6132 results about "Phenol formaldehyde resin" patented technology

A process for forming a thermoplastic vulcanizate compromising the steps of dynamically vulcanizing a rubber within a blend that comprises the rubber and a thermoplastic polymer, where said step of vulcanizing is carried out by using a phenolic resin in the presence of a catalyst system formed by combining a metal halide and a metal carboxylate. Also, a thermoplastic vulcanizate having low moisture pick-up with a technologically useful cure.

The invention relates to a hydrophobic granule and a preparation method thereof, and a waterproof breathable structure and a forming method thereof. The hydrophobic granule comprises aggregate and a hydrophobic resin film coated on the aggregate, wherein the aggregate size is 6-300 meshes, and the hydrophobic resin film is made of one or a plurality of hydrophobic epoxy resin, bakelite, polyurethane resin and silicone resin, and coated on the aggregate. The preparation method of the hydrophobic granule comprises the following steps: heating the aggregate to 50-400 DEG C; adding the hydrophobic resin, evenly stirring so that a film is coated on the aggregate surface; and cooling, crushing and screening to obtain the hydrophobic granules. The hydrophobic granule can be widely used as a waterproof breathable layer in desert planting, lake bottom seepage-proofing, river course seepage-proofing, landscape water system bottom seepage-proofing, and has favorable waterproof and breathable properties.

The invention relates to a method for preparing a C/SiC composite material through a low-cost fused silicon impregnation method, which comprises the following steps: performing calcining pretreatment on a carbon felt or graphite felt at 400-600 temperature; immersing the pretreated carbon felt or graphite felt in a melamine and boric acid solution, thus coating a boron nitride protective layer; immersing in a carbon/silicon carbide slurry water solution, performing impregnation to ensure that pores of the carbon felt or graphite felt are fully filled with carbon/silicon carbide, placing in a sintering furnace, and performing primary fused silicon impregnation treatment at 1600-1800 DEG C; immersing in liquid phenolic resin, and performing carbonization treatment under the protection of an inert atmosphere at 800-1000 DEG C to ensure that all the resin is carbonized; and finally, performing secondary fused silicon impregnation treatment to ensure that carbon produced by carbonization of the resin totally reacts with silicon to generate silicon carbide, thus obtaining the C/SiC composite material. The obtained C/SiC composite material is high in density, low in air pore and free silicon content, and favorable in material strength, toughness and frictional wear performance, and can be used for manufacturing of brake pads.

Disclosed herein are free flowing coated particles and low temperature methods of making same. Each particle has a curable coating disposed upon a substrate. The substrate is a particulate substrate including an inorganic material, a particulate substrate including an organic material, a composite substantially homogeneous formed particle including a first portion of an at least partly cured binder and filler particles, or a hybrid particle having an inorganic particle as a core and a composite coating including at least partially cured resin and filler. The curable coating includes a continuous phase including a curable liquid resin and reactive powder particles embedded or adhered to the continuous phase. The reactive powder particles typically include one or more of a resole phenolic-formaldehyde resin, a novolak phenolic-formaldehyde resin, a polyester resin, an acrylic polymer resin, a urethane resin or an epoxy resin. A method including applying a coating including the continuous phase including the curable resin and reactive or non-reactive powder particles embedded or adhered to the continuous phase.

The invention discloses a preparation method for a fiber reinforced carbon-silicon carbide-zirconium carbide-based (C/C-SiC-ZrC) composite material. The preparation method comprises the following steps of: (a) evenly dispersing ZrC nanopowder in absolute ethyl alcohol; (b) mixing phenolic resin and ZrC dispersion liquid to form slurry; (c) immersing a two-dimensional carbon fiber sheet into the slurry for dipping and drying, then carrying out continuous superposition paving on the two-dimensional carbon fiber sheet, and carrying out curing and post-curing treatment to prepare a fiber-reinforced sintered body; (d) cracking the fiber-reinforced sintered body to obtain a porous C/C prefabricate; (e) placing silicon powder into a graphite crucible, burying the porous C/C prefabricate into the silicon powder, heating to 1,500-1,650 DEG C, and preserving heat for preset time so as to carry out liquid silicon permeation. The method can be used for improving the high-temperature oxidizing property and ablation property of the carbon fiber reinforced ceramic (C/C-SiC) composite material.

A moisture-curable adhesive composition that may be formulated to be free of volatile organic compounds, or substantially free of volatile organic compounds which is safe for chronic exposure, resistant to combustion, and provides a high peel strength useful for securing a rubber membrane material to a rigid roof deck includes a polymer having silicon-containing hydrolyzable terminal groups, a phenolic resin, and a non-polymeric silicon-containing hydrolyzable compound, wherein the ratio of the amount of polymer having silicon-containing hydrolyzable terminal groups by weight to the amount of phenolic resin by weight is greater than 2:1.

The invention discloses a specific nanometer paint of energy-saving environment-protective typed aluminium alloy section bar (door and window), which comprises the following parts: 90-100% filming agent, 0.1-10% hardener, 0.5-8% levelling agent, 0.5-10% nanometer material, 20-50% fill and 10% hollow microball, wherein the filming agent is one or more of epoxy resin, polyester resin, acrylic acid resin, amino resin, phenol resin or alkide resin; the hardener is one or more of dicyandiamide, imidazole, dihydrazide, polybasic carboxylic acid, beta-hydroxyalkyl amide or triglycidol isocyanuric ester hardener; the levelling agent is one or more of polyacrylic resin, siliceous acryl resin, polyvinyl butyral, benzoin, hydrocastor oil, cellulose acetate butyrate or epoxy soy oil; the nanometer material is nanometer zinc oxide; the hollow micro-ball is hollow ceramic microball.

The invention relates to a lithium ion battery composite cathode material and a preparation method. The cathode material comprises a hard carbon precursor material containing hetero atoms, and natural spherical graphite, wherein the hard carbon precursor material selects one or more than two of phenolic resin, polyfurfural, furan resin, polyvinyl alcohol, epoxide resin or polyacrylonitrile as raw materials, and accounts for 5 to 45 percent of the natural spherical graphite by mass; modifier of the hetero atoms is boron-containing modifier including boric acid and diboron trioxide, phosphor-containing modifier including phosphoric acid and phosphorus pentoxide, and nitrogen-containing modifier HNO3; and one of the modifiers accounts for 5 to 35 percent of the hard carbon precursor by mass. An analog battery formed by the cathode material which is prepared by the method has the capacity over 350 mAH/g and first coulomb efficiency up to 95.8 percent, and has good circulation performance. The preparation method has the advantages of low cost and simple process.

Digestion of cellulosic biomass solids may be complicated by release of lignin therefrom. Methods for digesting cellulosic biomass solids may comprise: providing cellulosic biomass solids in the presence of a digestion solvent, molecular hydrogen, and a slurry catalyst capable of activating molecular hydrogen; at least partially converting the cellulosic biomass solids into a phenolics liquid phase comprising lignin, an aqueous phase comprising a glycol derived from the cellulosic biomass solids, and an optional light organics phase; wherein at least a portion of the slurry catalyst accumulates in the phenolics liquid phase as it forms; combining the glycol with the phenolics liquid phase, thereby forming a combined phase; and heating the combined phase in the presence of molecular hydrogen; wherein heating the combined phase reduces the viscosity of the phenolics liquid phase and transforms at least a portion of the glycol into a monohydric alcohol.

A method is provided for carbonizing and activating carbonaceous material, which comprises supplying the material to an externally fired rotary kiln maintained at carbonizing and activating temperatures, the kiln having a downward slope to progress the material as it rotates, the kiln having an atmosphere substantially free of oxygen provided by a counter-current of steam or carbon dioxide, and annular weirs being provided at intervals along the kiln to control progress of the material. There may further be provided an externally fired rotary kiln for carbonizing and activating carbonaceous material having a hollow rotary body that has a downward slope towards a discharge end thereof, and which is provided at intervals along its length with annular weirs for controlling progress of the carbonaceous material. In embodiments, there is also provided a process is for producing discrete solid beads of polymeric material e.g. phenolic resin beads having a mesoporous structure, which may be useful as feedstock for the above mentioned carbonization/activation process or which may have other utility e.g. as ion exchange resins. The process may produce resin beads on an industrial scale without aggregates of resin building up speedily and interrupting production. The process comprises the steps of: (a) combining a stream of a polymerizable liquid precursor e.g. a novolac and hexamine as cross-linking agent dissolved in a first polar organic liquid e.g. ethylene glycol with a stream of a liquid suspension medium which is a second non-polar organic liquid with which the liquid precursor is substantially or completely immiscible e.g. transformer oil containing a drying oil; (b) mixing the combined stream to disperse the polymerizable liquid precursor as droplets in the suspension medium e.g. using an in-line static mixer; (c) allowing the droplets to polymerise in a laminar flow of the suspension medium so as to form discrete solid beads that cannot agglomerate; and (d) recovering the beads from the suspension medium. There is also provided apparatus for forming discrete solid beads of polymeric material, said apparatus comprising: a first line for conveying s stream of a polymerizable liquid precursor; a second line for conveying a stream of a dispersion medium with which the polymerizable liquid precursor is substantially or completely immiscible; an in-line mixer configured to receive a combined flow from the first and second lines and to disperse the polymerizable liquid precursor as droplets in the dispersion medium; a vertical polymerization column configured to receive the dispersion medium with the droplets dispersed therein and to permit the polymerizable liquid precursor polymerize while descending the column in a descending flow of polymerization medium; and a vessel at the base of the column for receiving the descending flow of dispersion medium and collecting polymerized solid beads.

The present invention belongs to the field of porous ceramic material technology, and is the preparation process of one low cost and high performance porous silicon nitride/silicon carbide ceramic. The preparation process includes compounding material, forming and sintering as the conventional ceramic material preparing steps. It features that phenolic resin used as pore creating agent and carbon source is in-situ produced into SiC phase through the carbon hot reduction during sintering; and that Si3N4, Al2O3, Y2O3 and phenolic resin in certain proportion are produced into slurry through adding anhydrous alcohol and mixing for 12-24 hr and stoved into powder; and that the ceramic powder is processed through formation, cracking to eliminate glue, carbon hot reduction and sintering to produce the porous ceramic material with porosity of 40-70 %, strength of 70-160 MPa and low cost.

The invention belongs to the field of chemical engineering and industry, and particularly relates to a mesoporous-macroporous carbon production method. The production method comprises: completely mixing a phenol formaldehyde resin, an epoxy resin and the like or a mixture thereof, and a curing agent according to a certain weight ratio, carrying out heating curing, adding polyvinyl alcohol and the like as pore forming agents and adding graphite powder and the like as support agents after the cured material is crushed, completely mixing, pressing to form a preform, and carrying out high temperature carbonization under the protection of gas to obtain the mesoporous-macroporous carbon. The mesoporous-macroporous carbon prepared by using the production method has advantages of simple preparation method, easy pore size control and the like, wherein the pore size of the mesoporous-macroporous carbon can be adjusted within 50 nm-10 mum, has a specific surface area of 100-1000 m<2>/g, and can be used in electrode materials of supercapacitors, electrode materials of lithium ion batteries, electrode materials of capacitance method desalination devices, blood purification, catalyst carriers, water treatments, gas purification, solvent recovery and the like.

Improved performance in the phase separation of aqueous brines from hydrocarbons within an electrostatic desalter operation is obtained by the addition to the crude oil emulsions entering the desalter of an effective asphaltene dispersing amount of an alkyl phenol-formaldehyde liquid resin polymer, optionally in the presence of a lipophilic/hydrophilic vinylic polymer. The preferred resin is a nonyl phenol-formaldehyde resin having a molecular weight of from 1,000-20,000, and the preferred vinylic polymer is a copolymer of lauryl (meth)acrylate and hydroxyethyl (meth)acrylate. Best results from the electrostatic desalter are obtained when also using a demulsifier chemical treatment along with the asphaltene dispersing treatments. Desalter efficiency is increased and desalter brine effluent quality is greatly increased.

A method for preparing alkali lignin modified phenol-formaldehyde resin comprises the following steps: phenol, a first batch of formaldehyde solution, alkali lignin, metal oxide and dilution water are added into a reactor; a second batch of formaldehyde solution is added into the reactor; and a third batch of formaldehyde solution and a first batch of alkaline solution are added, formaldehyde trapping agent and a second batch of alkaline solution are added, and then material is discharged after cooling. The invention adopts the copolymerization technique to prepare an alkali lignin phenol formaldehyde adhesive, lignin and the phenol are added simultaneously, obtained hydroxymethylated lignin is reacted with hydroxymethyl phenol, a small part of the obtained hydroxymethylated lignin participates in the polycondensation of the hydroxymethyl phenol to form a main chain, and a large part of the obtained hydroxymethylated lignin forms branch chains through graft copolymerization, therefore, the lignin is introduced into a molecular chain and the aim of modifying phenol-formaldehyde resin is achieved. The invention can replace the use of 30-50 percent of the phenol, realizes stable and easy reaction control and easy industrial production; the bonding strength satisfies the requirements of national I-level plates; formaldehyde release reaches E0 level; therefore, the invention provides a new approach to the development of environment-friendly biomass-based wood adhesive and resource utilization of waste materials.

The invention provides a preparation method for phenolic adhesive based on lignin phenolization liquid and application thereof. Under the condition of normal pressure heating or thermalcatalysis, phenol is taken as liquefaction reagent, lignin is added, the temperature is raised to 90 to 150 DEG C, the thermal insulation liquefaction reaction is made to cool to obtain a lignin liquefaction product; basic catalyst and formaldehyde are directly added into the liquefaction liquid, the temperature is raised to 70 to 97 DEG C under normal pressure to react for 1 to 3 hours, the reaction is terminated when the viscosity is measured to meet the preset requirement, and low-free formaldehyde environmental protection type phenolic adhesive based on lignin phenolization liquid is obtained. The adhesive obtained by the invention has lower cost and lower content of free formaldehyde than the prior phenolic resin adhesive. The plywood pressed by using the adhesive obtained by the invention has good bonding performance.

The invention discloses a copper-free ceramic friction material with little falling ash and a preparation method thereof. The copper-free ceramic friction material with little falling ash is prepared by mixing, shaping and thermally processing the following raw materials in percentage by weight: 5 to 14 percent of adhesive, 20 to 45 percent of reinforcing material, 10 to 40 percent of ceramic material, 10 to 18 percent of lubricant and the balance of filler, wherein nitrile rubber modified phenolic resin and nitrile rubber powder are used as the adhesive; the reinforcing material is one or a mixture of more of aramid fiber, carbon fiber, steel fiber, foam iron powder and aluminum oxide fiber; the ceramic material is one or a combination of more of molybdenum disulfide, magnesium oxide andferrous disulphide; the lubricant is the mixture of graphite and mica; and the filler is the mixture of composite filler, barite, friction powder and aluminum powder. The material has high friction performance, low brake noise and high heat fading resistance, and particularly shows high performance in aspects of wear resistance, long life and great reduction in the falling ash of a wheel hub; therefore, the material can meet both the requirement of a modern automobile braking system on operating conditions and the requirement on economy and environment friendliness when an automobile is used.

The invention relates to a method for pretreating fibers, comprising the following steps of: performing surface activation on fibers by a dopamine hydrochloride biomimetic modification method, and then performing impregnation treatment on the fibers by using impregnation solution composed of rubber latex and phenolic resin, aiming to improve the interface adhesion property of the fibers with rubber so that the fibers are more suitable for tyres, conveyor belts, high-pressure rubber tubes and transmission belts. The method solves the experimental problem caused by high toxicity of isocyanate and avoids damage on the fibers caused by high-temperature treatment; and the process flow is simplified and the production cost is reduced.

The invention discloses a phenolic resin containing aryl boron and a preparation method thereof, especially to an aryl boron-containing phenolic resin with good thermal stability and high char yield and a preparation method thereof. Directed at the disadvantages that a common phenolic resin has poor thermal behaviors (e.g., low char yield) and a boric acid modified phenolic resin has poor manufacturability and mechanical properties, the invention brings forward the method which introduces borophenylic acid and a derivative thereof in synthesis of the aryl boron-containing phenolic resin. The obtained aryl boron-containing phenolic resin not only has excellent thermal behaviors such as high thermal decomposition temperature and high char yield but also has superior manufacturability and good mechanical properties. Since the aryl boron-containing phenolic resin has high char yield and superior inoxidizability and manufacturability, the aryl boron-containing phenolic resin is especially applicable to ablation-resistant resin matrix composites, carbon/carbon composites, high temperature braking materials, friction materials, heat-insulating materials, adhesives, coatings, flame-retardant materials, etc.

The invention discloses a method for making a clutch facing by using phenolic resin as adhesive. The method comprises the following steps that: (1) the latex modified water soluble phenolic resin is used as the adhesive to make the clutch facing, and water is used as solvent, and the adhesive and the solvent are mixed by stirring and prepared into pulp; (2) fibers are impregnated in the pulp; (3) fibers containing the pulp are dried; (4) the dried fibers containing the pulp are wound to become blanks; (5) blanks are heat moulded; (6) the clutch facing is obtained after subsequent treatments. The method of the invention has the advantages of saving a large amount of organic solvent, avoiding the environmental pollution caused by the consumption and the volatilization of the solvent, greatly saving the energy used for the preparation of the pulp and saving equipment cost on aspects of safety, fire fighting and environmental protection and management cost; moreover, the clutch facing made by the method of the invention is excellent in performance.

The invention discloses a supported ionic liquid catalyst. The supported ionic liquid catalyst is characterized in that imidazole is immobilized onto chloromethylated FDU mesoporous phenolic resin by nucleophilic reaction and reacts with halides containing different functional groups to prepare a mesoporous material supported functional imidazole type ionic liquid catalyst. The preparation of the catalyst comprises the following steps: chloromethylation of a mesoporous material, imidazolation and supporting of ionic liquid. The catalyst is used for synthesizing a cyclic carbonate by cyclic addition reaction of carbon dioxide and an epoxy compound, and the using quantity of the catalyst is 0.1-2mol% of the liquid content of the epoxy compound. Compared with the prior art, a large number of hydroxyl groups exist in the mesoporous material, and the supported ionic liquid catalyst has the double advantages of an inorganic mesoporous material and an organic polymer, as well as large specific surface area, adjustable pore structure, good hydrophobicity and chemical stability, high catalytic activity, good chemical selectivity, easiness in separation and recovery, mild reaction conditions, environmental friendliness and easiness in industrial implementation.

The invention discloses a method for preparing graded porous carbon with hollow mesoporous silicon spheres as templates. The prepared graded porous carbon can be used as an electrode material for a super capacitor. According to the method, specifically, hollow mesoporous silicon spheres are used as templates, and phenol-formaldehyde resin is used as a carbon source; with a nanometer casting method, an ethanol solution of phenol-formaldehyde resin is impregnated into mesoporous channels of the hollow mesoporous silicon spheres; phenol-formaldehyde resin is processed from primary curing, deep curing, carbonizing and template removing; and graded porous carbon with micropores, mesopores and micropores is prepared. Through the alterations of the hollow mesoporous silicon sphere particle sizes, hollow mesoporous silicon sphere wall thickness and the regulation of the phenol-formaldehyde resin amount, graded porous carbon parameters such as appearance, particle size, and wall thickness can be regulated. With the preparation method, the prices of the raw materials are low, the preparation technology is simple, and the prepared graded porous carbon has relatively high specific surface area and pore capacity. Therefore, the porous carbon can be used as the electrode material for the super capacitor.

A phenolic resin composite material includes a phenolic resin, a filler dispersed in the phenolic resin and being a reinforcement member and an organized layered clay mineral being different from the filler and dispersed uniformly in the phenolic resin. The phenolic resin composite material is improved in terms of the heat resistance as well as the mechanical strengths.

The invention relates to the field of preparation of heat insulating materials, in particular to a high-flame-retardant low-smoke-density polystyrene foam compound heat insulating material and a preparation method thereof. The compound heat insulating material comprises a polystyrene foam particle substrate and a polymer-based coating into which flame-retardant functional components are dispersed, wherein the polymer-based coating into which the flame-retardant functional components are dispersed comprises phenolic resin and expandable graphite, or comprises phenolic resin, the expandable graphite and capsule red phosphorus; and the mass ratio of the polystyrene foam particle substrate to the polymer-based coating is 1:1.3-2.2. The heat insulating material prepared with the method has good flame retardant and smoke suppression effects, and has the characteristics of no melting drop in case of strong fire, difficulty in combusting and low fuming; and the defects of flammability, melting drop, dense smoke and the like existing in the conventional polystyrene foam heat insulating material are overcome effectively.

An adhesive binder comprising a phenol-formaldehyde resin, polyvinyl ester resin, and a protein is disclosed. The adhesive binder is useful for preparing wood composites.

The invention relates to protective coating systems derived from a functional polyester resin, a cross-linker and a phenol-formaldehyde resin. Also provided is a method of coating a metal substrate using the protective coating systems to produce a cross-linked protective coating. Further provided is a composite material prepared with the coating system and, in certain embodiments, useful in fabricating metal foodstuffs storage containers. The composite material may be particularly useful in fabricating foodstuffs storage containers and “easy-open” end closures wherein the cross-linked protective coating contacts the foodstuffs.

The invention provides a composite modification method for a phenolic resin adhesive. A mixture of organic silicon and (or) a polyhydric compound serves as a modifier in a synthetic process of phenolic resin. The composite modification method is technically characterized in that: the modifier is added in a prepolymerization reaction process or after the prepolymerization reaction; formaldehyde is added at one time under an alkaline condition; dehydration is not performed in the later period of the reaction; the whole process flow is simple and is easy to operate; the product has stable performance and does not pollute environment; and the content of free formaldehyde is low.

The invention relates to a porous ceramic membrane support with a flat structure and a preparation method thereof, and belongs to the technical field of ceramic membrane supports. The ceramic membrane support is flat and consists of two flat membrane supports; a certain space is reserved between the two flat membrane supports; at least one supporting column is distributed in the space; and at least one water outlet passage is formed in each flat membrane support, so that flowing resistance of filtrate in the support with the flat structure is reduced. The ceramic aggregate of the support is one or more of alumina, zirconia, silicon dioxide, silicon carbide, titanium oxide, mullite and cordierite; the pore-forming agent is starch, graphite, phenolic resin spheres and the like; and the adhesive is methylcellulose, polyvinyl alcohol and the like. The porosity of the prepared porous ceramic membrane support with the flat structure can reach 30 to 50 percent, the aperture is 20 to 200 nanometers, and the compressive strength can reach 20 to 40MPa; and the support can be used for substituting an organic hollow fiber membrane bioreactor, and has great potential application in the fields of sewage treatment, fine chemical industry and the like.

The invention discloses raw paper of a high-performance environment-friendly paper based friction material and a manufacturing method of a friction plate. The high-performance environment-friendly paper based friction material is characterized by comprising the following components in percentage by weight: a substrate comprises 7-15% of carbon fiber, 5-10% of chopped aramid fiber, 5-10% of aramidpulp and 9-30% of bamboo fiber pulp; a friction agent comprises 10-20% of kieselguhr and 8-12% of cashew nut shell powder; a frictional property regulator adopts 2-4% of rubber particles, 5-10% of calcium carbonate and 10-15% of flake graphite; and a forming adhesive comprises 1-2% of fluororubber, 3-15% of silicone resin and 3-15% of phenolic resin. The invention fully forms the materials of thefriction material into a whole by changing the traditional impregnation process, effectively improves the physical and mechanical properties of the friction plate, improves the friction factors, regulates the dynamic and static friction ratio factors, and reduces the abrasion ratio of the friction plate.

The invention belongs to the technical field of preparation of release coatings and discloses a water-based heat transfer printing release coating, and a preparation method and application thereof. The water-based heat transfer printing release coating comprises the following ingredients by mass percent: 40-60 percent of water-based resin, 8-15 percent of a coalescing agent, 0.3-2 percent of a scratch-resistant anti-wear agent, 0.05-0.2 percent of a foam killer, 0.2-0.6 percent of other additives and the balance of water, wherein the water-based resin is at least one of polyurethane resin, polyacrylic acid resin, polycarbonate, polymide resin, polyethersulfone resin, epoxy resin, thermoplastic polyester resin, a styrene-maleic anhydride copolymer and phenolic resin. According to the invention, application of the water-based formula to preparation of the water-based heat transfer printing release coating is realized, the material prescription is environment-friendly, and the preparation process is safe and environment-friendly. Compared with a conventional solvent product, the water-based heat transfer printing release coating is better in heat resistance, high in glossiness and better in printing ink adhesion, effectively enhances the printing ink protecting function and can be kept colorful in a long term.

Provided herein are sulfurized metal alkyl phenate compositions having a low alkyl phenol content. The sulfurized metal alkyl phenate compositions can be prepared by reacting a phenol compound of Formula (I) disclosed herein with an aldehyde to form a phenolic resin of Formula (II) disclosed herein and then by reacting the phenolic resin simultaneously with a metal base and a first sulfurizing agent. The sulfurized metal alkyl phenate compositions and the overbased sulfurized metal alkyl phenate compositions disclosed herein may be used as detergents for formulating lubricating oil compositions. The lubricating oil compositions disclosed herein have a reduced amount of the free phenol compound and a salt thereof.