Method and composition for producing flexible polyurethane foam

Abstract

To provide a process of producing a polyurethane foam product, a polyurethane foam product pre-mix, polyurethane foam product formulation, and a polyurethane foam product.SOLUTION: The process of producing the polyurethane foam product includes contacting a halogen containing composition with a polyurethane foam product pre-mix. The polyurethane foam product pre-mix includes the halogen containing composition. The polyurethane foam product formulation includes a polyol component, an isocyanate component, and a halogen containing compound component. The polyurethane foam product is formed by the pre-mix having the halogen containing composition.SELECTED DRAWING: Figure 1

Description

[Technical Field]

[0001] The present invention relates to materials and methods for producing materials. More specifically, the present invention relates to polyurethane foam and premixes and methods for producing polyurethane foam and premixes. [Background technology]

[0002] Polyurethane foam is used in a wide variety of products. Such products exist in the automotive industry, the housing industry, other construction and manufacturing industries, and virtually everywhere else. Many of these known polyurethane foam products are manufactured by reacting polyisocyanates with polyols in the presence of additives.

[0003] One such additive is chlorofluorocarbon, commonly known as CFC. CFCs are used as blowing agents, which vaporize as a result of the exothermic reaction, forming polymerized masses and thus foam. CFCs are not immune to the drawback of reducing ozone in the stratosphere and creating environmental concerns.

[0004] The use of water as a blowing agent involves the production of CO2 from the reaction of the water with the polyisocyanate. Due to the environmental risks associated with the use of CFCs, the use of water as a blowing agent has become more common. However, the use of water as a blowing agent presents additional challenges.

[0005] Tertiary amine catalysts are known to be used to promote foaming when the foaming agent is water. These tertiary amine catalysts selectively promote foaming or gelation in the manufacture of polyurethane foam products. If too much of the foaming tertiary amine catalyst is present in the process, CO2 will escape from the polyurethane foam product as foam, and the structure of the polyurethane foam product will collapse, for example, resulting in a broken or poorly defined cellular structure.

[0006] The use of tertiary amine catalysts in the formation of polyurethane foam products has been undesirable due to the hazards of tertiary amines. Tertiary amines are malodorous and highly volatile. Furthermore, they can pose safety and toxicity concerns. Therefore, it is desirable that there be little to no emission of tertiary amines during use. To achieve this, known tertiary amine catalysts may contain isocyanate-reactive groups that can immobilize the amine catalyst in the polyurethane polymer. However, the resulting product may have undesirable properties, for example, it may substantially decompose under accelerated aging accompanied by high temperature and humidity. Alternatively, using low vapor pressure, high molecular weight amine catalysts may require the use of large amounts of catalyst, thereby making the manufacturing process prohibitively expensive.

[0007] Several known methods involve the use of additives for the manufacture of polyurethane products. For example, U.S. Patent No. 4,007140 discloses N,N′-bis(3-dimethylaminopropyl)urea as a low-odor catalyst, which is thereby incorporated herein by reference in whole. U.S. Patents No. 4,338408 and No. 4,433170 disclose additives structurally related to bis(dimethylamino)ethyl ether as foaming catalysts, which are each incorporated herein by reference in whole. U.S. Patents No. 5,508314, No. 5,559161 and No. 5,633293 disclose additives having amine catalysts containing a high amount of secondary alcohol to balance the activation of the active hydrogen-isocyanate reaction and the acceleration of the reaction between the isocyanate and the additive, which are each incorporated herein by reference in whole. The additives disclosed in the patents cited above do not improve wet aging properties.

[0008] U.S. Patent No. 5,859,079 discloses an additive having N,N'-bis(3-dimethylaminopropyl)urea and 3-dimethylaminopropylurea in a predetermined ratio for controlling the flowability, airflow, and force on the crushing properties of a polyurethane product, which is thereby incorporated herein by reference as a whole. U.S. Patent No. 6,114,403 discloses an additive having N,N'-bis(3-dimethylaminopropyl)urea and 3-dimethylaminopropylurea in a predetermined ratio for controlling the flowability and the percentage of continuous cell content of a rigid polyurethane foam product, which is thereby incorporated herein by reference as a whole. The additives disclosed in the patents cited above do not improve wet aging properties.

[0009] Known additives are used to manufacture water-foamed flexible polyurethane foam products. U.S. Patent No. 6,201,033 discloses an additive comprising tertiary aminoalkylurea and / or bis(tertiary aminoalkyl)urea in combination with either a tertiary amine gelling catalyst or a tertiary amine foaming catalyst, which is thereby incorporated herein by reference as a whole. U.S. Patent No. 6,232,356 discloses an additive comprising tertiary aminoalkylurea and / or bis(tertiary aminoalkyl)urea in combination with either a gelling catalyst or a foaming catalyst for improving the physical properties of the manufactured product, which is thereby incorporated herein by reference as a whole. The additives disclosed in the patents cited above do not improve wet aging properties.

[0010] U.S. Patent No. 6,858,654 discloses additives for catalyzing a polyurethane foaming reaction, including a gelling catalyst and a foaming catalyst, selected such that the resulting polyurethane foam product has low levels of volatile and / or malodorous material, and this specification is thereby incorporated herein by reference in whole. The identified additives are bis(aminoalkyl) ethers having a primary or secondary amine, an alkanol moiety, a primary amine moiety, or a ureido moiety derived from a primary amine moiety, substituted with a tertiary aminoalkyl. The additives disclosed in the above cited patent do not improve wet aging properties.

[0011] International Publication No. 2004 / 113410 (WO / 2004 / 113410) discloses an additive containing a quaternary ammonium alkoxide moiety and a tertiary amine group partially or completely neutralized with an acid compound, which is thus incorporated herein by reference in whole. The additive disclosed in International Publication No. 2004 / 113410 does not improve wet aging properties.

[0012] U.S. Patent No. 7,666,919 and No. 7,615,580 disclose methods comprising additives having catalysts that do not produce waste in the presence of ester alcohols or carbamates that enhance degradation properties after wet aging, and these specifications are incorporated herein by reference in their entirety, respectively. These additives are used in high concentrations (e.g., more than 1.0 parts per 100 parts of polyol, commonly referred to as pphp) to produce polyurethane having these properties, and the cost is exorbitant. Generally, the additives disclosed in the patents cited above and the other additives described above are not free from the drawback of not being able to produce polyurethane foam products with desired performance properties under wet aging conditions in an economical manner. [Prior art documents] [Patent Documents]

[0013] [Patent Document 1] U.S. Patent No. 4007140 [Patent Document 2] U.S. Patent No. 4338408 [Patent Document 3] U.S. Patent No. 4433170 [Patent Document 4] U.S. Patent No. 5508314 [Patent Document 5] U.S. Patent No. 5,559,161 [Patent Document 6] U.S. Patent No. 5633293 [Patent Document 7] U.S. Patent No. 5859079 [Patent Document 8] U.S. Patent No. 6114403 [Patent Document 9] U.S. Patent No. 6201033 [Patent Document 10] U.S. Patent No. 6,232,356 [Patent Document 11] U.S. Patent No. 6,858,654 [Patent Document 12] International Publication No. 2004 / 113410 [Patent Document 13] U.S. Patent No. 7666919 [Patent Document 14] U.S. Patent No. 7615580 [Patent Document 15] International Publication No. 2006 / 116456 [Patent Document 16] U.S. Patent No. 6,432,864 [Patent Document 17] U.S. Patent No. 6525107 [Patent Document 18] U.S. Patent No. 4394491 [Patent Document 19] International Publication No. 03 / 016373 [Patent Document 20] International Publication No. 01 / 58976 [Patent Document 21] International Publication No. 04 / 060956 [Patent Document 22] International Publication No. 03 / 016372 [Patent Document 23] International Publication No. 03 / 055930 [Overview of the Initiative] [Problems that the invention aims to solve]

[0014] A method for manufacturing polyurethane foam, a premix, a compound, and a product that avoids one or more of the above-mentioned drawbacks is desired in the field of the art. [Means for solving the problem]

[0015] In an exemplary embodiment, a method for producing a polyurethane foam product includes contacting a polyurethane foam product premix with a halogen-containing composition as defined below.

[0016] In another exemplary embodiment, the polyurethane foam product premix includes a halogen-containing composition.

[0017] In another exemplary embodiment, the polyurethane foam product formulation comprises a polyol component, an isocyanate component, and a halogen-containing composition.

[0018] In another exemplary embodiment, the polyurethane foam product is formed from a premix having a halogen-containing composition.

[0019] In another exemplary embodiment, the composition comprises at least one halogen-containing compound from a halogen-containing composition defined below, at least one silicone surfactant, and at least one glycol carrier.

[0020] Other features and advantages of the present invention will become apparent from the following more detailed description of preferred embodiments, which are incorporated together with the accompanying drawings illustrating the principles of the present invention.

[0021] Another aspect of the present invention relates to a foam manufactured according to any of the above aspects, wherein the foam is free of amine and chlorine-containing compounds as measured according to VDA 278. [Brief explanation of the drawing]

[0022] [Figure 1] A schematic diagram of the exemplary method described herein.

[0023] Wherever possible, the same reference number should always be used to represent the same part throughout the drawing. [Modes for carrying out the invention]

[0024] Exemplary methods for manufacturing polyurethane foam, premixes, formulations, and products are provided. Embodiments of the present disclosure enable manufacturers of polyurethane foam products to use more toluene diisocyanate in flexible molded foam products manufactured using an amine catalyst that does not produce emissions, enable manufacturers to improve product properties without changing processing equipment, enable the use of relatively easy-to-handle chemicals, and enable desired physical properties under ambient conditions and / or wet aging conditions.

[0025] Referring to Figure 1, in one embodiment, a method 100 for producing a composition includes providing a premix 101 (step 102). The premix 101 comprises a polyol component 109, a surfactant component 123, a foaming agent component 125, a crosslinking component 127, or a combination thereof. In one embodiment, the premix 101 comprises a solvent (e.g., when used to react a solid or semi-solid product) or the polyol component 109 without the solvent (e.g., when used to react a liquid product—in all cases the final product is a solid foam polymer). In one embodiment, the present invention includes the use of the halogen-containing composition in the presence of a tertiary amine catalyst blocked with a different acid to generate a retarding catalyst. A retarding catalyst means that the catalyst is substantially inactive in the initial stages of the polymerization method, thereby allowing the polymer mass to flow freely and completely fill the mold.

[0026] In one embodiment, the polyol component 109 comprises a polyether polyol and a copolymer polyol. In one embodiment, the premix 101 comprises about 10 parts (pphp) to about 100 pphp of a first polyol (e.g., the polyether polyol) per 100 parts of polyol in the polyol component 109, about 90 pphp to about 0 pphp of a second polyol (e.g., the copolymer polyol) in the polyol component 109, about 1.0 pphp to about 4.0 pphp of water in the foaming component 125, about 0.40 to about 1.20 pphp of a surfactant (e.g., a silicone surfactant) in the surfactant component 123, about 0.20 pphp to about 3.0 pphp of a crosslinking agent (e.g., diethanolamine, glycerin) in the crosslinking component 127, or a combination thereof. In one embodiment, the polyol component 109 includes, for example, a polyol for manufacturing semi-rigid or semi-flexible products for automobiles, such as instrument panels and / or interior components.

[0027] Other suitable polyols that can be used in accordance with the present invention include natural oil polyols or polyols obtained from renewable natural resources, such as vegetable oils. Polyols useful in the production of polyurethane foams from inexpensive and renewable resources are desirable in order to minimize the depletion of fossil fuels and other unsustainable resources. Natural oils consist of triglycerides of saturated and unsaturated fatty acids. One natural oil polyol suitable for use as a polyol according to the present invention is castor oil, which is a natural triglyceride of ricinoleic acid. Other natural oils need to be chemically modified to introduce a sufficient hydroxyl content to make them useful in the production of polyurethane polymers. There are two types of chemically reactive sites that can be considered when attempting to modify natural oils or fats into useful polyols: 1) unsaturated sites (double bonds); and 2) ester functional groups. Unsaturated sites present in oils or fats can be hydroxylated by epoxidation followed by ring opening or by hydroformylation followed by hydrogenation. Alternatively, transesterification can be used to introduce OH groups into natural oils and fats.

[0028] Chemical methods for producing natural polyols using the epoxidation pathway include reaction reactions requiring epoxidized natural oils, a ring-opening acid catalyst, and a ring-opening agent. Epoxidized natural oils include epoxidized vegetable oils and epoxidized animal fats. These epoxidized natural oils may be fully or partially epoxidized, and these oils include soybean oil, corn oil, sunflower oil, olive oil, canola oil, sesame oil, palm oil, rapeseed oil, tuna oil, cottonseed oil, safflower oil, peanut oil, linseed oil, and combinations thereof. Animal fats for epoxidation may include fish, animal fat, and lard. These natural oils are triglycerides of fatty acids that may be saturated or unsaturated, having diverse chain lengths from C12 to C24. These acids may be, for example, 1) saturated acids, e.g., lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, or lignoceric acid; 2) monounsaturated acids, e.g., palmitoleic acid or oleic acid; or 3) polyunsaturated acids, e.g., linoleic acid, linolenic acid, or arachidonic acid. Partially or completely epoxidized natural oils can be produced by reacting peroxy acids under suitable reaction conditions. Examples of peroxy acids used in the epoxidation of oils are described in International Publication No. 2006 / 116456 (WO 2006 / 116456 A1), which is incorporated herein by reference in whole. Ring-opening of the epoxidized oil with alcohol, water, and other compounds having one or more nucleophiles can also be achieved. Depending on the reaction conditions, oligomerization of the epoxidized oil may also occur. Ring-opening yields natural oil polyols that can be used in the manufacture of polyurethane products. In this hydroformylation / hydrogenation method, the oil is hydroformylated in a reactor filled with a hydrogen / carbon monoxide mixture in the presence of a suitable catalyst (typically cobalt or rhodium) to form an aldehyde, and the aldehyde is hydrogenated in the presence of a cobalt or nickel catalyst to form a polyol. Alternatively, natural oils and fatty polyols can be produced by transesterification with a suitable polyhydroxyl-containing substance using an alkali metal or alkaline earth metal base or salt as a transesterification catalyst.Natural oils or, selectively, any partially hydrogenated oils may be used in the transesterification process. Examples of oils include, but are not limited to, soybean oil, corn oil, cottonseed oil, peanut oil, castor oil, sunflower oil, canola oil, rapeseed oil, safflower oil, fish oil, seal oil, palm oil, tuna oil, olive oil, or any combination thereof. Polyfunctional hydroxyl compounds, such as lactose, maltose, raffinose, sucrose, sorbitol, xylitol, erythritol, mannitol, or any combination thereof may also be used.

[0029] Useful polyester polyols include those produced when dicarboxylic acids react with an excess of diol. For example, adipic acid, phthalic acid, or phthalic anhydride can react with ethylene glycol or butanediol to form polyester polyols. Alternatively, lactones can react with an excess of diol; for example, caprolactone reacts with propylene glycol.

[0030] One embodiment of the present invention provides the use of a halogen-containing composition of the present invention that produces a retarding catalyst in the presence of a tertiary amine catalyst blocked with a different acid. Such a catalyst is expected to produce a retarding effect that can be advantageous in flexible molded polyurethane foams. When producing flexible polyurethane foams, carboxylic acids are commonly added to the polyurethane formulation to suppress the catalytic activity of the tertiary amine and prevent a relatively rapid increase in viscosity, which enables more efficient mold filling operations, especially when molds with complex shapes and geometric shapes are required. This approach allows for the filling of small cavities and voids and minimizes the number of defective articles. The acids most commonly used for this purpose are monoacids, such as acetic acid, propionic acid, butanoic acid, hexanoic acid, 2-ethylhexanoic acid, and mixtures thereof. Other acids commonly used in applications requiring minimization of waste include carboxylic acids containing functional groups that can react with isocyanates to fix the carboxylic acid in the polyurethane polymer. Examples of such acids include glycolic acid, gluconic acid, or any other acid containing an isocyanate-reactive group. Dicarboxylic acids, tricarboxylic acids, and polycarboxylic acids may also be used. Such acids include malonic acid, maleic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, phthalic acid, isophthalic acid, and terephthalic acid. Other acids include those disclosed in U.S. Patent No. 6432864 and U.S. Patent No. 6525107 (both incorporated herein by reference) for the production of polyurethane foams. These acid-blocked amine catalysts are typically produced by combining tertiary amines with acids produced from organic cyclic anhydrides and glycols. The amount of acid-blocked tertiary amine catalyst may range from about 0.1 pphp to about 20 pphp of the foaming composition.

[0031] A suitable cell stabilizer (forming part or all of the surfactant component 123) includes, but is not limited to, a silicone surfactant, an anionic surfactant, or a combination thereof. In one embodiment, the cell stabilizer is a silicone surfactant that has no acyl group at all, for example, a polyalkylsiloxane, a polyoxyalkylene polyol-modified dimethylpolysiloxane, an alkylene glycol-modified dimethylpolysiloxane, or a combination thereof. In one embodiment, the silicone surfactant contains an acyl group. In one embodiment, the cell stabilizer is an anionic surfactant, for example, a salt of a fatty acid, a salt of a sulfate ester, a salt of a phosphate ester, a salt of a sulfonic acid, or a combination thereof. In one embodiment, the premix 101 and / or the polyurethane composition 115 contains the cell stabilizer in a suitable predetermined amount. Suitable quantities include, but are not limited to, any suitable combination, subcombination, range, or subrange within the ranges of approximately 0.1pphp to 20pphp, 0.1pphp to 10pphp, 0.1pphp to 5pphp, or any suitable combination, subcombination, range, or subrange within these ranges.

[0032] Suitable crosslinking agents (forming part or all of the crosslinking component 127) include, but are not limited to, low molecular weight compounds containing at least two parts, for example, a hydroxyl group, a primary amino group, a secondary amino group, an isocyanate group, and other active hydrogen-containing groups that are reactive with each other, or a combination thereof. In one embodiment, the crosslinking agent is a polyhydric alcohol (e.g., a trihydric alcohol, for example, glycerin or trimethylolpropane), a polyamine, or a combination thereof. In one embodiment where the crosslinking agent is a polyamine, the crosslinking agent is diethyltoluenediamine, chlorodiaminobenzene, diethanolamine, diisopropanolamine, triethanolamine, tripolanolamine, 1,6-hexanediamine, or a combination thereof. In one embodiment where the crosslinking agent is a diamine, the crosslinking agent contains 12 or fewer carbon atoms, 7 carbon atoms, or fewer than 7 carbon atoms. In one embodiment, blending (one or more) the crosslinking agent, for example, a low molecular weight crosslinking agent, with the polyol component increases hardness and promotes faster demolding. In one embodiment, the amount and / or concentration of the crosslinking agent (one or more) is increased or decreased, thereby increasing or decreasing the hardness, respectively. The amount of the crosslinking agent is typically in the range of about 0.10 pphp to about 20 pphp of the foaming composition.

[0033] In one embodiment, the premix 101 further comprises at least one chain extender, at least one pigment, at least one filler, at least one flame retardant, at least one auxiliary urethane gelling catalyst, at least one auxiliary urethane foaming catalyst (e.g., bis-dimethylaminoethyl ether) (e.g., in about 0.15 pphp) in addition to the foaming component 125, at least one transition metal catalyst, or a combination thereof. Furthermore, as described below, in some embodiments, the premix 101 comprises further components that are added, for example, as part of the premix 101, through any suitable procedure and / or in any suitable part of the method 100.

[0034] Suitable chain extenders include, but are not limited to, compounds having a hydroxyl or amino functional group, such as glycols, amines, diols, water, or combinations thereof. In one embodiment, the chain extender is ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, 1,4-butanediol, 1,3-butanediol, 1,5-pentanediol, neopentyl glycol, 1,6-hexanediol, 1,10-decanediol, 1,12-dodecanediol, ethoxylated hydroquinone, 1,4-cyclohexanediol, N-methylethanolamine, N-methylisopropanolamine, 4-aminocyclohexanol, 1,2-diaminoethane, 2,4-toluenediamine, or combinations thereof. The amount of the chain extender is typically in the range of about 0.10 pphp to about 20 pphp of the effervescent composition.

[0035] Suitable pigments include, but are not limited to, organic pigments, inorganic pigments, or combinations thereof. The pigments enable coloring (e.g., to match color grades), opacity (e.g., to conceal yellowing), or a combination thereof. In one embodiment where the pigment is an organic pigment, the pigment is an azo / diazo dye, phthalocyanine, dioxazine, carbon black, or a combination thereof. In one embodiment where the pigment is an inorganic pigment, the pigment is titanium dioxide, iron oxide, chromium oxide, or a combination thereof. The amount of the pigment is typically in the range of about 0.01 pphp to about 20 pphp of the foaming composition.

[0036] A suitable filler increases the density and load-bearing properties of the polyurethane foam. In one embodiment, the filler is barium sulfate, calcium carbonate, or a combination thereof. The amount of the filler may typically range from about 0 pphp to about 20 pphp of the foaming composition.

[0037] A suitable flame retardant reduces the flammability of the polyurethane foam. In one embodiment, the flame retardant is a chlorinated phosphate ester, a chlorinated paraffin, melamine powder, or a combination thereof. In one embodiment, the premix 101 and / or polyurethane composition 115 contains the flame retardant in a suitable amount. The suitable amount includes, but is not limited to, about 0 pphp to about 20 pphp, about 0 pphp to about 10 pphp, about 0 pphp to about 5 pphp, about 1 pphp to about 20 pphp, about 1 pphp to about 10 pphp, about 1 pphp to about 5 pphp, or any suitable combination, partial combination, range, or partial range thereof.

[0038] Referring again to Figure 1, the method 100 includes bringing the halogen-containing composition 105 into direct or indirect contact with the premix 101 (step 104). The contact between the halogen-containing composition 105 and all or part of the premix 101 (step 104) is carried out by any suitable procedure. In one embodiment, the halogen-containing composition 105 and the remainder of the premix 101 are blended over a predetermined period of time in a predetermined mixer (e.g., a mechanical mixer 131) at a predetermined blade rotation speed (e.g., about 6000 revolutions per minute), or a combination thereof.

[0039] In one embodiment, the method 100 is continued by mixing the tertiary amine catalyst component 113 into the catalyst composition 111, and then into the premix 101 (step 106). The mixing (step 106) is performed over a predetermined period of time (e.g., about 10 seconds) at a predetermined blade rotation speed (e.g., about 6000 revolutions per minute), or a combination thereof. In another embodiment, the tertiary amine catalyst component 113 is not included, and the catalyst composition 111 does not contain any tertiary amine. In one embodiment, the halogen-containing composition 105 is mixed with the catalyst composition 111 in addition to, or selectively from, contact with the premix 101 before the addition of the catalyst composition 111 (step 104).

[0040] The present invention relates to a polyurethane foam additive composition containing at least one halogen-containing compound. The halogen-containing compound is defined as a), b), c), d), e), f) and g) as follows. The above-mentioned at least one halogen-containing compound may be any single halogen-containing compound or combination of halogen-containing compounds as defined in a), b), c), d), e), f) and g).

[0041] In one embodiment, the halogen-containing compound is a) An acyl compound having the general formula [Cl-(CH2) n , n , m , n -CO] x -A, and includes the following families i) Ester [wherein, A is a RO- group, where R = linear or branched, saturated or unsaturated, substituted or unsubstituted C1~C 36 alkyl group, and its substituent is OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1~C 18 alkyl group, and x = 1 and y = 1]; ii) Ester and ester alcohol [wherein, A is a chemical group of the general formula -O-[CH2-CH2-O] n -H, and x = 1 and y = 1 and n = 1~700, or A is a chemical group of the general formula -O-[CH2-CH2-O] n -, and x = 2 and y = 1 and n =​​​​​​​​​-[CH2-CH(CH3)-O] m - is a chemical group and x=2 and y=1 and n and m are independently 1 to 700, or A is of the general formula -O-[CH2-CH(CH3)-O] n -O-[CH2-CH2-O] m -A chemical group of H, where x=1 and y=1, and n and m are independently between 1 and 700; iii) Esters and ester alcohols [wherein A is of the general formula -O-[(CH2) m -O] n -It is a chemical group of -H and x=1, y=1, n=1 to 700, and m=3 to 8, or A is of the general formula -O-[(CH2) m -O] n - is a chemical group and x=2, y=1, n=1 to 700, and m=3 to 8; iv) Polyesters and polyester alcohols [wherein A is the general formula M-(O - ) m [A chemical group, where M is a polyalcohol core or polyether polyol having functionalities equal to m=3~12, and x=1~12 and y=1]; v) Polyester and polyester alcohol [wherein A is the general formula -[O-(CH2)] t ] u -{CO-C6H4-CO-[O-(CH2) t -O] u} v - is a chemical group where t=2-6, u=1-6 and v=1-5, and the chemical group is obtained by reacting phthalic acid or terephthalic acid with a diol from the list of ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, tetramethylene glycol, pentamethylene glycol, and hexamethylene glycol, and x=2 and y=1]; vi) Amides and alkyl or dialkylamides [wherein A is a chemical group of the general formula R1R2N-, where R1 and R2 are independently H or linear or branched, substituted or unsubstituted, saturated or unsaturated C1-C] 36It is an alkyl group, where the substituents are OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1-C 18 [An alkyl group, and x=1 and y=1]; vii) Amides and amineamide compounds [wherein A is the general formula -NH-[CH2-CH2-NH] n -It is a chemical group of -H and x=1, y=1, and n=1 to 10, or A is of the general formula -NH-[CH2-CH2-NH] n - is a chemical group and x=2, y=1, and n=1 to 10, or A is of the general formula -NH-[CH2-CH(CH3)-NH] n -It is a chemical group of -H and x=1, y=1, and n=1 to 10, or A is of the general formula -NH-[CH2-CH(CH3)-NH] n - is a chemical group and x=2, y=1, and n=1 to 10; viii) Amides and amineamide compounds [wherein A is the general formula -NH-[(CM1M2)] m -NH] n -A chemical group of H, and x=1, y=1, n=1~10, and m=2~8, and M1 and M2 are independently H or Me, or A is of the general formula -NH-[(CM1M2) m -NH] n - is a chemical group, and x=2, y=1, n=1-10, and m=2-8, and M1 and M2 are independently H or Me; ix) Ketones and substituted ketones [wherein x=1 and y=1 to 6, and A is a substituted or unsubstituted alkyl or aryl group; where the alkyl group is linear or branched, substituted or unsubstituted C2 to C2] 36 It is an alkyl group, and its substituents are OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1-C 18 It is an alkyl group; the aryl group is aromatic or polyaromatic, allocyclic or heterocyclic, substituted or unsubstituted, monosubstituted or polysubstituted, where the substituent is C1-C12 Alkyl, OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1~C 18 [is an alkyl group]; and x) Amides and polyamides [wherein A is the general formula M-(NH] - ) m This is a chemical group, where M is a polyether main chain having functionalities equal to m=1 to 12, and x=1 to 12 and y=1.

[0042] In another embodiment, the halogen-containing compound is b) A salt of the general formula Cl-(CH2)-CO2M, where M is an alkali metal or alkaline earth metal, such as Na, K, Ca, Mg, or an alkylammonium salt of the general formula R1R2R3R4N, where R1, R2, R3, and R4 are each independently H, or saturated or unsaturated, substituted or unsubstituted C 1~16 It is an alkyl group, where the substituents are OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1-C 18 It is an alkyl group.

[0043] In another embodiment, the halogen-containing compound is c) Monosubstituted chlorobenzyl compounds having the general formula Cl-CH2-C6H4-Y or the general formula Cl-CH2-C6H 5-υ -Y υ A polysubstituted chlorobenzyl compound having [where υ = 1 to 5, preferably υ = 1 to 3]; in the above formula, Y is hydrogen; or Y is linear or branched, substituted or unsubstituted C1 to C 36 It is an alkyl group, where the substituents are OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1-C 18Y is an alkyl group; or Y is an aryl group, where the aryl group is monoaromatic or polyaromatic, allocyclic or heterocyclic, substituted or unsubstituted, monosubstituted or polysubstituted, where the substituent is C1-C 12 The alkyl, OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, and urea moiety -NHCONH2, where R′ and R″ are C1~C 18 It is an alkyl group; or Y is a -CO2R group, where R is a linear or branched, substituted or unsubstituted C2-C 36 It is an alkyl group, where the substituents are OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1-C 18 It is an alkyl group; or Y is -OR and R is an aryl group, where the aryl group is aromatic or polyaromatic, allocyclic or heterocyclic, substituted or unsubstituted, monosubstituted or polysubstituted, where the substituent is C1~C 12 R is an alkyl, OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, or R is a saturated or unsaturated, substituted or unsubstituted alkyl group, where the substituent is C1~C 12 Alkyl, OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1~C 18 It is an alkyl group; or Y=OH; or Y=-CONH2; or Y is -NHCONH2.

[0044] In another embodiment, the halogen-containing compound is d) General formula (A) α -(B) β -(C) χ It is a block or random oligomer or polymer, where α = 0 to 100; β = 1 to 100 and χ = 0 to 100, and A is type [ka] This is the acrylic acid portion, where R1 = H or CH3, and R2 is H or C 1~6 It is an alkyl group; or A is the maleic acid moiety of type -CH(CO2R2)-CH(CO2R2)-, where R2 is H or C 1~6 It is an alkyl group; or A is the maleic anhydride moiety -CH(COOOC)CH-; B is type [ka] The vinyl benzyl chloride portion is, and C is type [ka] This is the styrene portion.

[0045] In another embodiment, the halogen-containing compound is e) General formula [Cl-(A)-O] m A compound having -B, selected from the group consisting of the following: i) Monocarboxylic acid esters [wherein m=1 and B is the R-CO- moiety, where R=H or linear or branched, substituted or unsubstituted C1-C] 36 It is an alkyl group, and its substituents are OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1-C 18 It is an alkyl group, and A is -(CHR'') t -where t = 1 to 12, and R''' is a hydrogen atom or a -CH3 group; ii) Esters and ester acids of dicarboxylic acids and ester carboxylate salts [wherein m≧1 and B is type-OC-(CH2)] t -CO- or -OC-(CH2) t -COH or -OC-(CH2) t-COM is the dicarboxylic acid portion, where t=1 to 12; or B is the maleic acid or fumaric acid portion of type -OC-CH=CH-CO- or -OC-CH=CH-COH or -OC-CH=CH-COM; or B is the phthalic acid or terephthalic acid portion of type -CO-C6H4-CO- or -CO-C6H4-COH or -CO-C6H4-COM; or B is the type -CO-C6H4-{CO[O-(CH2) n ] m OOC-C6H4} r CO- or -CO-C6H4-{CO[O-(CH2) n ] m OOC-C6H4} r COH or -CO-C6H4-{CO[O-(CH2) n ] m OOC-C6H4} r COM is a polyester portion from phthalic acid or terephthalic acid, where n=2-6 and preferably 2, m=2-6 and preferably 2, and r=2-6 and preferably 2; or B is type-CO-Z-{CO[O-(CH2) n ] m OOC-Z} r CO- or -CO-Z-{CO[O-(CH2) n ] m OOC-Z} r COH or -CO-Z-{CO[O-(CH2) n ] m OOC-Z} r COM is a polyester portion derived from an aliphatic diacid, where n = 2 to 6 and preferably 2, m = 2 to 6 and preferably 2, and r = 2 to 6 and preferably 2, and Z = -OC-(CH2) t -CO-, where t=1 to 12, or Z is the maleic or fumaric acid portion of type -OC-CH=CH-CO-; M is an alkali metal or alkaline earth metal, such as Na, K, Ca, Mg, or an alkylammonium salt of general formula R1R2R3R4N, where R1, R2, R3 and R4 are each independently H, or saturated or unsaturated, substituted or unsubstituted C 1~16an alkyl group, wherein the substituent is OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2; and A is -(CHR″′) t -, where t = 1 to 12, and R″′ is a hydrogen atom or a -CH3 group]; iii) a tricarboxylic acid ester and a polycarboxylic acid ester and salts thereof [in the above formula, m ≧ 2, and B is a tricarboxylic acid or a polycarboxylic acid, such as citric acid (m = 3), isocitric acid (m = 3), aconitic acid (m = 3), propane-1,2,3-tricarboxylic acid, trimesic acid; a portion of polyacrylic acid, and polymethacrylic acid, and A is -(CHR″′) t -, where t = 1 to 12, and R″′ is a hydrogen atom or a -CH3 group]; iv) a monosulfonic acid ester [in the above formula, m = 1, and B is an R-SO2- moiety, where R = linear or branched, substituted or unsubstituted C1-C 36 alkyl group or aryl group, wherein the substituent is OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1-C 18 alkyl group, and A is -(CHR″′) t -, where t = 1 to 12, and R″′ is a hydrogen atom or a -CH3 group].

[0046] In another embodiment, the halogen-containing compound is f) a chloro compound having the general formula: (Cl) x R-Q, wherein R is a linear or branched, saturated or unsaturated C[[ID=e23]] 1~36 alkyl group randomly substituted with Cl, where the chlorine content is 5 to 70% by mass, and Q is H, or Q is OH-, or Q is -CONH2, or Q is a C 1~6 alkyl group, or Q is -OR; or R is a C 1~6 alkyl group, Q is an R′CO- group, and R′ is a linear or branched, substituted or unsubstituted C1-C36 an alkyl group, wherein the substituent is OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, wherein R′ and R″ are C1-C 18 an alkyl group; or Q is a R″CO2- group, wherein R″ is a linear or branched, substituted or unsubstituted C1-C 36 an alkyl group, wherein the substituent is OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, wherein R′ and R″ are C1-C 18 an alkyl group.

[0047] In another embodiment, the halogen-containing compound is g) a compound of the general formula [(Cl) x R] n -P, wherein in the above formula, x = 1 to 3 and preferably 1, R is a C 1~6 alkyl group and preferably a C3 alkyl group, and n = 1 to 10, and P is a linear or cyclic siloxane or polysiloxane group; or P is -Si(OR)3, and n = 1, and R is a C 1~6 alkyl group; or P is a tetrameric cyclic compound of the structure [RSiO]4, and n = 4, and R is a C 1~6 alkyl group and preferably a methyl group; or P is a polysiloxane of the type R3Si-O-{SiR2-O} m -{Si[(Cl) x R]-O} n -SiR3, wherein R is a C 1~6 alkyl group and preferably a methyl group, n = 1 to 10 and preferably 1 to 4 and m = 1 to 10 and preferably 1 to 4.

[0048] Suitable compounds include methyl chloroacetate, ethyl chloroacetate, propyl chloroacetate, butyl chloroacetate, pentyl chloroacetate, hexyl chloroacetate, heptyl chloroacetate, octyl chloroacetate, nonyl chloroacetate, decyl chloroacetate, undecyl chloroacetate, dodecyl chloroacetate, tridecyl chloroacetate, tetradecyl chloroacetate, pentadecyl chloroacetate, hexadecyl chloroacetate, heptadecyl chloroacetate, and octadecyl chloroacetate. Tate, Palmitrail chloroacetate, Stearyl chloroacetate, Oleyl chloroacetate, Nonadecyl chloroacetate, Arachidyl chloroacetate, Behenyl chloroacetate, Elucyl chloroacetate, Ceryl chloroacetate, Montanyl chloroacetate, Nonacosyl chloroacetate, Dotriacontyl chloroacetate, Gezyl chloroacetate, 2-Hydroxyethyl chloroacetate, Ethylene glycol-bis(chloroacetate), Ethylene glycol-mono(chloroacetate), Diethylene glycol -Bis(chloroacetate), diethylene glycol-mono(chloroacetate), triethylene glycol-bis(chloroacetate), triethylene glycol-mono(chloroacetate), polyethylene glycol-bis(chloroacetate), 1,3-propane glycol-mono(chloroacetate), 1,3-propane glycol-bis(chloroacetate), polypropylene glycol-mono(chloroacetate), polypropylene glycol-bis(chloroacetate), 1,4-tetramethylene glycol-mono(chloroacetate) (L), 1,4-tetramethylene glycol-bis(chloroacetate), poly(tetramethylene) glycol-monochloroacetate, poly(tetramethylene) glycol-bis(chloroacetate), propane-1-chloroacetate-2,3-diol, propane-1,2-bis(chloroacetate)-3-ol, propane-1,2,3-tris(chloroacetate), trimethylolpropane-mono(chloroacetate), trimethylolpropane-bis(chloroacetate), trimethylolpropane-tris(chloroacetate),Chloroacetic acid esters partially or completely esterified with the following polyhydroxyl compounds: 1,2,4,5-cyclohexanetetraol, pentaerythritol, mannitol, erythritol, glycerin, treitol, arabitol, xylitol, ribitol, sorbitol, galactitol, fusitol, iditol, inositol, boremitol, isomalt, maltitol, lactitol, polyglycitol, maltotriitol, maltotetraitol, arabinose, lyxose, ribose, xylose, ribulose, xyl Lose, deoxyribose, allose, altrose, glucose, mannose, idose, galactose, talose, fructose, psicose, sorbose, tagatose, bis[mono(2-chloroacetyl)-ethylene glycol]-terephthalate, bis[mono(2-chloroacetyl)-diethylene glycol]-terephthalate, bis[mono(2-chloroacetyl)-triethylene glycol]-terephthalate, bis[mono(2-chloroacetyl)-polyethylene glycol]-terephthalate, N-methyl-chloroacetamide, N,N- Dimethylchloroacetamide, N-ethyl-chloroacetamide, N,N-diethyl-chloroacetamide, N-propyl-chloroacetamide, N,N-dipropyl-chloroacetamide, N-butyl-chloroacetamide, N,N-dibutyl-chloroacetamide, N-pentyl-chloroacetamide, N,N-dipentyl-chloroacetamide, N-hexyl-chloroacetamide, N,N-dihexyl-chloroacetamide, N-heptyl-chloroacetamide, N,N-diheptyl-chloroacetamide, N-octyl-chloroacetamide N,N-dioctyl-chloroacetamide, N-nonyl-chloroacetamide, N,N-dinonyl-chloroacetamide, N-decyl-chloroacetamide, N,N-didecyl-chloroacetamide, N-undecyl-chloroacetamide, N,N-diundecyl-chloroacetamide, N-dodecyl-chloroacetamide, N,N-didodecyl-chloroacetamide, N-tridecyl-chloroacetamide, N,N-ditridecyl-chloroacetamide, N-tetradecyl-chloroacetamide, N,N-ditetradecyl-chloroacetamide,N-pentadecyl-chloroacetamide, N,N-dipentadecyl-chloroacetamide, N-hexadecyl-chloroacetamide, N,N-dihexadecyl-chloroacetamide, N-heptadecyl-chloroacetamide, N,N-diheptadecyl-chloroacetamide, N-octadecyl-chloroacetamide, N,N-dioctadecyl-chloroacetamide, N-palmytil-chloroacetamide, N,N-dipalmytil-chloroacetamide, N-stearyl-chloroacetamide, N,N-distearyl-chloroacetamide, N-oleyl- Chloroacetamide, N,N-dioleyl-chloroacetamide, N-nonadecyl-chloroacetamide, N,N-dinonadecyl-chloroacetamide, N-arachidyl-chloroacetamide, N-diarachidyl-chloroacetamide, N-behenyl-chloroacetamide, N,N-dibehenyl-chloroacetamide, N-erucyl-chloroacetamide, N,N-dielcyl-chloroacetamide, N-ceryl-chloroacetamide, N,N-diceryl-chloroacetamide, N-montanyl-chloroacetamide, N,N-dimontanyl-chloroacetamide Toamide, N-nonacosyl-chloroacetamide, N,N-dinonacosyl-chloroacetamide, N-dotriacontyl-chloroacetamide, N,N-didotriacontyl-chloroacetamide, N-(chloroacetyl)-ethylenediamine, N,N′-di(chloroacetyl)-ethylenediamine, N-chloroacetyl-diethylenetriamine, N,N″-di(chloroacetyl)-diethylenetriamine, N,N′,N″-tri(chloroacetyl)-diethylenetriamine, N-chloroacetyl-triethylenetetraamine, N,N″′-di(chloroa Cetyl)-triethylenetetraamine, N,N′,N″′-tri(chloroacetyl)-triethylenetetraamine, N,N′,N″,N″′-tetra(chloroacetyl)-triethylenetetraamine, N-(chloroacetyl)-1,3-propylenediamine, N,N′-di(chloroacetyl)-1,3-propylenediamine, N-chloroacetyl-di-(1,3-propylene)triamine, N,N″-di(chloroacetyl)-di-(1,3-propylene)triamine, N,N′,N″-tri(chloroacetyl)-di-(1,3-propylene)triamine,N-chloroacetyl-tri-(1,3-propylene)tetraamine, N,N″′-di(chloroacetyl)-tri-(1,3-propylene)tetraamine, N,N′,N″′-tri(chloroacetyl)-tri-(1,3-propylene)tetraamine, N,N′,N″,N″′-tetra(chloroacetyl)-tri-(1,3-propylene)tetraamine, chloromethylpropyl ketone, chloromethyl butyl ketone, chloromethyl pentyl ketone, chloromethyl hexyl ketone, chloromethyl heptyl ketone, chloromethyl octyl ketone, chloromethyl nonyl ketone Chloromethyl decyl ketone, chloromethyl undecyl ketone, chloromethyl dodecyl ketone, chloromethyl tridecyl ketone, chloromethyl tetradecyl ketone, chloromethyl pentadecyl ketone, chloromethyl hexadecyl ketone, chloromethyl heptadecyl ketone, chloromethyl octadecyl ketone, chloromethyl nonadecyl ketone, chloromethyl arachidyl ketone, chloromethyl heneicosyl ketone, chloromethyl behenyl ketone, chloromethyl elusyl ketone, chloromethyl ceryl ketone, sodium chloroacetate, potassium chloroacetate Cetate, lithium chloroacetate, calcium chloroacetate, magnesium chloroacetate, ammonium chloroacetate, alkylammonium chloroacetate [where alkyl is methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, arachidyl, stearyl, oleyl, eicosyl, behenyl, erucyl], dialkylammonium chloroacetate [Here, alkyl is methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, arachidyl, stearyl, oleyl, eicosyl, behenyl, erucyl], trialkylammonium chloroacetate [Here, alkyl is methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl,Pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, arachidyl, stearyl, oleyl, eicosyl, behenyl, elucyl], tetraalkylammonium chloroacetate [where alkyl is methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, arachidyl, stearyl, oleyl, eicosyl, behenyl, elucyl], 2-, 3- and 4-(chloromethyl)benzoic acid and its sodium salt, its potassium salt, its tetramethylammonium salt, its tetraethylammonium salt, its ethyltrimethylammonium salt, its propyltrimethylammonium salt, its butyltrimethylammonium salt, its hexyltrimethylammonium salt, and the Tetrabutylammonium salt, chloromethylxylene, chloromethyl-methylbenzoate, chloromethyl-ethylbenzoate, chloromethyl-propylbenzoate, chloromethyl-butylbenzoate, chloromethyl-pentylbenzoate, chloromethyl-hexylbenzoate, chloromethyl-phenylbenzoate, chloromethyl-phenol, chloromethyl-benzamide, vinyl benzyl chloride copolymer with styrene, vinyl benzyl chloride copolymer with alkyl acrylate, vinyl benzyl chloride copolymer with acrylic acid, vinyl benzyl chloride copolymer with acrylate, vinyl benzyl chloride copolymer with styrene and acrylate, vinyl benzyl chloride copolymer with maleic anhydride and maleate, vinyl benzyl chloride copolymer with styrene, maleic anhydride, maleate, acrylate and methacrylate, 2-chloroethyl-methyl-ketone, 2-chloroethyl-ethyl-ketone, 2-chloroethyl-propyl-ketone, 2-chloroethyl-butyl-ketone, 2-chloroethyl-pentyl-ketone, 2-chloroethyl-hexyl-ketone, 2-chloroethyl-heptyl-ketone, 2-chloroethyl-octyl-ketone, 2-chloroethyl-nonyl-ketone, 2-chloroethyl-decyl-ketone, 2-chloroethyl-undecyl-ketone, 2-chloroethyl-dodecyl-ketone, 2-chloroethyl-tridecyl-ketone, 2-chloroethyl-tetradecyl- Ketones, 2-chloroethyl-pentadecyl-ketone, 2-chloroethyl-hexadecyl-ketone, 2-chloroethyl-heptadecyl-ketone, 2-chloroethyl-octadecyl-ketone, 2-chloroethyl-nonadecyl-ketone, 2-chloroethyl-dodecadecyl-ketone, 2-chloroethyl-stearyl-ketone, 2-chloroethyl-oleyl-ketone, 2-chloroethyl-eicosyl-ketone, 2-chloroethyl-behenyl-ketone, 2-chloroethyl-erucyl-ketone, 2-chloroethyl-arachidyl-ketone, 3-chloropropyl-methyl -Ketone, 3-chloropropyl-ethyl-ketone, 3-chloropropyl-propyl-ketone, 3-chloropropyl-butyl-ketone, 3-chloropropyl-pentyl-ketone, 3-chloropropyl-hexyl-ketone, 3-chloropropyl-heptyl-ketone, 3-chloropropyl-octyl-ketone, 3-chloropropyl-nonyl-ketone, 3-chloropropyl-decyl-ketone, 3-chloropropyl-undecyl-ketone, 3-chloropropyl-dodecyl-ketone, 3-chloropropyl-tridecyl-ketone, 3-chloropropyl-tetradecyl -Ketone, 3-chloropropyl-pentadecyl-ketone, 3-chloropropyl-hexadecyl-ketone, 3-chloropropyl-heptadecyl-ketone, 3-chloropropyl-octadecyl-ketone, 3-chloropropyl-nonadecyl-ketone, 3-chloropropyl-dodecadecyl-ketone, 3-chloropropyl-stearyl-ketone, 3-chloropropyl-oleyl-ketone, 3-chloropropyl-eicosyl-ketone, 3-chloropropyl-behenyl-ketone, 3-chloropropyl-erucyl-ketone, 3-chloropropyl-arachidyl-ketone,6-chlorohexyl-methyl-ketone, 6-chlorohexyl-ethyl-ketone, 6-chlorohexyl-propyl-ketone, 6-chlorohexyl-butyl-ketone, 6-chlorohexyl-pentyl-ketone, 6-chlorohexyl-hexyl-ketone, 6-chlorohexyl-heptyl-ketone, 6-chlorohexyl-octyl-ketone, 6-chlorohexyl-nonyl-ketone, 6-chlorohexyl-decyl-ketone, 6-chlorohexyl-undecyl-ketone, 6-chlorohexyl-dodecyl-ketone, 6-chlorohexyl-tridecyl-ketone, 6- Lolohexyl-tetradecyl-ketone, 6-chlorohexyl-pentadecyl-ketone, 6-chlorohexyl-hexadecyl-ketone, 6-chlorohexyl-heptadecyl-ketone, 6-chlorohexyl-octadecyl-ketone, 6-chlorohexyl-nonadecyl-ketone, 6-chlorohexyl-dodecadecyl-ketone, 6-chlorohexyl-stearyl-ketone, 6-chlorohexyl-oleyl-ketone, 6-chlorohexyl-eicosyl-ketone, 6-chlorohexyl-behenyl-ketone, 6-chlorohexyl-erucyl-ketone, 6-chlorohexyl 2-arachidyl ketone, 2-chloroethyl methylformate, 2-chloroethyl acetate, 2-chloroethyl propionate, 2-chloroethyl butanoate, 2-chloroethyl pentanoate, 2-chloroethyl hexanoate, 2-chloroethyl heptanoate, 2-chloroethyl octanoate, 2-chloroethyl nonanoate, 2-chloroethyl decanoate, 2-chloroethyl undecanoate, 2-chloroethyl dodecanoate, 2-chloroethyl tridecanoate, 2-chloroethyl tetradecanoate 2-chloroethyl-pentadecanoate, 2-chloroethyl-hexadecanoate, 2-chloroethyl-heptadecanoate, 2-chloroethyl-octadecanoate, 2-chloroethyl-nonadecanoate, 2-chloroethyl-dodecanoate, 2-chloroethyl-stearoate, 2-chloroethyl-oleate, 2-chloroethyl-eicosoate, 2-chloroethyl-behenoate, 2-chloroethyl-erciloate, 2-chloroethyl-arachidoate, 3-chloropropyl-methylformate, 3-chloropropyl-acetate,3-chloropropyl-propionate, 3-chloropropyl-butanoate, 3-chloropropyl-pentanoate, 3-chloropropyl-hexanoate, 3-chloropropyl-heptanoate, 3-chloropropyl-octanoate, 3-chloropropyl-nonanoate, 3-chloropropyl-decanoate, 3-chloropropyl-undecanoate, 3-chloropropyl-dodecanoate, 3-chloropropyl-tridecanoate, 3-chloropropyl-tetradecanoate, 3-chloropropyl-pentadecanoate, 3-chloropropyl- Xadecanoate, 3-chloropropyl-heptadecanoate, 3-chloropropyl-octadecanoate, 3-chloropropyl-nonadecanoate, 3-chloropropyl-dodecanoate, 3-chloropropyl-stearoate, 3-chloropropyl-oleate, 3-chloropropyl-eicosoate, 3-chloropropyl-behenoate, 3-chloropropyl-erusylloate, 3-chloropropyl-arachidoate, 6-chlorohexyl-methylformate, 6-chlorohexyl-acetate, 6-chlorohexyl-propionate, 6-chloro 6-chlorohexyl-butanoate, 6-chlorohexyl-pentanoate, 6-chlorohexyl-hexanoate, 6-chlorohexyl-heptanoate, 6-chlorohexyl-octanoate, 6-chlorohexyl-nonanoate, 6-chlorohexyl-decanoate, 6-chlorohexyl-undecanoate, 6-chlorohexyl-dodecanoate, 6-chlorohexyl-tridecanoate, 6-chlorohexyl-tetradecanoate, 6-chlorohexyl-pentadecanoate, 6-chlorohexyl-hexadecanoate, 6-chlorohexyl-heptanoate Decanoates, 6-chlorohexyl-octadecanoate, 6-chlorohexyl-nonadecanoate, 6-chlorohexyl-dodecanoate, 6-chlorohexyl-stearoate, 6-chlorohexyl-oleate, 6-chlorohexyl-eicosoate, 6-chlorohexyl-behenoate, 6-chlorohexyl-erciloate, 6-chlorohexyl-arachidoate; dicarboxylic acids and their salts containing malonic acid, maleic acid, fumaric acid, succinic acid, adipic acid, azelaic acid, and 3-chloro-1-propanol, 6-chloro-1-hexanol,Monoesters and diesters of 2-(2-chloroethoxy)ethanol, 2,3-dichloropropanol, 2,2-dichloroethanol, 1-chloro-2-propanol, 3-bromo-1-propanol, chlorobutanol, ethylene chlorohydrin, 1-chloro-5-pentanol, and 1-chloro-2,3-propanediol; tricarboxylic acids and their salts including citric acid, isocitric acid, aconitic acid, propane-1,2,3-tricarboxylic acid, and trimesic acid, and 3-chloro-1-propanol, 6-chloro-1-hexanol, 2-(2 -Chloroethoxy)ethanol, 2,3-dichloropropanol, 2,2-dichloroethanol, 1-chloro-2-propanol, 3-bromo-1-propanol, chlorobutanol, ethylene chlorohydrin, 1-chloro-5-pentanol, monoesters, diesters and triesters with 1-chloro-2,3-propanediol; 3-chloro-1-propanol, 6-chloro-1-hexanol, 2-(2-chloroethoxy)ethanol, 2,3-dichloropropanol, 2,2-dichloroethanol, 1-chloro-2-propanol Aliphatic acid esters and sulfonic acid esters of 3-bromo-1-propanol, chlorobutanol, ethylene chlorohydrin, 1-chloro-5-pentanol, and 1-chloro-2,3-propanediol; chlorinated alkyl esters, e.g., 4,7,8,12,14-pentachloromethylhexadecanoate, 4,7,8,12,14-pentachloroethylhexadecanoate, 4,7,8,12,14-pentachloropropylhexadecanoate, 4,7,8,12,14-pentachlorobutylhexadecanoate, 4,7,8,12,14 -Pentachloropentylhexadecanoate, 4,7,8,12,14-Pentachlorohexylhexadecanoate, 4,7,8,12,14-Pentachloroheptylhexadecanoate, 4,7,8,12,14-Pentachlorooctylhexadecanoate, 4,7,8,12,14-Pentachlorononylhexadecanoate, 4,7,8,12,14-Pentachlorodecylhexadecanoate, 4,7,8,12,14-Pentachloroundecylhexadecanoate, 4,7,8,12,14-Pentachlorododecylhexadecanoate,4,7,8,12,14-pentachlorotridecylhexadecanoate, 4,7,8,12,14-pentachlorotetradecylhexadecanoate, 4,7,8,12,14-pentachloropentadecylhexadecanoate, 4,7,8,12,14-pentachlorohexadecylhexadecanoate, 4,7,8,12,14-pentachloroheptadecylhexadecanoate, 4,7,8,12,14-penta Chlorooctadecyl hexadecanoate, 4,7,8,12,14-pentachlorooleyl hexadecanoate, 4,7,8,12,14-pentastearyl hexadecanoate, 4,7,8,12,14-pentachloroarachidyl hexadecanoate; 2,3,4,5,6,6-hexachlorodecane, 2,5,6,7,8,11,15-heptachloroheptadecane, C having a chlorine content of 20-50% by mass. 10~18 Methyl esters of saturated or unsaturated fatty acids; methyl esters of fat fatty acid mixtures having a chlorine content of 20-50% by mass; chlorinated decane, chlorinated undecane, chlorinated dodecane, chlorinated tridecane, chlorinated tetradecane, chlorinated pentadecane, chlorinated hexadecane, chlorinated heptadecane, chlorinated octadecane, chlorinated nonadecane, chlorinated eicosane, chlorinated henicosane, chlorinated docosane, chlorinated tricosane, chlorinated tetracosane, chlorinated pentacosane, chlorinated hexacosane, chlorinated heptacosane, chlorinated octacosane, 3-chloropropyltrimethoxysilane, 3-chloropropyltriethoxysilane, or combinations thereof, having a chlorine content of 5-50% by mass.

[0049] Preferred and suitable chemical structures of compounds include, but are not limited to, the following: [ka]

[0050] In one embodiment, a type of compound is selected that comes into contact with the premix 101 and / or is contained in or is part of the halogen-containing composition component 105 to produce a polyurethane foam product 121 with desired physical properties.

[0051] For example, in one embodiment, the halogen-containing composition 105 of the premix 101 is in amounts of about 0.15 pphp, about 0.3 pphp, about 0.5 pphp, about 0.75 pphp, about 1.0 pphp, about 0.5 pphp to about 1.0 pphp, about 0.15 pphp to about 0.3 pphp, about 0.3 pphp to about 0.5 pphp, about 0.5 pphp to about 0.75 pphp, about 0.75 pphp to about 1.0 pphp, less than about 1.0 pphp, less than about 0.5 pphp, greater than about 0.15 pphp, greater than about 0.3 pphp, greater than about 0.5 pphp, or any suitable combination, partial combination, range, or partial range thereof.

[0052] In one embodiment, the halogen-containing composition 105 forms a predetermined amount of the premix 101 and / or the polyurethane composition 115. In one embodiment, the predetermined amount is less than about 5% by mass, less than about 4% by mass, less than about 3% by mass, less than about 2% by mass, less than about 1% by mass, about 1% to about 5% by mass, about 1% to about 4% by mass, about 1% to about 3% by mass, about 1% to about 2% by mass, about 2% to about 5% by mass, about 2% to about 4% by mass, about 2% to about 3% by mass, or any suitable combination, partial combination, range, or partial range thereof. In one embodiment, the halogen-containing composition 105 provides mechanical integrity and / or performance after accelerated wet aging. For example, in one embodiment, the amount of the halogen-containing composition 105 and / or the amount of the halohydrin in the halohydrin component 105 is sufficient to provide improved physical properties, but low enough to avoid harmful damage, such as polymer chain arrest in the polyurethane polymer. In one embodiment, the product 121 contains a predetermined percentage of chlorine from the halohydrin compound 105, approximately 61% by mass, approximately 55% by mass, approximately 26% by mass, or less than approximately 26% by mass.

[0053] Referring again to Figure 1, in one embodiment, the method 100 continues with the formation of the polyurethane composition 115 (step 108). The polyurethane composition 115 is formed by combining the isocyanate component 117 with the premix 101 (step 108). The combining is done over a predetermined period of time (e.g., about 6 seconds) at a predetermined blade rotation speed (e.g., about 6000 revolutions per minute), or a combination thereof.

[0054] In one embodiment, the amount of isocyanate component 117 mixed with the premix 101 to form the polyurethane composition 115 is based on the NCO index. The NCO index is obtained by dividing the number of equivalents of the isocyanate by the total number of equivalents of active hydrogen and multiplying by 100 (for example, based on the NCO index being [NCO / (OH+NH)] × 100). The polyurethane composition 115 includes the NCO index being within a predetermined range. In one embodiment, the predetermined range is about 70 to about 500. In one embodiment, when the polyurethane composition 115 is used to manufacture a flexible foam, the range is about 70 to about 115.

[0055] The isocyanate component 117 comprises any suitable organic isocyanate compound. Suitable organic isocyanate compounds include, but are not limited to, hexamethylene diisocyanate (HDI), phenylene diisocyanate (PDI), toluene diisocyanate (TDI), 4,4′-diphenylmethane diisocyanate (MDI), isophorone diisocyanate (IPDI), or combinations thereof. In one embodiment, the isocyanate component 117 comprises 2,4-TDI, 2,6-TDI, or combinations thereof. In one embodiment, the isocyanate component 117 comprises a mixture of crude MDI, e.g., about 60% 4,4′-MDI, and / or a stoichiometric amount together with other isomers and similar higher polyisocyanates. Other suitable isocyanates include those shown and described in U.S. Patent No. 4,394,491, which is thus incorporated herein by reference in whole.

[0056] The base polyol in the polyol component 109 reacts with the isocyanate 117 to produce the polyurethane composition 115. Suitable base polyols are shown and described in International Publication Nos. 03 / 016373 (WO 03 / 016373 A1), International Publication Nos. 01 / 58976 (WO 01 / 58976 A1), International Publication Nos. 04 / 060956 (WO 04 / 060956 A1), International Publication Nos. 03 / 016372 (WO 03 / 016372 A1), and International Publication Nos. 03 / 055930 (WO 03 / 055930 A1), each of which is thereby incorporated herein by reference as a whole. Suitable base polyols include, but are not limited to, the polyether polyols. In one embodiment, the polyether polyol is a copolymer having terminal hydroxyl groups derived from poly(alkylene oxide) polymers, such as poly(ethylene oxide), poly(propylene oxide), and / or polyhydroxy compounds (e.g., diols and triols). In one embodiment, the base polyol is or comprises triols having a molecular weight of about 4500 to about 6000 and / or diols having a molecular weight of about 2000 to about 4000. In one embodiment, the diols and triols used are ethylene glycol, propylene glycol, 1,3-butanediol, 1,4-butanediol, 1,6-hexanediol, neopentyl glycol, diethylene glycol, dipropylene glycol, pentaerythritol, glycerin, diglycerin, trimethylolpropane, and other suitable low molecular weight polyols, or combinations thereof. In one embodiment, the base polyol is an acetal resin with a polyhydroxy terminus, an amine with a hydroxyl terminus, a polyamine with a hydroxyl terminus, or a combination thereof, or includes these. In another embodiment, the base polyol is a polyalkylene carbonate polyol, a phosphate polyol, or a combination thereof, or includes these. The amount of the polyol may typically be in the range of about 20 pphp to about 100 pphp (a single polyol) of the foaming composition.

[0057] In one embodiment, the base polyol is a single high molecular weight polyether polyol. In another embodiment, the base polyol is a mixture of high molecular weight polyether polyols, each having a different molecular weight or different chemical composition. In this embodiment, the base polyol includes, but is not limited to, difunctional and trifunctional materials, such as polyethylene glycol, polypropylene glycol, glycerin-based polyethertriols, trimethylolpropane-based polyethertriols, and other similar ester-free compounds or mixtures, or combinations thereof. In one embodiment, the base polyol is end-capped with ethylene oxide (e.g., with more than about 75% primary hydroxyl groups) within a capping range of about 10% to about 20%. In one embodiment, the base polyol contains an ester-free polyol component at a concentration of at least about 50% by mass, wherein the ester-free polyol component includes one or more polyether polyols.

[0058] Additionally or selectively, in one embodiment, the polyol component 109 includes a copolymer polyol. The copolymer polyol forms up to about 20% by mass of the total polyol content (where the total polyol content is based on the amount of the base polyol, the copolymer polyol, and any other polyols in the polyurethane composition 115). The copolymer polyol improves the polyurethane foam formed by the polyurethane composition 115 by increasing the resistance of the polyurethane foam to deformation, thereby increasing the load-bearing capacity of the polyurethane foam formed by the polyurethane composition 115. In one embodiment, the copolymer polyol is a graft polyol, a polyurea-modified polyol, or a combination thereof, or includes these.

[0059] The graft polyol is any suitable graft polyol. In one embodiment, the graft polyol is produced by copolymerizing a vinyl monomer (e.g., styrene and acrylonitrile) with a suitable starting polyol. In one embodiment, the starting polyol is or comprises a glycerol-initial triol end-capped with ethylene oxide (e.g., with about 80% to about 85% primary hydroxyl groups). In this embodiment, the graft polyol comprises a copolymer grafted onto the starting polyol, a homopolymer of the vinyl monomer, and the starting polyol (unmodified). In one embodiment, the graft polymer contains the styrene or acrylonitrile at a concentration of about 5% to about 45% by mass.

[0060] In one embodiment, the polyurea-modified polyol is formed by the reaction of a diamine and a diisocyanate in the presence of the starting polyol. In this embodiment, the polyurea-modified polyol comprises a polyurea dispersion. In one embodiment, the polyurea-modified polyol is formed in situ from the reaction of polyisocyanate polyaddition (PIPA) polyols, for example, from the reaction of the isocyanate 117 and an alkanolamine in the starting polyol, or comprises such polyurea-modified polyols.

[0061] Referring again to Figure 1, in one embodiment, the method 100 continues pouring the polyurethane composition 115, for example, into a preheated mold 119 (step 112). In one embodiment, the preheated mold 119 is at a predetermined temperature (e.g., about 70°C, about 61°C to about 65°C, about 61°C to about 55°C, or any suitable combination, partial combination, range, or partial range therein), and the polyurethane composition 115 remains in the preheated mold 119 for a predetermined period of time (e.g., at least about 4 minutes), or a combination thereof.

[0062] In one embodiment, the method 100 continues to cure the polyurethane composition 115 (step 114). In particular, the curing of the polyurethane composition 115 (step 114) depends on the components of the premix 101, the catalyst composition 111, and / or the tertiary amine catalyst component 113.

[0063] The tertiary amine catalyst component 113 is a single tertiary amine catalyst or a combination of tertiary amine catalysts, or comprises both. The tertiary amine catalyst component 113 is a non-escapable tertiary amine catalyst. In one embodiment, the tertiary amine catalyst component 113 is in a predetermined amount, for example, about 0.1 pphp to about 20 pphp, about 0.1 pphp to about 10 pphp, about 0.1 pphp to about 5 pphp, about 0.1 pphp to about 0.5 pphp, greater than about 0.5 pphp, about 0.4 pphp, or any suitable combination, partial combination, range, or partial range therein.

[0064] In one embodiment, the premix further comprises a tertiary amine catalyst component 113. The tertiary amine catalyst component may or may not contain an isocyanate reactive group. In one embodiment, the tertiary amine catalyst component 113 is N,N-bis(3-dimethylaminopropyl)-N-isopropanolamine, N,N-dimethylaminoethyl-N'-methylethanolamine, N,N,N'-trimethylaminopropylethanolamine, N,N-dimethylethanolamine, N,N-diethylethanolamine, N,N-dimethyl-N',N'-2-hydroxy(propyl)-1,3-propylenediamine, dimethylaminopropylamine, (N,N-dimethylaminoethoxy)ethanol, methyl-hydroxy -Ethyl-piperazine, bis(N,N-dimethyl-3-aminopropyl)amine, N,N-dimethylaminopropylurea, diethylaminopropylurea, N,N′-bis(3-dimethylaminopropyl)urea, N,N′-bis(3-diethylaminopropyl)urea; bis(dimethylamino)-2-propanol, 6-dimethylamino-1-hexanol, N-(3-aminopropyl)imidazole), N-(2-hydroxypropyl)imidazole, and N-(2-hydroxyethyl)imidazole, or a combination thereof or comprising these. Additionally or selectively, in one embodiment, the tertiary amine catalyst component 113 is the foaming catalyst component 125 or comprising these. For example, in one embodiment, the tertiary amine catalyst component 113 is 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol, N,N-dimethylaminoethyl-N'-methyl-N'-ethanol, dimethylaminoethoxyethanol, N,N,N'-trimethyl-N'-3-aminopropyl-bis(aminoethyl) ether, or a combination thereof, or includes these.

[0065] In one embodiment, the tertiary amine catalyst component 113 is highly volatile and is not isocyanate reactive. For example, in one embodiment, the tertiary amine catalyst component 113 is a volatile gelling catalyst and is diazobicyclooctane (triethylenediamine), 1,8-diazabicycloundeca-7-ene, tris(dimethylaminopropyl)amine, dimethylaminocyclohexylamine, bis(dimethylaminopropyl)-N-methylamine, or a combination thereof, or comprising these. Additionally or selectively, in one embodiment, the tertiary amine catalyst component 113 is or contains a volatile foaming catalyst, and is or contains bis-dimethylaminoethyl ether, pentamethyldiethylenetriamine, hexamethyltriethylenetetramine, heptamethyltetraethylenepentamine and related compositions, higher permethylated polyamines, 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol and related structures, alkoxylated polyamines, imidazole-boron compositions, aminopropyl-bis(amino-ethyl) ether compositions, or a combination thereof.

[0066] In one embodiment, the tertiary amine catalyst component 113 is used in combination with a transition metal catalyst. For example, in one embodiment, the tertiary amine catalyst component 113 is used in combination with a metal complex component 103, for example, an organotin compound. In one embodiment, the organotin compound includes dibutyltin dilaurate, dimethyltin dilaurate, dimethyltin diacetate, dibutyltin diacetate, dimethyltin dilauryl mercaptide, dibutyltin dilauryl mercaptide, dimethyltin diisooctyl maleate, dibutyltin diisooctyl maleate, dimethyltinbi(2-ethylhexyl mercaptoacetate), dibutyltinbi(2-ethylhexyl mercaptoacetate), stannous octanoate, other suitable organotin catalysts, or combinations thereof. Other metals, such as bismuth (Bi), may also be included.

[0067] In one embodiment, the tertiary amine catalyst component 113 is used together with a metal complex component 103, for example, a bismuth carboxylate. Suitable bismuth carboxylates useful with the metal complex component 103 may include salts of pentanoic acid, neopentanoic acid, hexanoic acid, 2-ethylhexylcarboxylic acid, neohexanoic acid, octanoic acid, neooctanoic acid, heptanoic acid, neoheptanoic acid, nonanoic acid, neononanoic acid, decanoic acid, neodecanoic acid, undecanoic acid, neoundecanoic acid, dodecanoic acid, neododecanoic acid, and other suitable carboxylic acids. Other salts of transition metals such as lead (Pb), iron (Fe), and zinc (Zn) with pentanoic acid, neopentanoic acid, hexanoic acid, 2-ethylhexylcarboxylic acid, octanoic acid, neooctanoic acid, neoheptanoic acid, neodecanoic acid, neoundecanoic acid, neododecanoic acid, and other suitable carboxylic acids may also be included.

[0068] Referring again to Figure 1, in one embodiment, the method 100 continues by removing the polyurethane composition 115 from the preheated mold 119, for example, as a product 121, for example, as a flexible foam (for example, as used inside an automobile) (step 116).

[0069] Forming the product 121 using the method 100 makes it possible for the product 121 to have properties that were not previously available. In one embodiment, the properties of the product 121 formed from the polyurethane composition 115 are influenced by the inclusion of the blowing agent component 125 in the polyurethane composition 115. The blowing agent component 125 has a low boiling point and, by vaporizing during its exothermic polymerization reaction, forms cells in the polyurethane matrix of the product 121. In one embodiment, the blowing agent component 125 is inert and does not decompose or react during the polymerization reaction. The blowing agent component 125 comprises any suitable blowing agent. Suitable blowing agents include, but are not limited to, carbon dioxide, chlorofluorocarbons, hydrogenated fluorocarbons, hydrogenated chlorofluorocarbons, fluoroolefins, chlorofluoroolefins, hydrofluoroolefins, hydrochlorofluoroolefins, acetone, low boiling hydrocarbons (e.g., cyclopentane, isopentane, n-pentane, or a combination thereof), or a combination thereof. Other suitable blowing agents include, but are not limited to, compounds that react with isocyanate compounds to produce a gas (e.g., water). In one embodiment, the premix 101 and / or the polyurethane composition 115 contains the blowing agent in a suitable amount. Suitable amounts include, but are not limited to, about 0 (water-foaming) to about 80 pphp, about 0 (water-foaming) to about 60 pphp (e.g., in very low-density foams), about 1.0 pphp to about 10 pphp, about 2.0 pphp to about 5 pphp, or any suitable combination, partial combination, range, or partial range therein. In the water-foaming embodiment, the isocyanate component 117 reacts to form carbon dioxide.

[0070] In one embodiment, the polyurethane foam product 121 includes desired ambient physical properties and / or physical properties after wet aging. For example, in one embodiment, the product 121 includes such properties that meet or exceed predetermined standards corresponding to these properties. The product 121 includes physical properties of tensile strength, 50% compression set, and 1% elongation (not wet aged).

[0071] In one embodiment, the tensile strength of the product 121 is approximately 150kPa to approximately 225kPa, approximately 155kPa to approximately 222kPa, over approximately 80kPa, over approximately 100kPa, over approximately 120kPa, over approximately 150kPa, over approximately 155kPa, over approximately 160kPa, over approximately 165kPa, over approximately 170kPa, over approximately 175kPa, over approximately 180kPa, over approximately 185kPa, and over approximately 190kPa. , over approximately 195 kPa, over approximately 200 kPa, over approximately 205 kPa, over approximately 210 kPa, over approximately 215 kPa, over approximately 220 kPa, at approximately 157 kPa, at approximately 158 kPa, at approximately 159 kPa, at approximately 162 kPa, at approximately 167 kPa, at approximately 178 kPa, at approximately 200 kPa, at approximately 221 kPa, or any suitable combination, partial combination, range, or partial range within those ranges.

[0072] In one embodiment, the 50% compression set of the product 121 is approximately 14 to approximately 16, approximately 15 to approximately 16, approximately 14 to approximately 15, less than approximately 17, less than approximately 16, approximately 14.1, approximately 16.0, approximately 15.5, or any suitable combination, partial combination, range, or partial range among them.

[0073] In one embodiment, the elongation of the product 121 is approximately 100% to approximately 170%, approximately 100% to approximately 120%, approximately 120% to approximately 150%, approximately 150% to approximately 170%, over approximately 100%, over approximately 120%, over approximately 140%, over approximately 160%, approximately 102.2%, approximately 111.2%, approximately 124.7%, approximately 128.8%, approximately 147.91%, approximately 150.9%, approximately 153.3%, approximately 162.1%, or any suitable combination, partial combination, range, or partial range thereof.

[0074] In one embodiment, a predetermined standard includes a wet-aged tensile strength greater than 80 kPa, a wet-aged elongation greater than 80%, and a wet-aged compression set less than 18. In one embodiment, one or more of the elements of this predetermined standard are present. In one embodiment, the product 121 includes wet-aged physical properties of wet-aged tensile strength, wet-aged elongation, and 50% wet-aged compression set.

[0075] In one embodiment, the wet aging tensile strength of the product 121 is greater than approximately 28 kPa, greater than approximately 65 kPa, greater than approximately 80 kPa, greater than approximately 90 kPa, greater than approximately 100 kPa, greater than approximately 110 kPa, greater than approximately 120 kPa, greater than approximately 130 kPa, greater than approximately 140 kPa, greater than approximately 150 kPa, greater than approximately 160 kPa, greater than approximately 165 kPa, greater than approximately 80 kPa to approximately 170 kPa, and greater than approximately 100 kPa to approximately 170 kPa. kPa, approximately 120kPa to approximately 170kPa, approximately 140kPa to approximately 170kPa, approximately 28.1kPa, approximately 65.4kPa, approximately 80kPa, approximately 100kPa, approximately 117kPa, approximately 118.9kPa, approximately 137kPa, approximately 164.1kPa, approximately 169.9kPa, or any suitable combination, partial combination, range, or partial range within those ranges.

[0076] In one embodiment, the wet aging elongation of the product 121 is approximately 20%, approximately 70%, approximately 80%, approximately 90%, approximately 100%, approximately 110%, approximately 120%, approximately 130%, approximately 150%, approximately 80% to approximately 160%, approximately 100% to approximately 160%, approximately 120% to approximately 160%, approximately 127%, approximately 93%, approximately 112%, approximately 136%, approximately 72.1%, approximately 109.8%, approximately 153.5%, approximately 24.1%, approximately 109.8%, approximately 122.6%, approximately 132.0%, or any suitable combination, partial combination, range, or partial range among them.

[0077] In one embodiment, the 50% wet aging compression set of the product 121 is less than about 30, less than about 20, less than about 18, less than about 15, less than about 12, less than about 10, less than about 9, about 8 to about 18, about 8 to about 15, about 8 to about 12, about 8 to about 10, about 8 to about 9, about 8.3, about 8.9, about 10.1, about 11, about 12, about 15, about 15.6, about 28.6, or any suitable combination, partial combination, range, or partial range among them.

[0078] Another aspect of the present invention relates to a foam manufactured according to any of the above aspects, wherein the foam is free of amine and chlorine-containing compounds as measured according to VDA 278. In this method, efflux from the foam is measured by thermal desorption analysis, and the substances emitted at 90°C (VOC) and 120°C (FOG) are quantified. For this purpose, a sample of the test material is heated in a stream of inert gas, and the emitted substances are frozen in a low-temperature injector of a gas chromatograph. The mixture is then passed through the gas chromatography column, and the total efflux is quantified. The VOC and FOG are measured using the same sample. The quantification of gaseous efflux (VOC) is done against an external toluene standard, while the condensable efflux (FOG) is quantified against hexadecane (C16-n-alkane). The concentrations are reported in ppm as total efflux in toluene and hexadecane equivalents.

[0079] Preferred clauses of the present invention are the following clauses 1 to 14.

[0080] Clause 1. A polyurethane foam additive composition comprising at least one halogen-containing compound.

[0081] Clause 2. At least one of the halogen-containing compounds is of the general formula [Cl-(CH2) y -CO] x Acyl compounds having -A, selected from the group consisting of the following: i) Esters [wherein A is an RO- group, where R = linear or branched, saturated or unsaturated, substituted or unsubstituted C1-C] 36 It is an alkyl group, where the substituents are OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1-C 18 [An alkyl group, and x=1 and y=1]; ii) Esters and ester alcohols [wherein A is of the general formula -O-[CH2-CH2-O] n-H is a chemical group and x=1, y=1, and n=1 to 700, or the general formula is -O-[CH2-CH2-O] n - is a chemical group and x=2, y=1, and n=1 to 700, or the general formula is -O-[CH2-CH(CH3)-O] n -It is a chemical group of -H, and x=1, y=1, and n=1 to 700, or the general formula is -O-[CH2-CH(CH3)-O] n - is a chemical group and x=2, y=1, and n=1 to 700, or the general formula -O-[CH2-CH2-O] n -[CH2-CH(CH3)-O] m -A chemical group of H, where x=1 and y=1, and n and m are independently between 1 and 700, or the general formula -O-[CH2-CH2-O] n -[CH2-CH(CH3)-O] m - is a chemical group, and x=2 and y=1, and n and m are independently between 1 and 700, or the general formula is -O-[CH2-CH(CH3)-O] n -O-[CH2-CH2-O] m -A chemical group of H, where x=1 and y=1, and n and m are independently between 1 and 700; iii) Esters and ester alcohols [wherein A is of the general formula -O-[(CH2) m -O] n -It is a chemical group of -H and x=1, y=1, n=1 to 700, and m=3 to 8, or the general formula is -O-[(CH2) m -O] n - is a chemical group and x=2, y=1, n=1 to 700, and m=3 to 8; iv) Polyesters and polyester alcohols [wherein A is the general formula M-(O - ) m [A chemical group, where M is a polyalcohol core or polyether polyol having functionalities equal to m=3~12, and x=1~12 and y=1]; v) Polyester and polyester alcohol [wherein A is the general formula -[O-(CH2)] t ] u-{CO-C6H4-CO-[O-(CH2) t -O] u} v - is a chemical group where t=2-6, u=1-6 and v=1-5, and the chemical group is obtained by reacting phthalic acid or terephthalic acid with a diol from the list of ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, tetramethylene glycol, pentamethylene glycol, and hexamethylene glycol, and x=2 and y=1]; vi) Amides and alkyl or dialkylamides [wherein A is a chemical group of the general formula R1R2N-, where R1 and R2 are independently H or linear or branched, substituted or unsubstituted, saturated or unsaturated C1-C] 36 It is an alkyl group, where the substituents are OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1-C 18 [An alkyl group, and x=1 and y=1]; vii) Amides and amineamide compounds [wherein A is the general formula -NH-[CH2-CH2-NH] n -H is a chemical group and x=1, y=1, and n=1 to 10, or the general formula is -NH-[CH2-CH2-NH] n - is a chemical group and x=2, y=1, and n=1 to 10, or the general formula is -NH-[CH2-CH(CH3)-NH] n -H is a chemical group and x=1, y=1, and n=1 to 10, or the general formula is -NH-[CH2-CH(CH3)-NH] n - is a chemical group and x=2, y=1, and n=1 to 10; viii) Amides and amineamide compounds [wherein A is the general formula -NH-[(CM1M2)] m -NH] n -H is a chemical group, and x=1, y=1, n=1 to 10, and m=2 to 8, where M1 and M2 are independently H or Me, or -NH-[(CM1M2) m -NH] n-and x=2, y=1, n=1 to 10, and m=2 to 8, and M1 and M2 are independently H or Me]; ix) Ketones and substituted ketones [wherein x=1 and y=1 to 6, and A is a substituted or unsubstituted alkyl or aryl group; where the alkyl group is linear or branched, substituted or unsubstituted C2 to C2] 36 It is an alkyl group, where the substituents are OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1-C 18 It is an alkyl group; the aryl group is aromatic or polyaromatic, allocyclic or heterocyclic, substituted or unsubstituted, monosubstituted or polysubstituted, where the substituent is C1-C 12 Alkyl, OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1~C 18 [is an alkyl group]; and x) Amides and polyamides [wherein A is the general formula M-(NH] - ) m A polyurethane foam additive composition according to Clause 1, wherein the chemical group is a polyether main chain having functionality equal to m=1 to 12, and x=1 to 12 and y=1.

[0082] Clause 3. The at least one halogen-containing compound is a salt of the general formula Cl-(CH2)-CO2M, where M is an alkali metal or alkaline earth metal, such as Na, K, Ca, Mg, or an alkylammonium salt of the general formula R1R2R3R4N, where R1, R2, R3, and R4 are each independently H, or saturated or unsaturated, substituted or unsubstituted C 1~16 It is an alkyl group, where the substituents are OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1-C 18 A polyurethane foam additive composition according to Clause 1, wherein the alkyl group is an alkyl group.

[0083] Clause 4. The above-mentioned at least one halogen-containing compound is a monosubstituted chlorobenzyl compound having the general formula Cl-CH2-C6H4-Y or Cl-CH2-C6H 5-υ -Y υ A polysubstituted chlorobenzyl compound having [where υ = 1 to 5]; in the above formula, Y is hydrogen; or Y is linear or branched, substituted or unsubstituted C1 to C 36 It is an alkyl group, where the substituents are OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1-C 18 Y is an alkyl group; or Y is an aryl group, where the aryl group is monoaromatic or polyaromatic, allocyclic or heterocyclic, substituted or unsubstituted, monosubstituted or polysubstituted, where the substituent is C1-C 12 The alkyl, OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, and urea moiety -NHCONH2, where R′ and R″ are C1~C 18 It is an alkyl group; or Y is a -CO2R group and R is linear or branched, substituted or unsubstituted C2-C 36 It is an alkyl group, where the substituents are OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1-C 18 It is an alkyl group; or Y is -OR, where R is an aryl group, where the aryl group is aromatic or polyaromatic, allocyclic or heterocyclic, substituted or unsubstituted, monosubstituted or polysubstituted, where the substituent is C1-C 12 R is an alkyl, OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, or R is a saturated or unsaturated, substituted or unsubstituted alkyl group, where the substituent is C1~C 12 Alkyl, OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1~C 18A polyurethane foam additive composition according to Clause 1, wherein Y is an alkyl group; or Y=OH; or Y=-CONH2; or Y is -NHCONH2.

[0084] Clause 5. The at least one halogen-containing compound is a block, random oligomer, or polymer of the general formula (A)α-(B)β-(C)χ, where α=0 to 100; β=1 to 100 and χ=0 to 100, and A is type [ka] This is the acrylic acid portion, where R1 = H or CH3, and R2 is H or C 1~6 It is an alkyl group; or A is the maleic acid moiety of type -CH(CO2R2)-CH(CO2R2)-, where R2 is H or C 1~6 It is an alkyl group; or A is the maleic anhydride moiety -CH(COOOC)CH-; B is type [ka] The vinyl benzyl chloride portion is, and C is type [ka] The polyurethane foam additive composition of Clause 1, which is the styrene portion.

[0085] Clause 6. At least one of the halogen-containing compounds described above has the general formula [Cl-(A)-O] m A compound having -B, selected from the group consisting of the following: i) Monocarboxylic acid ester [wherein m=1 and B is the R-CO- moiety, where R=H or linear or branched, substituted or unsubstituted C1-C] 36 It is an alkyl group, where the substituents are OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1-C 18It is an alkyl group, and A is -(CHR'') t -where t = 1 to 12, and R''' is a hydrogen atom or a -CH3 group; ii) Esters and ester acids of dicarboxylic acids and ester carboxylate salts [wherein m≧1 and B is type-OC-(CH2)] t -CO- or -OC-(CH2) t -COH or -OC-(CH2) t -COM is the dicarboxylic acid portion, where t=1 to 12; or B is the maleic acid or fumaric acid portion of type -OC-CH=CH-CO- or -OC-CH=CH-COH or -OC-CH=CH-COM; or B is the phthalic acid or terephthalic acid portion of type -CO-C6H4-CO- or -CO-C6H4-COH or -CO-C6H4-COM; or B is the type -CO-C6H4-{CO[O-(CH2) n ] m OOC-C6H4} r CO- or -CO-C6H4-{CO[O-(CH2) n ] m OOC-C6H4} r COH or -CO-C6H4-{CO[O-(CH2) n ] m OOC-C6H4} r COM is a polyester portion derived from phthalic acid or terephthalic acid, where n=2-6, m=2-6, and r=2-6; or B is of type-CO-Z-{CO[O-(CH2) n ] m OOC-Z} r CO- or -CO-Z-{CO[O-(CH2) n ] m OOC-Z} r COH or -CO-Z-{CO[O-(CH2) n ] m OOC-Z} r This is the polyester portion of COM from an aliphatic diacid, where n=2~6, m=2~6, and r=2~6, and Z=-OC-(CH2). t-CO-, where t=1 to 12, or Z is the maleic or fumaric acid portion of type -OC-CH=CH-CO-; M is an alkali metal or alkaline earth metal, such as Na, K, Ca, Mg, or an alkylammonium salt of general formula R1R2R3R4N, where R1, R2, R3 and R4 are each independently H, or saturated or unsaturated, substituted or unsubstituted C 1~16 It is an alkyl group, where the substituent is OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2; and A is -(CHR″′) t -where t = 1 to 12, and R''' is a hydrogen atom or a -CH3 group; iii) Tricarboxylic acid esters and polycarboxylic acid esters and salts thereof [wherein m≧2, and B is a tricarboxylic acid or polycarboxylic acid portion selected from the group consisting of citric acid, isocitric acid, aconitic acid, propane-1,2,3-tricarboxylic acid, trimesic acid; polyacrylic acid, and polymethacrylic acid, and A is -(CHR″′) t -where t = 1 to 12, and R''' is a hydrogen atom or a -CH3 group; iv) Monosulfonic acid ester [wherein m=1 and B is the R-SO2- moiety, where R = linear or branched, substituted or unsubstituted C1-C] 36 The alkyl or aryl group, where the substituent is OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1-C 18 It is an alkyl group, and A is -(CHR'') t -where t = 1 to 12, and R''' is a hydrogen atom or a -CH3 group, the polyurethane foam additive composition of Clause 1.

[0086] Clause 7. At least one of the halogen-containing compounds described above has the general formula: (Cl) xA chloro compound having RQ, where R is a linear or branched, saturated or unsaturated C randomly substituted with Cl. 1~36 It is an alkyl group, where the chlorine content is 5-70% by mass of chlorine, and Q is either H, or Q is OH-, or Q is -CONH2, or Q is C 1~6 It is an alkyl group, or Q is -OR; or R is C 1~6 It is an alkyl group, where Q is an R′CO- group, and R′ is a linear or branched, substituted or unsubstituted C1-C 36 It is an alkyl group, where the substituent is OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, and R′ and R″ are C1-C 18 Q is an alkyl group; or Q is an R″CO2- group, where R″ is a linear or branched, substituted or unsubstituted C1-C 36 It is an alkyl group, where the substituents are OH, halogen, NH=, ether moiety -OR′, ester moiety -COOR″, or urea moiety -NHCONH2, where R′ and R″ are C1-C 18 A polyurethane foam additive composition according to Clause 1, wherein the alkyl group is an alkyl group.

[0087] Clause 8. At least one of the halogen-containing compounds is of the general formula [(Cl) x R] n -A compound of P, where x = 1 to 3 and R is C 1~6 It is an alkyl group, and n=1 to 10, and P is a linear or cyclic siloxane or polysiloxane group; or P is -Si(OR)3, and n=1, and R is C 1~6 It is an alkyl group; or P is a tetrameric compound of the structure [RSiO]4, and n=4, and R is C 1~6 It is an alkyl group; or P is of type R3Si-O-{SiR2-O} m -{Si[(Cl) x R]-O} n -SiR3 is a polysiloxane, where R is C 1~6A polyurethane foam additive composition according to Clause 1, wherein the alkyl group is n=1 to 10 and m=1 to 10.

[0088] Clause 9. The halogen-containing compound is methyl chloroacetate, ethyl chloroacetate, propyl chloroacetate, butyl chloroacetate, pentyl chloroacetate, hexyl chloroacetate, heptyl chloroacetate, octyl chloroacetate, nonyl chloroacetate, decyl chloroacetate, undecyl chloroacetate, dodecyl chloroacetate, tridecyl chloroacetate, tetradecyl chloroacetate, pentadecyl chloroacetate, hexadecyl chloroacetate, heptadecyl chloroacetate, octadecyl chloroacetate. Roacetate, Palmitrail chloroacetate, Stearyl chloroacetate, Oleyl chloroacetate, Nonadecyl chloroacetate, Arachidyl chloroacetate, Behenyl chloroacetate, Elucyl chloroacetate, Ceryl chloroacetate, Montanyl chloroacetate, Nonacosyl chloroacetate, Dotriacontyl chloroacetate, Gezyl chloroacetate, 2-Hydroxyethyl chloroacetate, Ethylene glycol-bis(chloroacetate), Ethylene glycol-mono(chloroacetate), Diethylene glycol Polyethylene glycol-bis(chloroacetate), diethylene glycol-mono(chloroacetate), triethylene glycol-bis(chloroacetate), triethylene glycol-mono(chloroacetate), polyethylene glycol-bis(chloroacetate), 1,3-propane glycol-mono(chloroacetate), 1,3-propane glycol-bis(chloroacetate), polypropylene glycol-mono(chloroacetate), polypropylene glycol-bis(chloroacetate), 1,4-tetramethylene glycol-mono(chloroacetate) Tate), 1,4-tetramethylene glycol-bis(chloroacetate), poly(tetramethylene) glycol-monochloroacetate, poly(tetramethylene) glycol-bis(chloroacetate), propane-1-chloroacetate-2,3-diol, propane-1,2-bis(chloroacetate)-3-ol, propane-1,2,3-tris(chloroacetate), trimethylolpropane-mono(chloroacetate), trimethylolpropane-bis(chloroacetate), trimethylolpropane-tris(chloroacetate),Esters of chloroacetic acid partially or completely esterified with the following polyhydroxyl compounds: 1,2,4,5-cyclohexanetetraol, pentaerythritol, mannitol, erythritol, glycerin, treitol, arabitol, xylitol, ribitol, sorbitol, galactitol, fusitol, iditol, inositol, boremitol, isomalt, maltitol, lactitol, polyglycitol, maltotriitol, maltotetraitol, arabinose, lyxose, ribose, xylose, ribulose, xylulol Deoxyribose, allose, altrose, glucose, mannose, idose, galactose, talose, fructose, psicose, sorbose, tagatose, bis[mono(2-chloroacetyl)-ethylene glycol]-terephthalate, bis[mono(2-chloroacetyl)-diethylene glycol]-terephthalate, bis[mono(2-chloroacetyl)-triethylene glycol]-terephthalate, bis[mono(2-chloroacetyl)-polyethylene glycol]-terephthalate, N-methyl-chloroacetamide, N,N- Dimethylchloroacetamide, N-ethyl-chloroacetamide, N,N-diethyl-chloroacetamide, N-propyl-chloroacetamide, N,N-dipropyl-chloroacetamide, N-butyl-chloroacetamide, N,N-dibutyl-chloroacetamide, N-pentyl-chloroacetamide, N,N-dipentyl-chloroacetamide, N-hexyl-chloroacetamide, N,N-dihexyl-chloroacetamide, N-heptyl-chloroacetamide, N,N-diheptyl-chloroacetamide, N-octyl-chloroacetamide N,N-dioctyl-chloroacetamide, N-nonyl-chloroacetamide, N,N-dinonyl-chloroacetamide, N-decyl-chloroacetamide, N,N-didecyl-chloroacetamide, N-undecyl-chloroacetamide, N,N-diundecyl-chloroacetamide, N-dodecyl-chloroacetamide, N,N-didodecyl-chloroacetamide, N-tridecyl-chloroacetamide, N,N-ditridecyl-chloroacetamide, N-tetradecyl-chloroacetamide, N,N-ditetradecyl-chloroacetamide,N-pentadecyl-chloroacetamide, N,N-dipentadecyl-chloroacetamide, N-hexadecyl-chloroacetamide, N,N-dihexadecyl-chloroacetamide, N-heptadecyl-chloroacetamide, N,N-diheptadecyl-chloroacetamide, N-octadecyl-chloroacetamide, N,N-dioctadecyl-chloroacetamide, N-palmytil-chloroacetamide, N,N-dipalmytil-chloroacetamide, N-stearyl-chloroacetamide, N,N-distearyl-chloroacetamide, N-oleyl- Chloroacetamide, N,N-dioleyl-chloroacetamide, N-nonadecyl-chloroacetamide, N,N-dinonadecyl-chloroacetamide, N-arachidyl-chloroacetamide, N-diarachidyl-chloroacetamide, N-behenyl-chloroacetamide, N,N-dibehenyl-chloroacetamide, N-erucyl-chloroacetamide, N,N-dielcyl-chloroacetamide, N-ceryl-chloroacetamide, N,N-diceryl-chloroacetamide, N-montanyl-chloroacetamide, N,N-dimontanyl-chloroacetamide Toamide, N-nonacosyl-chloroacetamide, N,N-dinonacosyl-chloroacetamide, N-dotriacontyl-chloroacetamide, N,N-didotriacontyl-chloroacetamide, N-(chloroacetyl)-ethylenediamine, N,N′-di(chloroacetyl)-ethylenediamine, N-chloroacetyl-diethylenetriamine, N,N″-di(chloroacetyl)-diethylenetriamine, N,N′,N″-tri(chloroacetyl)-diethylenetriamine, N-chloroacetyl-triethylenetetraamine, N,N″′-di(chloroa Cetyl)-triethylenetetraamine, N,N′,N″′-tri(chloroacetyl)-triethylenetetraamine, N,N′,N″,N″′-tetra(chloroacetyl)-triethylenetetraamine, N-(chloroacetyl)-1,3-propylenediamine, N,N′-di(chloroacetyl)-1,3-propylenediamine, N-chloroacetyl-di-(1,3-propylene)triamine, N,N″-di(chloroacetyl)-di-(1,3-propylene)triamine, N,N′,N″-tri(chloroacetyl)-di-(1,3-propylene)triamine,N-chloroacetyl-tri-(1,3-propylene)tetraamine, N,N″′-di(chloroacetyl)-tri-(1,3-propylene)tetraamine, N,N′,N″′-tri(chloroacetyl)-tri-(1,3-propylene)tetraamine, N,N′,N″,N″′-tetra(chloroacetyl)-tri-(1,3-propylene)tetraamine, chloromethylpropyl ketone, chloromethyl butyl ketone, chloromethyl pentyl ketone, chloromethyl hexyl ketone, chloromethyl heptyl ketone, chloromethyl octyl ketone, chloromethyl nonyl ketone Chloromethyl decyl ketone, chloromethyl undecyl ketone, chloromethyl dodecyl ketone, chloromethyl tridecyl ketone, chloromethyl tetradecyl ketone, chloromethyl pentadecyl ketone, chloromethyl hexadecyl ketone, chloromethyl heptadecyl ketone, chloromethyl octadecyl ketone, chloromethyl nonadecyl ketone, chloromethyl arachidyl ketone, chloromethyl heneicosyl ketone, chloromethyl behenyl ketone, chloromethyl elusyl ketone, chloromethyl ceryl ketone, sodium chloroacetate, potassium chloroacetate Cetate, lithium chloroacetate, calcium chloroacetate, magnesium chloroacetate, ammonium chloroacetate, alkylammonium chloroacetate [where alkyl is methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, arachidyl, stearyl, oleyl, eicosyl, behenyl, erucyl], dialkylammonium chloroacetate [Here, alkyl is methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, arachidyl, stearyl, oleyl, eicosyl, behenyl, erucyl], trialkylammonium chloroacetate [Here, alkyl is methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl,Pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, arachidyl, stearyl, oleyl, eicosyl, behenyl, elucyl], tetraalkylammonium chloroacetate [where alkyl is methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, arachidyl, stearyl, oleyl, eicosyl, behenyl, elucyl], 2-, 3- and 4-(chloromethyl)benzoic acid and its sodium salt, its potassium salt, its tetramethylammonium salt, its tetraethylammonium salt, its ethyltrimethylammonium salt, its propyltrimethylammonium salt, its butyltrimethylammonium salt, its hexyltrimethylammonium salt, and the Tetrabutylammonium salt, chloromethylxylene, chloromethyl-methylbenzoate, chloromethyl-ethylbenzoate, chloromethyl-propylbenzoate, chloromethyl-butylbenzoate, chloromethyl-pentylbenzoate, chloromethyl-hexylbenzoate, chloromethyl-phenylbenzoate, chloromethyl-phenol, chloromethyl-benzamide, vinyl benzyl chloride copolymer with styrene, vinyl benzyl chloride copolymer with alkyl acrylate, vinyl benzyl chloride copolymer with acrylic acid, vinyl benzyl chloride copolymer with acrylate, vinyl benzyl chloride copolymer with styrene and acrylate, vinyl benzyl chloride copolymer with maleic anhydride and maleate, vinyl benzyl chloride copolymer with styrene, maleic anhydride, maleate, acrylate and methacrylate, 2-chloroethyl-methyl-ketone, 2-chloroethyl-ethyl-ketone, 2-chloroethyl-propyl-ketone, 2-chloroethyl-butyl-ketone, 2-chloroethyl-pentyl-ketone, 2-chloroethyl-hexyl-ketone, 2-chloroethyl-heptyl-ketone, 2-chloroethyl-octyl-ketone, 2-chloroethyl-nonyl-ketone, 2-chloroethyl-decyl-ketone, 2-chloroethyl-undecyl-ketone, 2-chloroethyl-dodecyl-ketone, 2-chloroethyl-tridecyl-ketone, 2-chloroethyl-tetradecyl- Ketones, 2-chloroethyl-pentadecyl-ketone, 2-chloroethyl-hexadecyl-ketone, 2-chloroethyl-heptadecyl-ketone, 2-chloroethyl-octadecyl-ketone, 2-chloroethyl-nonadecyl-ketone, 2-chloroethyl-dodecadecyl-ketone, 2-chloroethyl-stearyl-ketone, 2-chloroethyl-oleyl-ketone, 2-chloroethyl-eicosyl-ketone, 2-chloroethyl-behenyl-ketone, 2-chloroethyl-erucyl-ketone, 2-chloroethyl-arachidyl-ketone, 3-chloropropyl-methyl -Ketone, 3-chloropropyl-ethyl-ketone, 3-chloropropyl-propyl-ketone, 3-chloropropyl-butyl-ketone, 3-chloropropyl-pentyl-ketone, 3-chloropropyl-hexyl-ketone, 3-chloropropyl-heptyl-ketone, 3-chloropropyl-octyl-ketone, 3-chloropropyl-nonyl-ketone, 3-chloropropyl-decyl-ketone, 3-chloropropyl-undecyl-ketone, 3-chloropropyl-dodecyl-ketone, 3-chloropropyl-tridecyl-ketone, 3-chloropropyl-tetradecyl -Ketone, 3-chloropropyl-pentadecyl-ketone, 3-chloropropyl-hexadecyl-ketone, 3-chloropropyl-heptadecyl-ketone, 3-chloropropyl-octadecyl-ketone, 3-chloropropyl-nonadecyl-ketone, 3-chloropropyl-dodecadecyl-ketone, 3-chloropropyl-stearyl-ketone, 3-chloropropyl-oleyl-ketone, 3-chloropropyl-eicosyl-ketone, 3-chloropropyl-behenyl-ketone, 3-chloropropyl-erucyl-ketone, 3-chloropropyl-arachidyl-ketone,6-chlorohexyl-methyl-ketone, 6-chlorohexyl-ethyl-ketone, 6-chlorohexyl-propyl-ketone, 6-chlorohexyl-butyl-ketone, 6-chlorohexyl-pentyl-ketone, 6-chlorohexyl-hexyl-ketone, 6-chlorohexyl-heptyl-ketone, 6-chlorohexyl-octyl-ketone, 6-chlorohexyl-nonyl-ketone, 6-chlorohexyl-decyl-ketone, 6-chlorohexyl-undecyl-ketone, 6-chlorohexyl-dodecyl-ketone, 6-chlorohexyl-tridecyl-ketone, 6- Lolohexyl-tetradecyl-ketone, 6-chlorohexyl-pentadecyl-ketone, 6-chlorohexyl-hexadecyl-ketone, 6-chlorohexyl-heptadecyl-ketone, 6-chlorohexyl-octadecyl-ketone, 6-chlorohexyl-nonadecyl-ketone, 6-chlorohexyl-dodecadecyl-ketone, 6-chlorohexyl-stearyl-ketone, 6-chlorohexyl-oleyl-ketone, 6-chlorohexyl-eicosyl-ketone, 6-chlorohexyl-behenyl-ketone, 6-chlorohexyl-erucyl-ketone, 6-chlorohexyl 2-arachidyl ketone, 2-chloroethyl methylformate, 2-chloroethyl acetate, 2-chloroethyl propionate, 2-chloroethyl butanoate, 2-chloroethyl pentanoate, 2-chloroethyl hexanoate, 2-chloroethyl heptanoate, 2-chloroethyl octanoate, 2-chloroethyl nonanoate, 2-chloroethyl decanoate, 2-chloroethyl undecanoate, 2-chloroethyl dodecanoate, 2-chloroethyl tridecanoate, 2-chloroethyl tetradecanoate 2-chloroethyl-pentadecanoate, 2-chloroethyl-hexadecanoate, 2-chloroethyl-heptadecanoate, 2-chloroethyl-octadecanoate, 2-chloroethyl-nonadecanoate, 2-chloroethyl-dodecanoate, 2-chloroethyl-stearoate, 2-chloroethyl-oleate, 2-chloroethyl-eicosoate, 2-chloroethyl-behenoate, 2-chloroethyl-erciloate, 2-chloroethyl-arachidoate, 3-chloropropyl-methylformate, 3-chloropropyl-acetate,3-chloropropyl-propionate, 3-chloropropyl-butanoate, 3-chloropropyl-pentanoate, 3-chloropropyl-hexanoate, 3-chloropropyl-heptanoate, 3-chloropropyl-octanoate, 3-chloropropyl-nonanoate, 3-chloropropyl-decanoate, 3-chloropropyl-undecanoate, 3-chloropropyl-dodecanoate, 3-chloropropyl-tridecanoate, 3-chloropropyl-tetradecanoate, 3-chloropropyl-pentadecanoate, 3-chloropropyl- Xadecanoate, 3-chloropropyl-heptadecanoate, 3-chloropropyl-octadecanoate, 3-chloropropyl-nonadecanoate, 3-chloropropyl-dodecanoate, 3-chloropropyl-stearoate, 3-chloropropyl-oleate, 3-chloropropyl-eicosoate, 3-chloropropyl-behenoate, 3-chloropropyl-erusylloate, 3-chloropropyl-arachidoate, 6-chlorohexyl-methylformate, 6-chlorohexyl-acetate, 6-chlorohexyl-propionate, 6-chloro 6-chlorohexyl-butanoate, 6-chlorohexyl-pentanoate, 6-chlorohexyl-hexanoate, 6-chlorohexyl-heptanoate, 6-chlorohexyl-octanoate, 6-chlorohexyl-nonanoate, 6-chlorohexyl-decanoate, 6-chlorohexyl-undecanoate, 6-chlorohexyl-dodecanoate, 6-chlorohexyl-tridecanoate, 6-chlorohexyl-tetradecanoate, 6-chlorohexyl-pentadecanoate, 6-chlorohexyl-hexadecanoate, 6-chlorohexyl-heptanoate Decanoates, 6-chlorohexyl-octadecanoate, 6-chlorohexyl-nonadecanoate, 6-chlorohexyl-dodecanoate, 6-chlorohexyl-stearoate, 6-chlorohexyl-oleate, 6-chlorohexyl-eicosoate, 6-chlorohexyl-behenoate, 6-chlorohexyl-erciloate, 6-chlorohexyl-arachidoate; dicarboxylic acids and their salts containing malonic acid, maleic acid, fumaric acid, succinic acid, adipic acid, azelaic acid, and 3-chloro-1-propanol, 6-chloro-1-hexanol,Monoesters and diesters of 2-(2-chloroethoxy)ethanol, 2,3-dichloropropanol, 2,2-dichloroethanol, 1-chloro-2-propanol, 3-bromo-1-propanol, chlorobutanol, ethylene chlorohydrin, 1-chloro-5-pentanol, and 1-chloro-2,3-propanediol; tricarboxylic acids and their salts including citric acid, isocitric acid, aconitic acid, propane-1,2,3-tricarboxylic acid, and trimesic acid, and 3-chloro-1-propanol, 6-chloro-1-hexanol, 2-(2 -Chloroethoxy)ethanol, 2,3-dichloropropanol, 2,2-dichloroethanol, 1-chloro-2-propanol, 3-bromo-1-propanol, chlorobutanol, ethylene chlorohydrin, 1-chloro-5-pentanol, monoesters, diesters and triesters with 1-chloro-2,3-propanediol; 3-chloro-1-propanol, 6-chloro-1-hexanol, 2-(2-chloroethoxy)ethanol, 2,3-dichloropropanol, 2,2-dichloroethanol, 1-chloro-2-propanol Aliphatic acid esters and sulfonic acid esters of 3-bromo-1-propanol, chlorobutanol, ethylene chlorohydrin, 1-chloro-5-pentanol, and 1-chloro-2,3-propanediol; chlorinated alkyl esters, e.g., 4,7,8,12,14-pentachloromethylhexadecanoate, 4,7,8,12,14-pentachloroethylhexadecanoate, 4,7,8,12,14-pentachloropropylhexadecanoate, 4,7,8,12,14-pentachlorobutylhexadecanoate, 4,7,8,12,14 -Pentachloropentylhexadecanoate, 4,7,8,12,14-Pentachlorohexylhexadecanoate, 4,7,8,12,14-Pentachloroheptylhexadecanoate, 4,7,8,12,14-Pentachlorooctylhexadecanoate, 4,7,8,12,14-Pentachlorononylhexadecanoate, 4,7,8,12,14-Pentachlorodecylhexadecanoate, 4,7,8,12,14-Pentachloroundecylhexadecanoate, 4,7,8,12,14-Pentachlorododecylhexadecanoate,4,7,8,12,14-pentachlorotridecylhexadecanoate, 4,7,8,12,14-pentachlorotetradecylhexadecanoate, 4,7,8,12,14-pentachloropentadecylhexadecanoate, 4,7,8,12,14-pentachlorohexadecylhexadecanoate, 4,7,8,12,14-pentachloroheptadecylhexadecanoate, 4,7,8,12,14-penta Chlorooctadecyl hexadecanoate, 4,7,8,12,14-pentachlorooleyl hexadecanoate, 4,7,8,12,14-pentastearyl hexadecanoate, 4,7,8,12,14-pentachloroarachidyl hexadecanoate; 2,3,4,5,6,6-hexachlorodecane, 2,5,6,7,8,11,15-heptachloroheptadecane, C having a chlorine content of 20-50% by mass. 10~18 A polyurethane foam additive composition according to any of Clauses 1 to 8, selected from the group consisting of methyl esters of saturated or unsaturated fatty acids, methyl esters of fat fatty acid mixtures having a chlorine content of 20 to 50% by mass; chlorinated decane, chlorinated undecane, chlorinated dodecane, chlorinated tridecane, chlorinated tetradecane, chlorinated pentadecane, chlorinated hexadecane, chlorinated heptadecane, chlorinated octadecane, chlorinated nonadecane, chlorinated eicosane, chlorinated henicosane, chlorinated docosane, chlorinated tricosane, chlorinated tetracosane, chlorinated pentacosane, chlorinated hexacosane, chlorinated heptacosane, chlorinated octacosane, 3-chloropropyltrimethoxysilane, 3-chloropropyltriethoxysilane, or a combination thereof, having a chlorine content of 5 to 50% by mass.

[0089] Clause 10. N,N-bis(3-dimethylaminopropyl)-N-isopropanolamine, N,N-dimethylaminoethyl-N'-methylethanolamine, N,N,N'-trimethylaminopropylethanolamine, N,N-dimethylethanolamine, N,N-diethylethanolamine, N,N-dimethyl-N',N'-2-hydroxy(propyl)-1,3-propylenediamine, dimethylaminopropylamine, (N,N-dimethylaminoethoxy)ethanol, methyl-hydroxy-ethyl-piperazine, bis(N,N-dimethyl-3-aminopropyl The composition of Clause 1 further comprises at least one tertiary amine selected from the group consisting of bis(3-dimethylaminopropyl) amine, N,N-dimethylaminopropylurea, diethylaminopropylurea, N,N′-bis(3-dimethylaminopropyl)urea, N,N′-bis(3-diethylaminopropyl)urea; bis(dimethylamino)-2-propanol, 6-dimethylamino-1-hexanol, N-(3-aminopropyl)imidazole, N-(2-hydroxypropyl)imidazole, and N-(2-hydroxyethyl)imidazole, or combinations thereof. Additionally or selectively, in one embodiment, the tertiary amine catalyst component 113 is or comprises the foaming catalyst component 125. For example, in one embodiment, the tertiary amine catalyst component 113 is 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol, N,N-dimethylaminoethyl-N'-methyl-N'-ethanol, dimethylaminoethoxyethanol, N,N,N'-trimethyl-N'-3-aminopropyl-bis(aminoethyl) ether, or a combination thereof, or includes these.

[0090] Clause 11. A polyurethane foam product formulation comprising a polyol component, an isocyanate component, and the halogen-containing composition of Clause 1.

[0091] Clause 12. The polyurethane formulation of Clause 11, further comprising a tertiary amine.

[0092] Clause 13. A polyurethane formulation according to Clause 11, further comprising at least one additive selected from at least one chain extender, at least one pigment, at least one filler, at least one flame retardant, at least one auxiliary urethane gelling catalyst, at least one auxiliary urethane foaming catalyst, at least one transition metal catalyst, or a combination thereof.

[0093] Clause 14. A method for producing a polyurethane foam product by reacting an isocyanate and a polyol in the presence of a blowing agent, a cell stabilizer and the additive composition of Clause 1. [Examples]

[0094] These examples are provided to demonstrate certain aspects of the present invention and do not limit the scope of the claims appended herein.

[0095] Example 1: Chlorinated additives The foam pad was prepared by adding 302 g of tertiary amine catalyst to a premix in a 32-ounce paper cup and mixing for approximately 10 seconds at approximately 6000 revolutions per minute. Formulation I: [Table 1]

[0096] The premix prepared according to Formulation I contains approximately 70 pphp of polyether polyol (Hyperlite® 1629), approximately 30 pphp of copolymer polyol (Hyperlite® 1650), approximately 2.86 pphp of water, approximately 0.70 pphp of silicone surfactant (Tegostab® B8761 LF2, manufactured by Evonik Corporation), and gelling catalyst (DABCO (登録商標) NE1600 (manufactured by Evonik Corporation) approx. 0.5 pphp, foaming catalyst (DABCO (登録商標)It contained approximately 0.15 pphp of NE300 (N,N,N′-trimethyl-N′-aminopropyl-bis(aminoethyl) ether, manufactured by Evonik Corporation), approximately 0.94 pphp of a crosslinking agent (85% diethanolamine liquid form in water), and approximately 0.60 pphp of a crosslinking agent (glycerin).

[0097] Toluene diisocyanate (DESMODUR® T80) was then added to the premix having an NCO index of approximately 90 to form a polyurethane composition. The polyurethane composition was mixed using the same stirrer at a rotation speed of approximately 6000 revolutions per minute for approximately 6 seconds. The polyurethane composition was then poured into a preheated mold at approximately 70°C. After approximately 4 minutes, the cured product was removed from the preheated mold as a foam pad.

[0098] The foam pads were crushed by hand, weighed, and then mechanically compressed to approximately 75% of their original thickness. The foam pads were stored for approximately 48 hours under substantially constant temperature and humidity conditions before cutting and testing.

[0099] Table I: Physical properties [Table 2]

[0100] Table I shows the physical properties of the foam sample measured after conditioning at ambient temperature, and the physical properties (HA) of the foam sample after heat aging in a wet state. The properties shown indicate that the ambient properties (amb) were comparable. However, the sample showed a significant difference after wet aging. The sample is much softer when no additives are used, as indicated by the low CLD (compressive deflection) value (0.9 kPa) of the control without additives. When additives 23, 6, and 20 are used, higher CLD values ​​are observed, indicating higher mechanical integrity of the foam sample produced using these additives. Similarly, the HA tensile strength of the control without additives could not be measured because the mechanical strength of the sample was extremely poor after wet aging. On the other hand, the HA tensile strength was measured in all cases where additives were used. Additive 6, in particular, showed outstanding performance. [ka]

[0101] Example 2: Chlorinated additives The foam pad was prepared by adding 302 g of a tertiary amine catalyst to a premix in a 32-ounce paper cup and mixing it for about 10 seconds at approximately 6000 revolutions per minute.

[0102] Formulation II: [Table 3]

[0103] The premix prepared according to Formulation II consists of approximately 70 pphp of polyether polyol (Specflex® NC630 DA), approximately 30 pphp of copolymer polyol (Specflex® NC701), approximately 2.86 pphp of water, approximately 0.70 pphp of silicone surfactant (Tegostab® B8761 LF2, manufactured by Evonik Corporation), and gelling catalyst (DABCO (登録商標)NE1600 (manufactured by Evonik Corporation) approx. 0.5 pphp, foaming catalyst (DABCO (登録商標) It contained approximately 0.15 pphp of NE300 (N,N,N′-trimethyl-N′-aminopropyl-bis(aminoethyl) ether, manufactured by Evonik Corporation), approximately 0.94 pphp of a crosslinking agent (85% diethanolamine liquid form in water), and approximately 0.60 pphp of a crosslinking agent (glycerin).

[0104] Toluene diisocyanate (DESMODUR® T80) was then added to a premix having an NCO index of approximately 90 to form a polyurethane composition. The polyurethane composition was mixed using the same stirrer at a rotation speed of approximately 6000 revolutions per minute for approximately 6 seconds. The polyurethane composition was then poured into a preheated mold at approximately 70°C. After approximately 4 minutes, the cured product was removed from the preheated mold as a foam pad.

[0105] The foam pads were crushed by hand, weighed, and then mechanically compressed to approximately 75% of their original thickness. The foam pads were stored for approximately 48 hours under substantially constant temperature and humidity conditions before cutting and testing.

[0106] Table II: Physical properties [Table 4]

[0107] Table II shows the physical properties of the foam sample measured after conditioning at ambient temperature, and the physical properties (HA) after heat aging of the foam sample in a wet state. The properties shown indicate that the ambient properties were comparable. However, as observed in Example 1, the sample showed a significant difference after wet aging. The sample is much softer when no additives are used, as indicated by the low CLD (compressive deflection) value of the control without additives. The use of additives 20, 24, and 25, as well as 25 used in combination with 6-chlorohexanol, resulted in higher CLD values, indicating higher mechanical integrity of the foam sample produced using these additives. Similarly, extremely poor HA tensile strength was observed in the control without additives. On the other hand, HA tensile strength was substantially improved in all cases where additives were used.

[0108] Example 3: Emission measurement using the VDA 278 method The foam pad was manufactured according to the procedure outlined in Example 1.

[0109] Table III shows the emissions from 25 in combination with additives 24, 25, and 6-chlorohexanol. In all cases, no emissions of chloroorganic compounds were detected, suggesting that the compounds were retained in the polyurethane polymer by a combination of high molecular weight absorption / adsorption in the polyurethane polymer due to covalent bonding within the polymer. VOC1 and VOC2 were the result of double repeated analysis of the VOC emissions.

[0110] Table III: Foam ejection from VDA278 [Table 5]

[0111] Example 4: Emission measurement using the VDA 278 method The foam pad was manufactured according to the procedure outlined in Example 1.

[0112] The following table shows the emissions from additive 25 in combination with 6-chlorohexanol. In all cases, no emissions of chloroorganic compounds were detected, which suggests that the compounds were retained in the polyurethane polymer by a combination of high molecular weight absorption / adsorption in the polyurethane polymer via covalent bonding within the polymer.

[0113] Table IV: Foam ejection from VDA278 [Table 6] [Explanation of Symbols]

[0114] 100 Method, 101 Premix, 102 Providing Step, 103 Metal Complex Component, 104 Contact Step, 105 Halogen-Containing Composition, 106 Mixing Step, 108 Forming Step, 109 Polyol Component, 111 Catalyst Composition, 112 Pouring Step, 113 Tertiary Amine Catalyst Component, 114 Curing Step, 115 Polyurethane Composition, 116 Removal Step, 117 Isocyanate Component, 119 Preheated Mold, 121 Polyurethane Foam Product, 123 Surfactant Component, 125 Foaming Agent Component, 127 Crosslinking Component, 131 Mechanical Mixer

Claims

1. A polyurethane foam additive composition comprising at least one halogen-containing compound, The halogen-containing compounds are N-methyl-chloroacetamide, N,N-dimethylchloroacetamide, N-ethyl-chloroacetamide, N,N-diethyl-chloroacetamide, N-propyl-chloroacetamide, N,N-dipropyl-chloroacetamide, N-butyl-chloroacetamide, N,N-dibutyl-chloroacetamide, N-pentyl-chloroacetamide, N,N-dipentyl-chloroacetamide, N-hexyl-chloroacetamide, N,N-dihexyl-chloroacetamide, 4, 7, 8, 12 ,14-Pentachloromethylhexadecanoate, 4,7,8,12,14-Pentachloroethylhexadecanoate, 4,7,8,12,14-Pentachloropropylhexadecanoate, 4,7,8,12,14-Pentachlorobutylhexadecanoate, 4,7,8,12,14-Pentachloropentylhexadecanoate, 4,7,8,12,14-Pentachlorohexylhexadecanoate, 4,7,8,12,14-Pentachloroheptylhexadecanoate, 4,7,8,12,14-Pentachlorooctyl Xadecanoate, 4,7,8,12,14-pentachlorononylhexadecanoate, 4,7,8,12,14-pentachlorodecylhexadecanoate, 4,7,8,12,14-pentachloroundecylhexadecanoate, 4,7,8,12,14-pentachlorododecylhexadecanoate, 4,7,8,12,14-pentachlorotridecylhexadecanoate, 4,7,8,12,14-pentachlorotetradecylhexadecanoate, 4,7,8,12,14-pentachloropentadecylhexadecanoate , 4,7,8,12,14-pentachlorohexadecylhexadecanoate, 4,7,8,12,14-pentachloroheptadecylhexadecanoate, 4,7,8,12,14-pentachlorooctadecylhexadecanoate, 4,7,8,12,14-pentachlorooleylhexadecanoate, 4,7,8,12,14-pentachlorostearylhexadecanoate, 4,7,8,12,14-pentachloroarachidylhexadecanoate, methyl esters of tallow fatty acid mixtures having a chlorine content of 20-50% by mass; 【Chemistry 1】 A polyurethane foam additive composition selected from the group consisting of either or a combination thereof.

2. N,N-bis(3-dimethylaminopropyl)-N-isopropanolamine, N,N-dimethylaminoethyl-N'-methylethanolamine, N,N,N'-trimethylaminopropylethanolamine, N,N-dimethylethanolamine, N,N-diethylethanolamine, N,N-dimethyl-N',N'-2-hydroxy(propyl)-1,3-propylenediamine, dimethylaminopropylamine, (N,N-dimethylaminoethoxy)ethanol, methyl-hydroxy-ethyl-piperazine, bis(N,N-dimethyl-3-aminopropyl The composition according to claim 1, further comprising at least one tertiary amine selected from the group consisting of (3-dimethylaminopropyl) amine, N,N-dimethylaminopropylurea, diethylaminopropylurea, N,N'-bis(3-dimethylaminopropyl)urea, N,N'-bis(3-diethylaminopropyl)urea; bis(dimethylamino)-2-propanol, 6-dimethylamino-1-hexanol, N-(3-aminopropyl)imidazole, N-(2-hydroxypropyl)imidazole, and N-(2-hydroxyethyl)imidazole, or a combination thereof.

3. The composition according to claim 2, further comprising at least one tertiary amine selected from the group consisting of 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol, dimethylaminoethoxyethanol, N,N,N'-trimethyl-N'-3-aminopropyl-bis(aminoethyl) ether, or a combination thereof.

4. A polyurethane foam product formulation comprising a polyol component, an isocyanate component, and the halogen-containing composition described in claim 1.

5. The polyurethane compound according to claim 4, further comprising a tertiary amine.

6. The polyurethane compound according to claim 4, further comprising at least one chain extender, at least one pigment, at least one filler, at least one flame retardant, at least one auxiliary urethane gelling catalyst, at least one auxiliary urethane foaming catalyst, at least one transition metal catalyst, or a combination thereof, at least one additive selected from these.

7. A method for producing a polyurethane foam product by reacting an isocyanate and a polyol in the presence of a blowing agent, a cell stabilizer, and the additive composition described in claim 1.

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