditions, and usage conditions.

[0306] The microbial contamination of the control sample, test sample, and / or negative control sample can be quantified according to Example 6.

[0307] Example 6: Evaluation of Microbial Contamination A suitable sample size is evaluated for microbial contamination using methods known in the art, which may include dilution of the sample if necessary.

[0308] a) Method A: ATP test. ATP (e.g., intracellular ATP) is measured using a commercial system such as that provided by LumiUltra®, specifically a method using luciferase (see details below, Aqua Tools). Intracellular ATP (cATP) corresponds to the amount of ATP contained within living cells and is a direct indicator of the total viable biomass. cATP = tATP - dATP (pg / ml) (tATP = total ATP, dATP = t - ATP - cATP The biomass stress index (BSI) can be calculated as BSI = dATP / tATP. The ATP value can be correlated with CFU according to Figure 1. [Table 6] The interpretation of the preventive or preservative action regarding the biocide used is as follows. cATP < 100 (pg / ml) indicates good control and is "green". This can be divided into "clean" (cATP < 30 pg / ml) and "slight" (cATP = 30 - 75 pg / ml). 100 < cATP < 1000 (pg / ml) requires preventive measures and is "orange". cATP > 1000 (pg / ml) requires corrective measures and is "red". In short, mix the buffer solution and the luciferase enzyme. After daily ATP standard calibration, transfer an aliquot of the sample (e.g., 1 ml) to a 1 ml extraction tube. After dilution with UltraLute resin, measure the total ATP with a luminometer (the content can be verified with a luminometric device). 2) Dissolve 1 ml of the sample in the LumiSolve stabilizer. Here, add 100 microliters of the luciferase enzyme from 100 microliters of the sample, and the dissolved ATP is indicated by the measurement immediately afterwards. For further details, refer to, for example, Aqua Tools (78300 Poissy, France) Quick reference guide QuenchGone21 (trademark) Speciality Test Kit QG21S - 50 / QG21St - 100 2G.

[0309] b) CFU (colony - forming unit) As an alternative to method a, conventional microbiological methods can be used to quantify microbial contamination. For example, dilute (if necessary) in a suitable medium, then spread the sample on an agar plate containing a suitable growth medium, incubate at, for example, 30 or 37 °C overnight or for 24 hours, and count the colonies.

[0310] Example 7: Dishwashing for household and business For household and industrial dishwashing, a soap or detergent based on an anionic, cationic, or nonionic surfactant is prepared by adding 0.1 - 5% of the active ingredient. For machine soap blocks, liquid detergents with the same concentration of the active ingredient, and conditioning process fluids as rinse aids, a machine cleaning composition is used. The biocidal effect here is tested as intended, as a test on the stock soap container and the cleaning solution. All are tested against blanks and heavily contaminated reference substances by temperature acceleration tests and long-term incubation tests in a LuminUltra® device (e.g., according to Examples 3 - 6). The pH buffering action of NBDA based on amphoterism enables formulations containing fewer and healthier ingredients.

[0311] The recipe for the liquid dishwashing compound is changed by replacing (or substituting) a commercially available biocide (e.g., MIT and / or BIT) with 0.01 - 1% (by weight) of N-butyldiethanolamine, which further includes pH adjustment to improve skin compatibility for the formulation, thereby facilitating pH-neutral behavior.

[0312] A sample containing N-butyldiethanolamine is subjected to a LuminUltra® test for quantifying the biocidal function as described in Example 6 and compared with two controls, namely a dishwashing soap without MIT, BIT, and N-butyldiethanolamine, and a soap containing a normal biocide package. This test is carried out at an incubation of 32 °C using selected typical contaminating species.

[0313] The results show a biocidal effect of N-butyldiethanolamine that is equivalent to or even exceeds that of conventional biocides.

[0314] Example 8: Wet Disinfection Tissue or Clean Wipe For adjusted wet disinfectant tissues or clean wipes, an addition of 0.1 - 2% is suitable for surface disinfection, and the alcohol is made to exceed 70% in combination with ethanol and / or 2-propanol (isopropyl alcohol). When used as a spray of disinfectant to also combat viral contamination on the skin, glycerol can be added. This application further includes use as a disinfection method for air conditioners and trays for condensate recovery. Also, in routine disinfection in kitchens, slaughterhouses, dairy farms, and other food processing factories, facilities, or work areas, this method is suitable. The test of this biocidal action was carried out on samples of products further incubated with contaminated microorganisms and tested by the detection method of LuminUltra® (Example 6).

[0315] Change the recipe of the liquid disinfection compound by replacing (or substituting) 1 - 5% (by weight) of benzalkonium chloride, a quaternary ammonium compound, with N-butyldiethanolamine.

[0316] Samples containing N-butyldiethanolamine are subjected to the LuminUltra® test for quantifying the biocidal function as described in Example 6 and compared with two controls, namely a conventional biocide and a soap without N-butyldiethanolamine, and a disinfection solution containing the normal content of benzalkonium chloride. This test is carried out at an incubation of 32 °C using selected typical contamination species.

[0317] The results show a biocidal effect of N-butyldiethanolamine that is equivalent to or even exceeds that of benzalkonium chloride in function.

[0318] Example 9: High-pressure cleaning system: For use in high-pressure washers, add 0.1 - 2% to the detergent solution in water to remove and protect against algal attack on pavements and roofs. Test for algal attack by observing the survival rate for treatment of geographically important algal types, also by ATP measurement (Example 6) in, for example, LuminUltra® sampling vials.

[0319] Change the recipe of the algal removal compound by replacing (or substituting) 1 - 5% (by weight) of benzalkonium chloride, a quaternary ammonium compound, with N-butyldiethanolamine.

[0320] Subject samples containing N-butyldiethanolamine to the LuminUltra® test for quantifying biocidal function and algal removal as described in Example 6, and compare with two controls, namely a conventional biocide and a soap without N-butyldiethanolamine, and a disinfection solution containing the normal content of benzalkonium chloride. This test is carried out at an incubation of 32 °C using selected typical contaminating species.

[0321] The results show a biocidal effect of N-butyldiethanolamine that is equivalent to or even exceeds that of benzalkonium chloride in function.

[0322] Example 10: Cleaning solution for animal use For animals, a cleaning solution containing the active ingredients described herein is used at a concentration of 0.1 - 3% in a detergent dissolved in water. By high-pressure spraying, rinsing, or washing, this composition is suitable for cleaning and preserving the inert microbiological environment in livestock houses, feeding systems, livestock feed stocks, and general handling areas indoors for animals. These tests are carried out as standard swab tests routinely performed by veterinarians.

[0323] Modifying liquid disinfectant recipes for use in livestock stables and environments for farm animals by replacing (or substituting) the quaternary ammonium compounds benzalkonium chloride and / or glutaraldehyde, which are also used, with 1-5% (by weight) N-butyldiethanolamine.

[0324] The samples containing N-butyldiethanolamine are subjected to the LuminUltra® test for quantifying the biocidal function as described in Example 6 and compared with two controls, namely a soap without conventional biocides and N-butyldiethanolamine, and a disinfecting solution with a normal content of benzalkonium chloride. The test is carried out with selected representative contaminant species, incubated at 32°C.

[0325] The results show a biocidal effect of N-butyldiethanolamine that is comparable or even superior in function to both benzalkonium chloride and glutaraldehyde.

[0326] Example 11: Cleaning water pipes To clean existing microbial growth buildup from water pipes, a 0.1-2% solution of active ingredient (preferably hot or cold) is run through the pipes, making sure that the treatment time is more than 1 hour. This method is also suitable for hydraulic systems operated by water pressure, but with a permanent addition to the hydraulic fluid. Here in particular, testing for Legionella contamination requires an in situ test, carried out by sampling the water from different locations in the system and using the LuminUltra® test described above (Example 6) (including the addition of growth medium or nutrients to force Legionella growth).

[0327] The recipe for a liquid disinfectant for use in pipe or tubing forms against microbial attack and growth (e.g., Legionella) is modified by replacing (or substituting) the quaternary ammonium compound, benzalkonium chloride, with 1 to 5% (by weight) N-butyldiethanolamine.

[0328] A sample containing N-butyldiethanolamine is subjected to the LuminUltra® test for quantifying the biocidal function as described in Example 6 and compared with two controls, namely a conventional biocide and a soap without N-butyldiethanolamine, and a disinfectant solution containing the usual content of benzalkonium chloride. This test is carried out at an incubation of 32 °C using selected typical contaminating species.

[0329] The results show a biocidal effect of N-butyldiethanolamine equivalent to that of benzalkonium chloride.

[0330] Example 12: Industrial cooling process In industrial cooling processes or humidification processes where water is constantly recycled and not replaced with fresh water, adding 0.1 - 2% of the active ingredient counteracts microbial attack in the air and biological attack that occurs during long inactive periods such as vacation periods. This test is carried out in the ATP quantification of LuminUltra® by sample collection and forced incubation with growth nutrients (Example 6).

[0331] The recipe of the aqueous cooling compound used in the industrial cooling process as a cutting oil or hydraulic fluid is changed by replacing (or substituting) 1 - 5% (by weight) of benzalkonium chloride, a quaternary ammonium compound, with N-butyldiethanolamine.

[0332] A sample containing N-butyldiethanolamine is subjected to the LuminUltra® test for quantifying the biocidal function as described in Example 6 and compared with two controls, namely a conventional biocide and a soap without N-butyldiethanolamine, and a disinfectant solution containing the usual content of benzalkonium chloride. This test is carried out at an incubation of 32 °C using selected typical contaminating species.

[0333] The results show a biocidal effect of N-butyldiethanolamine that is equivalent to or better than that of benzalkonium chloride.

[0334] Example 13: Hot Water System Renewable energy heating systems for water such as heat pumps, solar panels, or other heating devices used in central heating systems in processes or industries are protected against microbial degradation attacks by adding 0.1 - 3% active ingredient. It is difficult to reach pasteurization temperatures for sufficient time and with sufficient frequency to protect renewable energy systems against this type of attack by temperature alone. Here, the additive further stabilizes the pH and counteracts acid attacks. Here, in particular, testing for Legionella contamination requires in situ testing by sampling water from different locations within the water delivery system and using, for example, the LuminUltra® test (Example 6) described above (including the addition of growth media or nutrients to force the growth of Legionella).

[0335] For example, a commercially available product for use in a circulating heat transfer system used in pipes to counter microbial attack and growth of, for example, Legionella bacteria is modified by replacing (or substituting) benzalkonium chloride, a quaternary ammonium compound, with 1 - 5% (by weight) N - butyldiethanolamine.

[0336] A sample containing N - butyldiethanolamine is subjected to the LuminUltra® test for quantifying biocidal function as described in Example 6 and compared with two controls, namely MIT and BIT, and a soap without N - butyldiethanolamine, as well as a disinfecting solution containing the normal content of benzalkonium chloride. This test is carried out at an incubation temperature of 32 °C using selected typical contaminating species.

[0337] The results show a biocidal effect of N-butyldiethanolamine equivalent to that of benzalkonium chloride and excellent protection against rust, presumably based on pH stabilization. Other tertiary amines disclosed herein (see, for example, the first aspect) can provide similar protection against rust, and such protection is superior to that obtained when using conventional biocides.

[0338] Example 14: Water systems for toilets and / or washing facilities For public and private toilets, baths, and washing facilities, adding 0.1 - 1% to the water stream reduces exposure to pathogenic and potential pathogens. This test is performed by spot-wise periodic sampling and tested in incubation sample vials for the LuminUltra® test.

[0339] For example, a commercially available product for use in a water system used in toilets, washing facilities, or public baths to combat microbial attack and growth of Legionella bacteria is modified by replacing (or substituting) 1 - 5% (by weight) of the quaternary ammonium compound benzalkonium chloride with N-butyldiethanolamine.

[0340] Samples containing N-butyldiethanolamine are subjected to the LuminUltra® test for quantifying the biocidal function as described in Example 6 and compared with two controls, namely MIT and BIT, soap without N-butyldiethanolamine, and a disinfection solution containing the usual content of benzalkonium chloride. This test is performed at 32 °C incubation using selected typical contaminating species.

[0341] The results show a biocidal effect of N-butyldiethanolamine equivalent to that of benzalkonium chloride and excellent protection against rust.

[0342] Example 15: Gels and nanomaterials The gel and the nanomaterial are provided by using water containing 0.1 to 1.0% of the additive described herein to prevent the formation and development of microorganisms within the colloidal structure or on the surface of the nanomaterial. The biocidal action test is carried out as required for special application (medical, chemical, or food-related) requirements (Examples 3 to 6).

[0343] Example 16: Dispersion of polymer / high MW material Dispersions of polymers and other high molecular weight materials are protected by adding 0.1 to 2% of the additive directly to the material at a selected point in the manufacturing process. If bacterial attack has already occurred during the intermediate period without preventive measures, the addition of hydrogen peroxide promotes the rapid killing of microorganisms but also tends to degrade the additives described here. Therefore, the amount has to be adjusted appropriately in such cases. Here, the LuminUltra® test (Example 6) is carried out by sampling the corresponding reagent into the relevant delivery vial and incubating it.

[0344] The recipe of the styrene-butadiene-rubber (SBR) emulsion is changed by replacing (or substituting) a commercially available biocide(s) (e.g., MIT and / or BIT) with N-butyldiethanolamine, which can further include pH adjustment for the formulation, improvement of the stability of the micelles, and reduction of the overall VOC emissions.

[0345] Samples containing N-butyldiethanolamine are subjected to the LuminUltra® test for quantifying the biocidal function as described in Example 6 and compared to two controls, namely an emulsion containing N-butyldiethanolamine and a soap containing a normal biocide package. This test is carried out at an accelerated incubation of 32 °C using selected contaminating microbial species present in the manufacturing environment or the application treatment environment.

[0346] The results show a biocidal effect of N-butyldiethanolamine that is equivalent or better than that of a normal biocide package.

[0347] Example 17: Aqueous Emulsion The aqueous emulsion is protected by adding 0.1 - 2% additive. Emulsions made from oils and fatty acids of biological origin are particularly well - suited, but oil / oil / water emulsions for lubrication, heat transfer, or hydraulic purposes are also well - protected thereby. For skin contact, no component should have allergens or act as a plasticizer and penetrate not only polymer or rubber gloves but also the epidermis itself. The biocidal action test is carried out, for example, by the method of LuminUltra® (Example 6).

[0348] Example 18: Suspension The suspension in water is protected by adding 0.1 - 2% of the aforementioned additive to the aqueous phase, and again, the stabilization and stability of the suspension are positively affected. The test for long - term biocidal protection is carried out as the LuminUltra® test with an accelerated, nutrient - enhanced growth rate (Example 6).

[0349] The recipe of the stabilized suspension is changed by replacing (or substituting) the commercially available biocides MIT and BIT with N - butyldiethanolamine, which can further include pH adjustment for the formulation, improvement in the stability of surfactant - protected suspension micelles, and reduction in the overall VOC emissions in the suspension.

[0350] Samples containing N - butyldiethanolamine are subjected to the LuminUltra® test for quantifying the biocidal function as described in Example 6 and compared with two controls, namely an aqueous emulsion containing N - butyldiethanolamine and an aqueous emulsion containing a normal biocide package. This test is carried out at an accelerated incubation of 32°C using selected contaminant microbial species present in the manufacturing environment or the application - treatment environment.

[0351] The results are equivalent to a normal biocide package and show a better biocidal effect of N-butyldiethanolamine. The test for long-term biocidal protection is carried out as the LuminUltra® test, which is accelerated and carried out at an enhanced growth rate with nutrients (Example 6).

[0352] Example 19: Dispersions, emulsions, and suspensions Combined products that are dispersions, emulsions, and suspensions by virtue of being a mixture of compounds are protected against attack by microorganisms by adding 0.1 - 2% of the aforementioned additives to the aqueous phase. Here, pH stabilization against amphoteric reactions further contributes to the stabilization of the micelles formed by the van de Wall electrocomplex in the aqueous phase. The biocidal tests are carried out as accelerated tests using, for example, the LuminUltra® device (Example 6).

[0353] Samples containing N-butyldiethanolamine are subjected to the LuminUltra® test for quantifying the biocidal function as described in Example 6 and compared with two controls, namely an aqueous emulsion containing N-butyldiethanolamine and an aqueous emulsion containing a normal biocide package. This test is carried out at an accelerated incubation at 32 °C using selected contaminating microbial species present in the manufacturing environment or the application treatment environment.

[0354] The results are equivalent to a normal biocide package and show a better biocidal effect of N-butyldiethanolamine. The test for long-term biocidal protection is carried out as the LuminUltra® test, which is accelerated and carried out at an enhanced growth rate with nutrients (Example 6).

[0355] Example 20: Paints and coatings Paints and coatings are protected by adding 0.1 - 2% of the additives described in this specification and by maintaining a binder system (based on either a dispersion or an emulsion type binder). This method of biocidal action and long - term in - can protection is particularly beneficial in fields using bio - sourced recyclable polymers or polymers based on starch, polylactic acid, lignin, or cellulose dispersed in water. Thereby, adapting viscosity - control additives, drying accelerators, anti - sag agents, and coloring additives is done either before or after the final formulation. In most cases, the primary binder dispersion is first protected by its supplier. Stability tests and biocidal action are carried out by methods standard for the application in question.

[0356] The starting formulation of a typical paint recipe is, for example, as follows.

Table 7

[0357] Here, the can biocide is replaced with 0.3% N - butyldiethanolamine. The samples are subjected to the LuminUltra® test to quantify the biocidal function as described in Example 6 and compared to two controls, namely a paint containing N - butyldiethanolamine and a paint containing a normal can biocide package. This test is carried out at an accelerated incubation of 32 °C using contaminating microbial species present in the manufacturing environment or in the open, everyday application - treatment environment.

[0358] Example 21: Lacquer Water - based dispersion - based lacquers of polymers and / or resins are protected by adding 0.1 - 2% of additives. The test for biocidal action is carried out according to the standard procedure for the product in question and essentially follows the outline of Example 20.

[0359] Example 22: Aqueous Ink Add 0.1 - 2% of moisture to the water - based ink. Since the additives mentioned have a high boiling point (275 °C), they are odorless and provide a high - temperature boiling nozzle functionality with a prominent self - cleaning effect. The biocidal action test follows the standard procedure of the product in question.

[0360] The ink based on the PVB dispersion is prepared by replacing 0.5% of the MIT / BIT biocide with N - butyldiethanolamine. The samples are subjected to the LuminUltra® test for quantifying the biocidal function as described in Example 6 and compared with two controls, namely, a paint containing N - butyldiethanolamine and a paint containing a biocide package for normal cans. This test is carried out at an accelerated incubation of 32 °C using the contaminating microbial species present in the manufacturing environment or the applied treatment environment of the open ink.

[0361] Example 23: Release - type functional coating The release - type functional coating that functions as a temporary shield for the base metal, building, or glass structure is similarly protected by 0.1 - 2% of the aforementioned additives. The biocidal action test follows the standard procedure of the product in question and essentially follows the outline of Example 22.

[0362] Example 24: Pre - coat for carpets The pre - coat for carpets is composed of a complex mixture in which a polymer binder is dispersed or emulsified and combined with mineral fillers, antistatic agents, rheology modifiers, colorants, and foaming surfactants, and is preserved by adding 0.1 - 3% of the additive before applying it to the carpet backing. This remains in the pre - coat and constitutes protection against bacteria, fungi, yeasts, and molds over a long period. Since the pre - coat itself is force - dried at a high temperature, the biocidal test is limited to the open time of the raw pre - coat composition. This means that the LuminUltra® test (Example 6) is appropriate.

[0363] In a precoat composition containing SBR (styrene-butadiene rubber), the biocide MIT / BIT system was replaced with 0.5% NBDA having the same performance as the original. Also, precoats based on PVB dispersions, plastisols, and natural latex / gum species similarly showed favorable biocidal protection.

[0364] Example 25: Glue and Adhesive Adhesives and adhesives made based on aqueous dispersions, emulsions, suspensions, and combinations thereof are also similarly protected by adding 0.1 - 2% of the aforementioned additives. This also provides protection for a certain long-term adhesion zone. The LuminUltra® method (Example 6) for quantifying residual biological activity is well-suited for testing the products.

[0365] Example 26: Wood Impregnation Wood impregnation based on a water-based compound system is protected by adding 0.1 - 3% of the aforementioned additives, whereby after drying, the biocidal residue impregnates the wood fibers under diffusion, capillary action, and wetting. For archaeological purposes, preservation in water benefits from this biocidal effect, as it allows for the exchange of water with the preservation fluid and polymer over a long period. The LuminUltra® method (Example 6) for quantifying residual biological activity is well-suited for testing the products.

[0366] Example 27: Impregnation of Paper, Cardboard, etc. The impregnation of paper, cardboard, as well as packaging foils, boxes, and containers is important to avoid mold accumulation, odor, and the growth of unwanted microorganisms caused by leakage or poor storage conditions. Here, 0.1 - 2% of the additive is added to the paper pulp, either added to the cellulose-based fibers for impregnation or added to starch / modified starch used as a pulp binder. The LuminUltra® method for quantifying residual biological activity is well-suited for testing the products.

[0367] Example 28: Spray Disinfection Spray disinfection of trucks, cars, trains, airplanes, pallets, and shipping containers is performed by diluting 0.1 - 2% additives in water, with or without the addition of surfactants, emulsifying waxes, etc. This water bath may be recirculated through a centrifugal filter and further treated with high-density ultraviolet irradiation. The LuminUltra® method for quantifying residual biological activity is well-suited for product testing.

[0368] Example 29: Disinfection of Public Areas Public areas with microbial contamination are disinfected by spray method using 0.1 - 5% additives in water. Also, surfactants and fragrances may be added here. The LuminUltra® method (Example 6) for quantifying residual biological activity is well-suited for product testing.

[0369] Example 30: Recirculated Water from a Car Wash Station Treatment of recirculated water from a car wash station for cars, trucks, and other vehicles in a car wash tunnel is carried out by adding 0.1 - 1% of the aforementioned additives in water, with or without soap, surfactants, or emulsifying waxes. The LuminUltra® method (Example 6) for quantifying residual biological activity is well-suited for product testing.

[0370] Example 31: Foam Application In foam application, dispersions, emulsions, or other formulated aqueous blends are used. Here, 0.1 - 2% additives protect against microbiological degradation, and a given very large surface (prone to easy contamination) is better protected by foaming. The LuminUltra® method (Example 6) for quantifying residual biological activity is well-suited for product testing.

[0371] Example 32: Antiviral Effect Viruses of different origins are hindered by the biocidal action of the aforementioned additives. Products for virus reduction are prepared using 2 - 5% of the aforementioned additives and are provided as a wet application by spray, cloth, or sponge, or as a combined product using conditioners such as quaternary ammonium compounds, disinfecting alcohols, anionic surfactants, and glycerol. The method of LuminUltra® (the virus detection mode is also integrated and included in this method) for quantifying residual biological activity is well - suited for testing the products (for example, see https: / / www.prnewswire.com / news - releases / luminultra - files - patent - for - the - worlds - first - rapid - on - site - covid - 19 - wastewater - testing - solution - 301156908.html;https: / / www.luminultra.com / covid - 19 - testing / surface - testing / ).

[0372] Example 33: Treatment of Drinking Water Preventive treatment of drinking water for storage in tanks, drums, or other containers for temporary use in situations where direct access to proper water supply is not easy: The active ingredient N - butyldiethanolamine described herein is directly added to water at 0.01 - 1%. If the water is not contaminated at the start, 0.01 - 0.2% is added, and if it is contaminated, 0.2 - 1% is added. The treated contaminated water is spot - tested after 24 - 72 hours, and if necessary, 0.01 - 0.5% hydrogen peroxide is further added. Due to the decomposition of the peroxide and N - butyldiethanolamine, the post - functional treatment level is less than 0.2%. The LD50 toxicity in rats, which is 4250 mg / kg, requires a 75 - kg human to consume 319 grams, corresponding to the direct consumption of over 150 kg of water. In this way, chlorine dioxide, hypochlorite solutions, and electrolytically generated chlorine gas are substituted in a safer way. The LuminUltra® method for quantifying residual biological activity is well - suited for testing the products.

[0373] Example 34: Toothpaste In the case of toothpaste, generally, the disinfecting functions of 0.5% sodium lauryl sulfate and 0.5% sodium benzoate are used. Here, the same concentration of 0.5% of the active ingredient of this patent serves as a substitute for sodium benzoate. Further, by well-known practices, the colloidal dispersion / emulsion / gel is stabilized physically and also by pH buffering.

[0374] Modify the recipe of a commercially available toothpaste containing benzoate (e.g., 0.5%) by replacing (or substituting) the benzoate with N - butyldiethanolamine at the same concentration (weight ratio), whereby pH adjustment can be included.

[0375] The pH adjustment can be carried out according to Example 4.

[0376] Subject a sample containing N - butyldiethanolamine to tests for quantifying the biocidal function and compare it with two controls, namely, a toothpaste without benzoate and N - butyldiethanolamine, and a toothpaste containing benzoate.

[0377] The results show a biocidal effect of N - butyldiethanolamine that is equivalent to or even better than that of benzoate.

[0378] Example 35: Skin care and / or face care products The preservation of skin and face care products is always necessary, especially in partially aqueous cosmetics, because harmful and allergen - forming bacteria, yeasts, fungi, and molds can occur. The preservation function is necessary in two directions: to protect the product itself against degradation and to protect the skin and face treated with the substance from in - situ infection and sensitization.

[0379] The use of sodium benzoate, parabens, and benzyl alcohol can be substituted in equal amounts by the active ingredients described in this patent. Further, by calculation of the composite product, the active ingredients can be reduced so as to cover only the aqueous phase.

[0380] MIT, CMIT, hydantoin, urea imidazolidinyl, and diazolidinyl urea, isobutyl paraben, isopropyl paraben already have problems and are regulated, while propyl and butyl parabens are only regulated for children's products.

[0381] Benzyl alcohol, which also functions as a fragrance, may cause allergies and can thus be avoided. Such products are further improved by the buffering action of amphoteric NBDA, which makes the pH stability of the cosmetics depend only on other additives. Tests of such products can be carried out by temperature acceleration tests and long-term incubation tests of contaminated samples and control reference substances tested by the LuminUltra® device and tATP measurement.

[0382] Modify the recipe of a commercially available skin or facial moisturizing cream or similar cosmetic containing sodium benzoate, parabens, MIT, CMIT, hydantoin, urea imidazolidinyl and diazolidinyl urea, isobutyl paraben, isopropyl paraben, and benzyl alcohol by replacing (or substituting) the benzoates and commercially available biocides with N-butyldiethanolamine at the same concentration (weight ratio), thereby further including pH adjustment to improve skin compatibility with the formulation, thereby facilitating pH-neutral behavior and experience in the product.

[0383] A sample containing N-butyldiethanolamine is subjected to the LuminUltra® test for quantifying the biocidal function as described in Example 6 and compared to two controls, namely a cream containing benzoate, MIT and BIT, and N-butyldiethanolamine-free, and a cream containing benzoate and a normal biocide package. This test can advantageously be carried out at an incubation temperature of 32 °C, with the selected contaminating microbial species activated on the skin itself and with the opened or damaged package or container contaminated.

[0384] The results show a biocidal effect of N-butyldiethanolamine that is equivalent or even better than that of a normal biocide package, leading to a new range of formulations with less harmful components than those commonly used.

[0385] Example 36: Swimming pool: In the case of a swimming pool, 0.1 - 0.5% of the active components described herein are used as a direct substitute for other preservation or disinfection methods.

[0386] This can rapidly reduce the contamination of tubes and pumps in combination with treatment with hydrogen peroxide, and can further destroy the RNA of microorganisms in combination with frequently used UV sterilization. Combinations with chlorine products, iodine products, and metal ion-based products are not recommended, and this method replaces all previously used ones. Combinations with electrochemical methods are also to be avoided as the redox electrode process may result in degradation products, thereby reducing the efficiency of this method. The tests are carried out by comparing the temperature-accelerated and long-term incubation tests of contaminated samples and target reference substances tested by the LuminUltra® device and tATP measurement with reference substances treated in this way with conventional products. Furthermore, pH, rH, and nephelometer are recommended to ensure the chemistry, skin, and optical transparency of the water.

[0387] Modify the recipe of a commercially available biocide preservative for a swimming pool by replacing (or substituting) the chlorine compound with N - butyldiethanolamine at the same concentration (by weight), thereby further including pH adjustment to improve skin compatibility for the formulation, and thereby making the water preferable with respect to chemical reactions, odor, and / or taste.

[0388] A sample containing N - butyldiethanolamine is subjected to the LuminUltra® test for quantifying the biocidal function as described in Example 6 and compared to two controls, namely one without chloride salts and water containing a normal biocide package. This test can be advantageously carried out at an incubation of 32 °C using selected species of frequent contaminants from indoor or outdoor environments.

[0389] The results show a biocidal effect of N - butyldiethanolamine that is equivalent to or even better than that of the conventional chlorine - based solution.

[0390] Example 37: Hand sanitizer and / or skin disinfectant In hand sanitizers and disinfectant products for the skin and face, NBDA is used at a concentration of 0.1 - 1% to maintain and guarantee the preservation of the product in the opened form, thus widely replacing MIT and BIT. Testing of such products can be carried out by temperature - accelerated testing and long - term incubation testing of spiked contamination samples and control reference substances tested by the LuminUltra® device and tATP measurement. Here, furthermore, the pH - buffering action of amphoteric NBDA also enables formulations containing fewer and healthier ingredients.

[0391] The recipe of a commercially available hand cleanser containing sodium benzoate, parabens, MIT, CMIT, hydantoin, ureaimidazolidinyl and diazolidinyl urea, isobutylparaben, isopropylparaben, and benzyl alcohol is changed by replacing (or substituting) sodium benzoate and the commercially available biocides MIT and BIT with N-butyldiethanolamine at a similar concentration (weight ratio), thereby further including pH adjustment to improve skin compatibility with the formulation, thereby facilitating pH neutral behavior.

[0392] A sample containing N-butyldiethanolamine is subjected to the LuminUltra® test for quantifying biocidal function as described in Example 6 and compared to two controls, namely a hand cleanser containing benzoate, MIT and BIT, and N-butyldiethanolamine, and a hand cleanser containing benzoate and a normal biocide package. This test can advantageously be carried out at an incubation of 32 °C with the selected contaminating microbial species activated on the skin itself and with an opened or damaged package or container contaminated.

[0393] The results show a biocidal effect of N-butyldiethanolamine that is equivalent to or even better than a normal biocide package.

[0394] Example 38: Antibacterial Soap In antibacterial soaps, active ingredients such as NBDA are used as additives in the range of 0.1 - 3% for personal or hospital or facility healthcare workers. The soap is adjusted to be liquid or solid and in the formulation is tested by temperature acceleration tests and long-term incubation tests of contaminated samples and control reference substances tested by the LuminUltra® device and tATP measurement. In further washing tests of contaminated test pieces of contaminated microfiber cloth, bacterial growth is further tested on agar Petri dishes incubated for a long time at an optimal 32 °C.

[0395] Modify the recipe of a commercial soap by replacing sodium benzoate and the commercial biocides MIT and BIT with N - butyldiethanolamine at the same concentration (by weight), and thereby further include pH adjustment to improve the skin compatibility of the formulation, which can facilitate pH - neutral behavior.

[0396] Subject a sample containing N - butyldiethanolamine to the LuminUltra® test for quantifying the biocidal function as described in Example 6, and compare it with two controls, namely a soap without benzoate, MIT, BIT, and N - butyldiethanolamine, and a soap containing benzoate and the usual biocide package. This test is carried out at an incubation temperature of 32 °C with the selected contaminating microbial species attached to the skin itself and with the opened or damaged package or container being contaminated.

[0397] The results show a biocidal effect of N - butyldiethanolamine that is equivalent to or even better than that of the usual biocide package.

[0398] Example 39: NBDA Biocide as a Buffer and Stabilizing Additive Since NBDA has amphoteric properties, the resulting equilibrium mixture in water tends to buffer and stabilize the pH, and the improvement in the stability of the alkaline dispersion is very significant. Direct buffering with organic acids such as citric acid or sulfuric acid is also possible. Thereby, the micelles, which are a result of the phase inversion during the dispersion process, are stabilized by the zwitterions.

[0399] Example 40: Food Preservative Often, preservatives such as sodium benzoate, sulfites, nitrites, nitrates, and nitrosoamines are used in food. Also, butylated hydroxyanisole and butylated hydroxytoluene are widely used. For example, using the guidelines of Examples 3 - 6, substituting one or more of such food preservatives with NBDA is carried out using equivalent amounts, showing compatibility and suitable preservation effects (if plural) like the aforementioned preservative(s).

[0400] Example 41: In situ minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) against 10 indicator strains In a series of tests, it was concluded that the test substance shows broad - spectrum antimicrobial activity in the form of various concentrations of NBDA. The test substance was active against all the tested Gram - negative bacteria, Gram - positive bacteria, yeasts, and molds, which are the most common food - spoiling and pathogenic organisms, as well as organisms that cause spoilage in the pharmaceutical industry and cosmetics. Furthermore, its activity was shown by bacteriostatic activity (MIC) and bactericidal activity (MBC). Considering the ratio of the MIC values and MBC values of the test substance against all 10 indicator strains, this test substance can be regarded as a bactericidal and fungicidal agent.

[0401] For the test substance, the stock solution was 10%. [Table 8]

[0402] The results of the test are summarized in Table V. Here, it can be seen that NBDA is active (as a bacteriostatic agent) from 0.16%. [Table 9]

[0403] Test method Minimum inhibitory concentration (MIC) The minimum inhibitory concentration (MIC) is defined as the lowest concentration of an antimicrobial agent that inhibits the visible growth of microorganisms after standardized incubation. In this test, the MIC assay was performed using a pipetting robot. The basic principle is to culture an indicator microorganism with a defined cell density at one concentration per well in a row on a microtiter plate with a series of concentrations of the test compound. For bacteria and yeast, the minimum inhibitory concentration was detected as no increase in optical density (OD), and for mold, the microtiter plate was read visually. Each indicator organism was tested in duplicate, and the MIC was calculated as the average of the two quantifications. The concentrations of the antimicrobial substances tested were two-fold dilutions starting from 5%.

[0404] All indicator organisms (see Table 2) were pre-cultured in a suitable growth medium and diluted in the same medium to obtain a final concentration of approximately 1×103 cfu / ml in the assay. The microtiter plate was incubated under specific incubation conditions (see Table III).

[0405] Minimum bactericidal concentration (MBC) Even if no growth is detected in the MIC test, the microorganisms may have survived the treatment. That is, the microorganisms were only prevented from growing, not killed. To test for survivors, MBC plates were then prepared from the MIC plates. After 48 hours, replica microtiter plates were prepared, and the contents of each well of the MIC plate were diluted 10-fold with fresh growth medium in the MBC plates. The MBC plates were incubated at the optimal growth temperature of the test organism, and growth was monitored after 24, 48, and 72 hours. The minimum bactericidal concentration is defined as the lowest concentration at which no growth occurs, i.e., survivors do not transfer from the MIC to the MBC plates.

Table 10

[0406] Minimum inhibitory concentration (MIC) The minimum inhibitory concentration (MIC) is defined as the lowest concentration of an antimicrobial agent that inhibits visible growth of microorganisms after standardized incubation. In this study, the MIC assay was performed using a pipetting robot. The basic principle is to culture an indicator microorganism with a defined cell density at one concentration per well in a row on a microtiter plate with a series of concentrations of the test compound. For bacteria and yeast, the minimum inhibitory concentration was detected as no increase in optical density (OD), and for mold, the microtiter plate was visually read. Each indicator organism was tested in duplicate, and the MIC was calculated as the average of the two quantifications. The concentrations of the antimicrobial substances tested were two-fold dilutions starting from 5%.

[0407] All indicator organisms (see Table 2) were pre-cultured in a suitable growth medium and diluted in the same medium to obtain a final concentration of approximately 1×103 cfu / ml in the assay. The microtiter plate was incubated under specific incubation conditions (see Table 3).

[0408] Minimum bactericidal concentration (MBC) Even if no growth is detected in the MIC test, there is a possibility that the microorganisms survived the treatment. That is, the microorganisms were only prevented from growing, not killed. To test for survivors, MBC plates were then prepared from the MIC plates. After 48 hours, replicate microtiter plates were prepared, and the contents of each well of the MIC plate were diluted 10-fold with fresh growth medium in the MBC plates. The MBC plates were incubated at the optimal growth temperature of the test organism, and growth was monitored after 24, 48, and 72 hours. The minimum bactericidal concentration is defined as the lowest concentration at which no growth occurs, i.e., survivors do not transfer from the MIC to the MBC plates.

[0409] The results are presented in Tables V, V(b), and V(c).

Table 11

Table 12

[0410] Example 42: Antiviral Activity To test the antiviral activity, two concentrations: 1% and 5% of NBDA were tested against three different representative types of viruses, and the viruses were exposed to the compounds in the form of NBDA for 60 seconds.

[0411] The test was carried out according to the ASTM E1052 Kill Time Screen test for the effectiveness of n-butyldiethanolamine, BT-SSA-01 (Shark Solutions Aps). The summary of the results is shown in Table VII.

[0412] In this test, although the requirements for being a formal disinfectant (requiring a log5 reduction) are not met, an obvious antiviral effect that has already been reached with 1% of NBDA and does not seem to be significantly improved with 5% is observed. The average log reduction is shown in the following table. For norovirus, it is in the range of 0.09 - 0.34.

[0413] A log reduction of 0.34 actually means that 54% of norovirus is removed in 60 seconds. Interestingly, norovirus is non-enveloped. This means it does not have a lipopolysaccharide sheet. The same is true for Covid. On the other hand, vaccinia is enveloped.

[0414] Therefore, the present invention shows the activity of NBDA against both enveloped and non-enveloped viruses. Norovirus is often the cause of diarrhea caused by contaminated fruits and vegetables, and this result shows that there is a significant effect even at low concentrations. [Table 13]

[0415] Example 43: Microbial Activity PT6 Screening in Premixed Paints The microbial activity regarding the in-can storage of paints was tested using three methods: ATP measurement, aerobic growth on agar plates, and anaerobic growth on agar plates under low air conditions. In this test, NBDA concentrations of 1, 2, and 5% were tested. As a conclusion, antimicrobial potential was revealed at all three concentrations. Furthermore, no significant dependence on concentration was shown in these specific tests. Details regarding ATP measurement: Tests and methods developed by Luminultra. Samples are taken from the test paint at a given time and the total amount of ATP is measured. The total amount of ATP is measured on the 7th and 30th days. After all ATP measurements, streak culturing of the test material on agar plates was carried out. Growth tests in aerobic and anaerobic environments were performed for 1 day and 14 days respectively. Test organism: Pseudomonas aeruginosa, ATCC 10145 The screening was continuously expanded, and as a result, three different tests were started individually. For further information, refer to the summary table in Table VIII.

Table 14

[0416] The commercial biocide used for the results presented in Table VIII is Vinkocide CMIK®. The acrylic paint is a standard EN152 (modified without PT6 biocide). P. aeruginosa is inoculated at a concentration of 200 μl into a 140 ml paint sample size in a sterilized "paint can-shaped" container. Shark Solution candidate A and the commercial biocide are added to the standard paint and mixed with a shaker. Each matrix was tested in duplicate (n = 2), and replicates without bacterial inoculation were added.

Table 15

[0417] The results in Table IX are marked, * indicating microbial contamination, ** indicating severe contamination that can lead to or a minor contamination that is considered not to continue to be a problem. * In the absence of, it indicates that no significant (sicgnificalt) contamination is observed. Overall limit of the test by the manufacturer: ATP 0 - 500: no contamination, ATP 500 - 1000: not significant but can lead to contamination, ATP > 1000: contamination. The anaerobic growth on the 30th day is inoculated on the 20th day and measured on the 31st day.

[0418] Example 44: Long - term in - can storage test As seen in Figures 1 - 4, NBDA as the sole biocide at a concentration of 0.5% shows consistent long - term results in the in - can storage of paints. The results indicate that 0.5% NBDA in the paint as the sole active ingredient for in - can storage gives favorable results over time for at least 1 year, to the same extent as in - can storage with 0.5% NBDA and 0.5% hydrogen peroxide.

[0419] Example 45: Quantitative test for the evaluation of bacterial activity Effectiveness test of product N - butyldiethanolamine against bacteria for the evaluation of bactericidal activity. The test was carried out according to EN 1276, 2019: Chemical disinfectants and antiseptics: Quantitative suspension test for the evaluation of bactericidal activity of chemical disinfectants and antiseptics used in food, industrial, domestic, and institutional areas: Test methods and requirements.

[0420] The test was carried out on four different bacterial strains with contact times of 5 minutes and 60 minutes respectively: ●Pseudomonas aeruginosa, ATCC 15442 (Gram - negative) ●Escherichia coli, ATCC 10536 (Gram - negative) It should be noted that there is a misspelling "sicgnificalt" in the original text which is retained as it is in the translation. ●Staphylococcus aureus, ATCC 6538 (Gram-positive) ●Enterococcus hierae, ATCC 10541 (Gram-positive)

[0421] Preparation Working cultures of test organisms Separate culture loops of microorganisms were inoculated into the growth medium TSB (tryptic soy broth). The cultures were incubated at 37 °C for 24 hours. Interfering substances Bovine serum albumin (final concentration 3 g / L) Neutralizing agent Polysorbate 80 (concentration 30 g / L) Procedure The method used was the dilution-neutralization method.

[0422] Testing 1 mL of the interfering substance was pipetted into a tube, 1 mL of the test suspension was added, and the mixture was shaken. After 2 minutes, 8 mL of the product test solution was added and the mixture was shaken. The solution was incubated at 20 °C for 5 minutes and 60 minutes, respectively.

[0423] After the incubation period, 1 mL of the mixed solution was transferred to a new tube, 1 mL of water and 8 mL of the neutralizing agent were added. After 5 minutes of neutralization time, 100 μL of the mixture was added to a Petri dish containing TSA medium. A further 100 μL was added to a tube containing 900 μL of 0.9% NaCl to prepare a serial dilution of 10^-5.

[0424] Experimental condition control (A) 1 mL of the interfering substance was pipetted into a tube, 1 mL of the validation suspension was added, and the mixture was shaken. After 2 minutes, 8 mL of water was added and the mixture was shaken. The solution was incubated at 20 °C for 5 minutes and 60 minutes, respectively. After the incubation period, 100 μL of the mixture was added to a Petri dish containing TSA medium.

[0425] Neutralizing agent control (B) 8 mL of neutralizing agent, 1 mL of water, and 1 mL of verification suspension were mixed in a tube. After a 5-minute neutralization time, 100 μL of the mixture was added to a Petri dish containing TSA medium.

[0426] Method Verification (C) 1 mL of interfering substance was pipetted into a tube, 1 mL of dilution solution and 8 mL of product test solution at the highest concentration were added, and mixed. The solution was incubated at 20 °C for 5 minutes and 60 minutes, respectively. After the incubation period, 1 mL of the mixed solution and 8 mL of neutralizing agent were added to a new tube. After a 5-minute neutralization time, 1 mL of verification suspension was added. After incubating at 20 °C for 30 minutes, 100 μL was added to a Petri dish containing TSA medium.

[0427] Incubate The mixture added to the agar plate was evenly distributed with a Drigalski spatula. The agar plate was incubated at 37 °C for 24 hours. After incubation, the number of viable bacteria (CFU) was counted. The test was performed in triplicate.

[0428] The same procedure was carried out for all test concentrations of the test contact time and the product.

Table 16

Table 17

Table 18

Table 19

[0429] Conclusion The purpose of this test was to demonstrate the biocidal activity of the product N-butyl-diethanolamine. In this test, the product was diluted with water to final concentrations of 1.5%, 3%, and 6%.

[0430] According to the standard EN 1276; 2019, a reduction of more than 5 log units is required to demonstrate biocidal activity.

[0431] Pseudomonas aeruginosa The log change in CFU in the bacterium Pseudomonas aeruginosa after incubation in the presence of N-butyldiethanolamine exceeds 5 log units at the tested contact time of 60 minutes and product concentration of 6%.

[0432] Escherichia coli The log change in CFU in the bacterium Escherichia coli after incubation in the presence of N-butyldiethanolamine exceeds 5 log units at the tested contact time of 60 minutes and product concentration of 6%.

[0433] Staphylococcus aureus The log change in CFU in the bacterium Staphylococcus aureus after incubation in the presence of N-butyldiethanolamine is below 5 log units at the tested contact time and product concentration.

[0434] Enterococcus hirae The log change in CFU in Enterococcus hirae after incubation in the presence of N-butyldiethanolamine is below 5 log units at the tested contact time and product concentration.

[0435] The evaluation of the test validity conditions meets all the criteria. This test is valid.

[0436] Example 45: Activity against wood-decaying basidiomycetes: EN 113, 2020: Durability of wood and wood-based products - Test methods against wood-decaying basidiomycetes. Evaluation of the biocidal effect of wood preservatives. The results are shown in Table XIV below.

Table 20

[0437] Evaluation of the results shown in Table XIV: The protection provided to the wood by the test preservative at a given concentration is considered sufficient in the following cases. a) The corrected average loss is less than 3.0% (m / m) b) There is no more than 1 test piece with a mass loss greater than 3.0% (m / m) and less than 5.0% (m / m) The toxicity values are expressed as the following two concentrations. a) The lowest concentration considered sufficient b) The next lower concentration than a) at which the wood is not sufficiently protected Treatment: The impregnation treatment was carried out on March 24, 2021, under the following conditions. Pre-vacuum treatment at 0.1 bar for 30 minutes. A pressure of 13 bar for 60 minutes. Product under test: Solvent: Water Type of wood: Sapwood of Scots pine (Pinus sylvestris L.) (average density 589 kg / m3) against brown rot fungi Beech (Fagus sylvatica L.) (average density 725 kg / m3) against white rot fungus (Coriolus versicolor) Conditioning period after treatment: 4 weeks in accordance with EN 113 (until a stable mass is obtained at 65% RH and 20 °C) Sterilization: Ionizing radiation (2 × 25 kGy). [Table 21]

[0438] Mass loss of test pieces for pathogenic control: Coniophora puteana (BAM Ebw.15): 40, 39, 44, 44, 41, and 46% Poria placenta (FPRL280): %, 22, 27, 20, 20, 23, and 27% Gloeophyllum trabeum (BAM Ebw.109): 35, 33, 33, 38, 38, and 41% Coriolus versicolor (CTB 863A): 39, 33, 22, 27, 23, and 32% Evaluation: For all test fungi, the acceptance criteria for weight loss in the pathogenicity control specimens are met. The results are shown in Table XV below. [Table 22] TIFF2025518000000029.tif 224159 TIFF2025518000000030.tif 58159 [Table 23] TIFF2025518000000032.tif 223159 TIFF2025518000000033.tif 76159 [Table 24] TIFF2025518000000035.tif 224159 TIFF2025518000000036.tif 97159 [Table 25] TIFF2025518000000038.tif 219159 TIFF2025518000000039.tif 93159

[0439] High concentrations of NBDA show strong results. The following table shows the results of impregnating the aqueous phase with 10% and 20% NBDA. Concentrations of at least 35% NBDA and / or APDEA and / or 2,2'-(octylimino)bisethanol are expected to show promising results. [Table 26] TIFF2025518000000041.tif158159

[0440] The protection provided to the wood by the test preservative at a given concentration is considered sufficient in the following cases. a) The corrected average loss is less than 3.0% (m / m). b) There is no more than 1 test piece with a mass loss greater than 3.0% (m / m) and less than 5.0% (m / m). The toxicity values are expressed as the following two concentrations. a) The lowest concentration considered sufficient b) The next lower concentration than a) at which the wood is not sufficiently protected

[0441] Example 46: Diluted NBDA in different PVB particle dispersions The amines selected from the stock samples were prepared from stock solutions prepared in the factory and sealed solutions provided with technical quality (95 - 99.9%).

[0442] Stock supplies of tap water, sterilized water, or deionized water were used at the points of reference.

[0443] The chemical systems used were MW, SX, MW2, SX2, FX6, which are varieties of SharkDispersion (trademark), and other experimental dispersions, which are basically the same PVB particle dispersions with a micelle-stabilized surfactant-based unique aqueous formulation of Shark Solutions Group, and are intended for use as adhesives and binders for paints (see Examples 1, 5, and 6).

[0444] Preparation Tertiary amines, water, and PVB dispersion were mechanically stirred with an IKA vertical fixed blade stirrer for 2 - 5 minutes for sampling. The conditions were industrially clean, which means that no special precautions for contamination prevention were taken other than normal cleanliness and dishwashing procedures between operations. The working temperature was 20 - 25 degrees Celsius, and all incubations were carried out in a thermostatic incubator oven at 32 degrees Celsius in Erlenmeyer flasks and open Petri dishes. However, contact with the samples was carried out carefully, using gloves and a breath screen, and performed under clean conditions to avoid additional contamination or cross - contamination.

[0445] ATP analysis: Before measuring the total ATP, the samples are shaken for 30 seconds with a mechanical mixer. 1 ml of each sample is used in the process of total ATP analysis. This protocol is provided by LuminUltra Technologies.

[0446] PVB dispersion Basically, all test dispersions are manufactured in the same way, and the differences are only in the additives and the origin / source of the waste (see Example 1). However, the specifications of SharkDispersions all have the same basic composition due to what the stability of the dispersion forces. On - site contamination of production batches can also vary depending on handling in flasks, IBCs, and tanks and different storage methods. In all production, the dispersions before treatment with tertiary amines are pasteurized at a low temperature for several minutes at a general production temperature + 90 degrees.

[0447] Since it was important to demonstrate the easy use of the present invention, it was based on what seemed to be standard production using typical and expected values of biological contamination commonly recognized in a general industrial environment.

[0448] In the inventors' interpretation, the promoting / suppressing effect of the biocide as described in the present invention is not expected or foreseeable.

[0449] SX: SharkDispersion SX(tm) is a standard PVB dispersion prepared focusing on the allowable range of formulation. Chemical name: Recycled PVB, polyvinyl butyral, poly[(2 - propyl - 1,3 - dioxane - 4,6 - diyl)methylene] Chemical family: Polymer, dispersion, mixture Manufacturer: Shark Solutions BVBA (Belgium), derived from 100% recycled materials

[0450] FX: The SharkDispersionFX series are basically the same, but with slightly different degrees of cross-linking and are made with the same description. Chemical name: Recycled PVB, polyvinyl butyral, poly[(2-propyl-1,3-dioxane-4,6-diyl)methylene] Chemical family: Polymer, dispersion, mixture Manufacturer: Shark Solutions BVBA (Belgium), derived from 100% recycled materials

[0451] The SharkDispersionWX series are manufactured using additives that enhance the water resistance of the dry film for various end applications. Chemical name: Recycled PVB, polyvinyl butyral, poly[(2-propyl-1,3-dioxane-4,6-diyl)methylene] Chemical family: Polymer, dispersion, mixture Manufacturer: Shark Solutions BVBA (Belgium), derived from 100% recycled materials Components and WT of all PVB dispersions

Table 27

[0452] The dispersion is not considered as a single chemical substance, but as a heterogeneous dispersion system having two phases. Here, both the aqueous phase as prepared and the PVB that has been carefully washed provide an excellent growth medium for bacteria, fungi, and algae. Therefore, the dispersion is a convenient simulation of other mixtures that are often manufactured in some of the situations exemplified.

[0453] The biocidal effectiveness of NBDA in different PVB dispersions was measured as described above. Incubation was carried out at 32 °C, and samples were tested 1 day after addition of NBDA (abbreviated as 1d in Table XX), 1 week after (abbreviated as 1wk in Table XX), and after 1, 3, 6, and 9 months (abbreviated as mo in Tables XX, XXI, and XXII). The same results are shown in Figures 5 and 6.

Table 28

Table 29

Table 30

[0454] Since PVB is a product recovered from landfill and other waste sources as glass reprocessing, it contains some contaminants of unknown biological origin.

[0455] The inventors of the present invention have surprisingly discovered that the family of NBDA, APDEA, 2,2'-(octylimino)bisethanol, and other tertiary amines provides the same shelf life, appearance, and protection as MIT / BIT / CMIT and other widely used commercial biocides, and have shown a cost-effective, efficient, and non-toxic method for achieving this result.

[0456] The family of NBDA, APDEA, 2,2'-(octylimino)bisethanol, and other tertiary amines were not recognized for such a degree of biocidal effect, so these results obtained from this example and other examples disclosed in this application are surprising. Since the aqueous dispersion of PVB is in the same lineage as many other water / oil-based emulsions, dispersions, suspensions, and other heterogeneous combinations as a dispersed solid in a liquid, it is expected that this surprisingly effective, efficient, and non-toxic compound will be widely used as a biocide.

[0457] Example 47: Diluted APDEA in Different PVB Particle Dispersions To demonstrate the surprising biocidal effect shown by APDEA, solutions of APDEA were diluted to two different concentrations of 0.5% and 1% and tested with different PVB particle dispersions.

[0458] The biocidal effectiveness of APDEA in different PVB dispersions was measured as described in Example 46 above. Incubation was carried out at 32 °C and samples were tested 1 day after addition of APDEA (abbreviated as 1d in Table XX), 1 week after (abbreviated as 1wk in Table XX), and after 1, 3, and 6 months (abbreviated as mo in Tables XXIII and XXIV). The same results are also shown in Figure 7.

Table 31

Table 32

[0459] As demonstrated by the results shown in Tables XXIII and XXIV compared to the results in Tables XX and XXII, surprisingly, it was demonstrated that APDEA, at the same concentration, corresponds to a non-toxic, efficient, and economical alternative to NBDA, has the same low VOC, and has the same biocidal efficiency in the same different applications.

[0460] Example 48: Diluted 2,2'-(octylimino)bisethanol in water and surfactant solution An experiment to test the biocidal efficiency of 2,2'-(octylimino)bisethanol was carried out without any additional biocide to demonstrate its efficiency as a biocide.

[0461] Solutions of 2,2’-(octylimino)bisethanol were added at two different concentrations, 0.50% and 1.00%, to two different solutions containing two different surfactants. The four different solutions were incubated at 32 °C and analyzed for microbial activity and microbial contamination using the LuminUltra® microbial monitoring system, with intracellular adenosine triphosphate cATP as a measure of microbial contamination (see Examples 1, 5, and 6). The results are summarized in Tables XXV and XXVI. Here, “additive” refers to 2,2’-(octylimino)bisethanol. [Table 33] [Table 34]

[0462] To further analyze the biocidal effect of 2,2’-(octylimino)bisethanol, solutions of 2,2’-(octylimino)bisethanol were added at two different concentrations, 0.50% and 1.00%, to a contaminated solution of a polyisocyanate crosslinking agent, incubated at 32 °C, and analyzed for microbial activity and microbial contamination using the LuminUltra® microbial monitoring system, with intracellular adenosine triphosphate cATP as a measure of microbial contamination. The results are shown in Table XXVII. [Table 35]

[0463] It can be seen that 2,2’-(octylimino)bisethanol is very effective as a biocide at the low concentration of 0.50% in all three test solutions and shows a long-term (at least 6 months) effect.

[0464] It can be concluded that 2,2’-(octylimino)bisethanol is very effective as the sole biocide additive even at a concentration of 0.5%. This tertiary amine is non-VOC because its boiling point is 319 °C, has a low solubility in water of 1.4 g / l, and provides a unique biocide additive for highly hydrophobic solutions / dispersions (e.g., hydrophobic paints, impregnations, or oil / fatty acid-based emulsions).

[0465] Description of the Drawings Figures 2 to 4 are graphs visualizing data on the long-term effectiveness of NBDA as an additive for paint storage cans. In each figure, data from 0.5% NBDA and 1% NBDA are shown and compared with data from 0.5% NBDA + 0.5% hydrogen peroxide and 1% NBDA + 0.5% hydrogen peroxide. In Figures 1 to 3, the development of the number of bacteria over time in the above additives at room temperature, 32 °C, and 60 °C, respectively, is shown. The starting point is a stained sample, i.e., a paint with a high initial number of bacteria. The same results are shown in Tables I, II, and III, respectively.

[0466] It can be seen that NBDA is as effective as NBDA + hydrogen peroxide over a long period at both NBDA concentrations at all three test temperatures. Alone, NBDA showed a slight dulling of the reduction in the number of bacteria from a more short-term perspective (about 1 month), but over time, NBDA reached the same level of the number of bacteria as the samples containing hydrogen peroxide at both 0.5% and 1%.

[0467] It can be concluded that NBDA is very effective as the sole biocide additive for in-can storage of paints even at a concentration of 0.5%.

[0468] Figure 5 is another set of graphs visualizing data on the long-term effectiveness of NBDA as an additive for in-can preservation of paints. The results shown are for the development of the number of bacteria over time in paint samples containing 0.5% NBDA alone and 0.5% NBDA + 0.5% hydrogen peroxide. The first sample in this set of data has a low number of bacteria, and it can be seen that 0.5% NBDA alone is as effective as 0.5% NBDA + 0.5% hydrogen peroxide in preventing bacterial growth in the paint sample.

[0469] Figure 6 shows a set of graphs regarding NBDA as the sole biocide in a PVB-based dispersion. In the experiment, NBDA was added to obtain 0.5% NBDA in various compositions (PVB-based dispersions).

[0470] Figure 7 shows a graph regarding the use of APDEA as the sole biocide at concentrations of 0.5 and 1 wt% with respect to the aqueous phase in the test product. It can be seen that APDEA shows an effect similar to that of NBDA.

Claims

1. Use of N-(3-aminopropyl)diethanolamine (APDEA) as a biocide, The biocide is, in the preparation of a bactericidal composition, a fungicidal composition, a spore-killing composition, an algicidal composition, an antiviral composition, or a microbiologically stable composition, one or more of the bactericidal agent, fungicidal agent, spore-killing agent, algicidal agent, antiviral agent, and microbial stabilizer (including any combination thereof). use.

2. The use according to Claim 1, wherein the biocide effect is provided by one or more of N-(3-aminopropyl)diethanolamine (APDEA), N-butyldiethanolamine (NBDA), and 2,2'-(octylimino)bisethanol.

3. The use according to claim 1 or 2, wherein N-(3-aminopropyl)diethanolamine (APDEA), N-butyldiethanolamine (CAS 102-79-4), and 2,2'-(octylimino)bisethanol are each provided, if present, in concentrations of 0.01 to 55.0% by weight, 0.1 to 40% by weight, 0.1 to 35% by weight, 0.1 to 5.0% by weight, 0.2 to 2.0% by weight, 0.4 to 1.5% by weight, or 0.5 to 1.0% by weight, respectively.

4. A composition or product for biocidal applications comprising N-(3-aminopropyl)diethanolamine (APDEA) as a biocide, wherein the composition or product is an impregnation liquid, personal care product, home care product, cosmetic, paint, adhesive, coating, solvent, spray, dispersion, emulsion, suspension, suspension emulsion, soap, detergent, household or industrial cleaning agent, paste, gel, lubricant, coolant, contact cooling system, aqueous system, adhesive, precoat, topcoat, peelable coating, primer, metal primer, paint, baked paint, wood preservative, coating for printed circuit boards, coating for single application, and coating for composite manufacturing of films, foils, woven or nonwoven fabrics, carpet backings, floor solutions, fiber binders, artificial turf, concrete sealer, dust binder, sound-dampening composite coating for use in building or site machinery systems, feed product, food, drug, or pharmaceutical, or an additive for any of the above, wherein the biocidal effect is provided by APDEA.

5. The composition or product according to claim 4, further comprising one or more of N-butyldiethanolamine (CAS 102-79-4) and 2,2'-(octylimino)bisethanol, wherein the biocide effect is provided by a combination of N-(3-aminopropyl)diethanolamine (APDEA) and one or more of N-butyldiethanolamine (CAS 102-79-4) and 2,2'-(octylimino)bisethanol.

6. The composition or product according to claim 4, wherein N-(3-aminopropyl)diethanolamine (APDEA) is present in an aqueous solution, and N-(3-aminopropyl)diethanolamine (APDEA) is present in an amount of 0.05 to 10% by weight or 10 to 35% by weight relative to the aqueous phase.

7. The composition or product according to claim 4, wherein the composition is a dispersion, emulsion, or suspension, or a vacuum impregnation liquid, a high-pressure impregnation liquid, or a paint-type impregnation liquid, or an impregnation liquid used in liquid-based impregnation techniques based on water, an organic solvent, a liquefied gas such as liquid carbon dioxide, or other nonpolar transport media.

8. The composition or product according to claim 4, wherein the composition or product is a product for impregnating structural elements of wood, wood layer structures, wood composites, gypsum, polystyrene foam, or concrete elements.

9. The composition or product according to claim 4, wherein the composition is an additive for preserving paint in a can.

10. The composition or product according to claim 4, wherein the composition contains N-(3-aminopropyl)diethanolamine (APDEA) as an additive for providing a microbial activity of less than 100 CFU / ml after one month to a paint or a target after application of the paint, and the N-(3-aminopropyl)diethanolamine (APDEA) is provided at a concentration of 0.1 to 35% by weight.

11. The composition or product according to claim 10, comprising N-(3-aminopropyl)diethanolamine (APDEA) as an additive for providing an antifungal effect to the paint or a target after application of the paint.

12. The composition or product according to claim 10, further comprising one or more of N-butyldiethanolamine (CAS 102-79-4) and 2,2'-(octylimino)bisethanol, wherein the biocide effect is provided by a combination of N-(3-aminopropyl)diethanolamine (APDEA) and one or more of N-butyldiethanolamine (CAS 102-79-4) and 2,2'-(octylimino)bisethanol.

13. The composition or product according to any one of claims 4 to 12, further comprising one or more peroxides selected from the group consisting of hydrogen peroxide, peroxides, stabilizing compounds, and any combination thereof, wherein the concentration of the one or more peroxides is 0.001 to 2.0% by weight.

14. A method for preventing the growth of bacteria and / or fungi in a solid material, wherein the method is A step of providing a composition comprising N-(3-aminopropyl)diethanolamine (APDEA), The steps include applying the composition to the solid material using a brush, paint roller, air gun, nebulizer, and impregnation liquid, wherein the impregnation liquid is for immersion, penetration, or high-pressure impregnation using a transport solvent. Includes, A method of application in which the application is carried out in one, two, or more identical or different application steps.

15. The method according to claim 14, comprising the steps of impregnating, sealing, or post-treating the solid material, thereby preventing the leaching, self-diffusion, or prolonged washout conditioned on time and weather.

16. The method according to claim 14, further comprising the addition of one or more of N-butyldiethanolamine (CAS 102-79-4) and 2,2'-(octylimino)bisethanol to the composition.

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