WO2023156836A1 - Gaz gs4 pouvant remplacer des solvants usuels utilisés pour préparer de la mousse de polyuréthane rigide (rpuf) - Google Patents

Gaz gs4 pouvant remplacer des solvants usuels utilisés pour préparer de la mousse de polyuréthane rigide (rpuf) Download PDF

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Publication number
WO2023156836A1
WO2023156836A1 PCT/IB2022/058091 IB2022058091W WO2023156836A1 WO 2023156836 A1 WO2023156836 A1 WO 2023156836A1 IB 2022058091 W IB2022058091 W IB 2022058091W WO 2023156836 A1 WO2023156836 A1 WO 2023156836A1
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WO
WIPO (PCT)
Prior art keywords
foam
solvent
cyclopentane
polyol
blowing agent
Prior art date
Application number
PCT/IB2022/058091
Other languages
English (en)
Inventor
Abbas SEIFI
Seyed Hossein SALEHI
Original Assignee
Sanat Sabz Tabarestan Co.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sanat Sabz Tabarestan Co. filed Critical Sanat Sabz Tabarestan Co.
Publication of WO2023156836A1 publication Critical patent/WO2023156836A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
    • C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
    • C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
    • C08J9/141—Hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
    • C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
    • C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
    • C08J9/142—Compounds containing oxygen but no halogen atom
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
    • C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
    • C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
    • C08J9/149—Mixtures of blowing agents covered by more than one of the groups C08J9/141 - C08J9/143
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2203/00—Foams characterized by the expanding agent
    • C08J2203/12—Organic compounds only containing carbon, hydrogen and oxygen atoms, e.g. ketone or alcohol
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2203/00—Foams characterized by the expanding agent
    • C08J2203/14—Saturated hydrocarbons, e.g. butane; Unspecified hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2203/00—Foams characterized by the expanding agent
    • C08J2203/20—Ternary blends of expanding agents
    • C08J2203/202—Ternary blends of expanding agents of physical blowing agents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2375/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
    • C08J2375/04—Polyurethanes

Definitions

  • This invention is generally related to the foaming industry and specifically to the blowing gas in polyurethane production industry.
  • Polyurethane foams are one of the most important polymers and are the most useful foams in various industries, which are prepared from the combination of Polyol and isocyanate, and are classified into four categories: integrated sponge foam, soft foam, semi- rigid foam and rigid foam.
  • rigid foams contain a high percentage of closed cells with special characteristics that are used in refrigerators, water heaters, trucks, blocks and panels, sprays and heating appliances and have basic properties such as insulation, adhesion, subsequent stability and water impermeability.
  • the blowing agent is also selected based on the boiling point, ignition rate and the effect it has on the environment and the physical properties of the foam.
  • the density and the amount of heat that the foam passes through itself are greatly affected by the type of blowing agent.
  • Physical properties such as compressive strength, tensile strength, bending strength, shearing strength, impact strength, thermal conductivity, water absorption rate, and elasticity coefficient are all dependent on the foam density, so that an increase in density causes a decrease in water absorption, whereas compressive strength, shearing strength, tensile strength and thermal conductivity increase.
  • the degree of solubility of the blowing agent in Polyol is also very important, because many properties of the foam, including the degree of foaming, cell structure, and dimensional stability of the foam, are highly dependent on the degree of solubility of the blowing agent.
  • Cyclopentane is one of the gases which is used as a blowing agent in refrigerator foam.
  • the production of Cyclopentane requires feed with a high percentage of Cyclopentane, which is very difficult to supply, while the production of HC's products can be received and refined from various refinery compounds, and there is no limit to the supply of feed.
  • the HC's production can be done in any capacity with a low-cost and batch distillation tower according to the feed, while Cyclopentane requires high-volume production in order to be economical and equipped and continuous distillation towers with a high cost.
  • the main goal of this plan is to produce a solvent that is produced from a suitable mixture of HC's and MDME, and it is used in the refrigeration industry as a suitable alternative to Cyclopentane (having about 90% of the market share) or HCFC-141b (having 10% of the market share), in order to reduce the equipment and costs of production of blowing agent on an industrial scale, with the same quality as other common solvents, and the removal of chlorinated solvents should be used to protect the environment.
  • This solvent is much more cost-effective and has high production capability compared to competing products with low investment cost and more reasonable price, as well as better accessibility for the country.
  • the claimed invention is based on production of a solvent for the preparation of refrigerator foam as a blowing agent and replaces Cyclopentane, Methylene chloride, 141b gas and R11 gas.
  • the production of this solvent is much easier than Cyclopentane and can be applied with a higher tonnage due to the fact that it is a suitable mixture of HC's and MDME.
  • tests on foams made with GS4 including measurement of foam density, checking the uniformity of foam cells, measuring creaming time, gelling time, and the amount of foam rasing, as well as supplemental tests including the investigation of foam stability, the measurement of the heat transfer coefficient of the foam, and the investigation of the interaction of GS4 with ABS and Hympack have been carried out both on a laboratory scale and on an industrial scale.
  • MDI Isocyanate was used in all the experiments, obtained under the name of PM200 from “Imen Polymer Chemie” Company (ImPol), under the name of 370 from Mokarrar Company and under the name of M200 from Arian Polyurethane Company.
  • MDME and different combinations of HC's were used for GS4 formulation. 10 cm and 15 cm paper cups and 30 x 30 x 10 cm metal molds with a lid were used to make foam. A mixer and a 20 cm rod were also used to mix the ingredients.
  • the contents of the paper cup are vigorously stirred with the help of a drill and a stirrer attached to it, after that the paper cup is set aside until foam is formed. From the time of mixing the ingredients with a mixer, the creaming time (from the beginning of the cream color of the mixture to the beginning of the foam growth), the gelling time (from the beginning of the cream color of the foam until the time when the surface of the foam sticks the rod with which it hits the foam) and the time of foam growth termination is recorded.
  • the foam is made in a metal mold according to the 2-3-4-2 method and in the dimensions of 30x30x3 cm (according to the central request that measures the thermal conductivity coefficient) is cut so that it has a completely uniform surface without crusts.
  • This coefficient is measured as a device in reliable centers such as the Research Institute of the Road, Housing and Urban Development Organization.
  • blowing agent In order to investigate the blowing agent, measures were taken, the first step of which is to determine the appropriate ratios of Polyol: blowing agent: isocyanate.
  • a 250 ml container with a lid, a drill and a stirrer with a 2 cm blade, a 15 cm paper cup, a metal mold with a lid 30x30x10 cm is required.
  • the method of conducting the test is that you must first determine how much material to pour into the mold.
  • Foam Density Total Weight of Raw Materials / Mold Volume
  • the total weight of the raw materials can be calculated and the weight of each raw material can be obtained according to the ratio of the raw materials to each other.
  • the desired amount of Isocyanate is weighed in a paper cup and all the Polyol mixture and blowing agent are added to it. All the contents of the paper cup are vigorously stirred with the use of a drill and a stirrer attached to it, after that the mixture is transferred from the paper cup to the mold and the lid of the mold is closed to form foam.
  • the desired free density for hard/rigid foam used in refrigeration is 24-26 kg/m3, this number is calculated for foam made in a mold with a coefficient of 1.4 (33-35 kg/m3).
  • a cube with dimensions of 4 x 4 x 4 cm is cut and, in both foams, they are cut so that the foam shell is removed.
  • the weight of the dry foam is recorded (a)
  • a 250 ml beaker filled with water is placed on the scale and the weight becomes zero.
  • the foam is immersed in water with the help of a knife (so that all parts of the foam are under water and the weight is fixed) and the weight is recorded (b).
  • the foam is made in a metal mold according to the 2-3-4-2 method and in the dimensions of 30x30x3 cm (according to the central request that measures the thermal conductivity coefficient) is cut so that it has a completely uniform surface without crusts.
  • This coefficient is measured as a device in reliable centers such as the Research Institute of the Road, Housing and Urban Development Organization.
  • blowing agent In order to investigate the blowing agent, measures were taken, the first step of which is to determine the appropriate ratios of Polyol: blowing agent: isocyanate.
  • HCs with different formulas were investigated to make GS4.
  • different HCs and 3 samples were used in this experiment.
  • 11.6 grams of Polyol mixture Pol 500 and GS4 were mixed with 13.5 grams of Isocyanate M 200 (Table 6). It was found that all three types of HC's produce foam with acceptable density. However, on an industrial scale, the results of grade 3 have been much better in terms of usability and quality.
  • the production of rigid foam with GS4 was investigated in a closed-door mold.
  • the blowing agent GS4 was investigated in the production of foam in the form of a closed lid.
  • GS4 volatility was compared with Chinese and Korean Cyclopentane.
  • Korean Cyclopentane, Chinese Cyclopentane and GS41 samples were compared within one hour according to the 2-3-2 volatility method.
  • 9.05%, 17.04% and 15.21% were evaporated from Korean Cyclopentane, Chinese Cyclopentane and GS4 samples, respectively.
  • the results indicate that performance of GS4 is better than Chinese Cyclopentane at ambient temperature; although compared to Korean Cyclopentane, it has 6.16% more volatility.
  • This coefficient in the refrigeration industry should be between 0.018-0.022, but since the way of making the foam, the uniform mixing of the materials and the uniformity of the cut surface of the foam affect this coefficient, and there were limited possibilities (mixer, mold and appropriate foam cutting tool); the values are higher than expected (* Samples 2 and 3 were evaluated in the Research Institute of the Road, Housing and Urban Development Organization) (Table 12).
  • the test for determining the thermal resistance and thermal conductivity coefficient is performed using a heat flow meter according to the Egyptian national standard No. 8621.
  • the device has a heating unit at the top of the test piece, two heat flow meters and a cooling unit at the bottom of the test piece, which has a constant heat flow rate density. It establishes uniformity and one direction inside the homogeneous test with parallel flat surfaces. The sample is placed between hot and cold plates and the direction of heat flow is from top to bottom. The coefficient of thermal conductivity is declared when the equilibrium conditions are reached, and the thermal resistance of the product is calculated using it.
  • the average reference temperature is 10 degrees Celsius.
  • the average thickness of 29 mm is considered in the calculations of this test (Table 13).
  • the density test was performed according to the Egyptian national standard No. 7118. In this test, the density of the product is calculated by measuring the weight of the samples and the dimensions of length, width and thickness. The average results of this test were calculated on the sample sent as shown in (Table 14).
  • the foam produced does not shirinkage after one year.
  • This solvent has a more suitable price and also better access for the country.
  • Table 1 It shows the foaming agents that 12 grams of them were mixed with 100 grams of Polyol Pol 500 in separate containers with lids, which were used to determine the appropriate proportions of Polyol: foaming agent: isocyanate.
  • Table 2 indicates the blowing agents that were mixed with 11.2 grams of Polyol mixture Pol 500 and 13.5 grams of Isocyanate M 200, used to investigate the effect of increasing the percentage of Isocyanate on the foam density.
  • Table 3 indicates the blowing agents that were mixed with 12.3 grams of Polyol mixture Pol 500 and 13.5 grams of Isocyanate M 200, used in order to investigate the effect of increasing the percentage of blowing agents on the foam density.
  • Table 4 indicates the values that were mixed with the mixture of Polyol Pol 500 and GS4 with 13.5 grams of Isocyanate M 200, used to determine the percentage of GS4 in Polyol.
  • Table 5 indicates two samples that were prepared with a time interval of 2 weeks, used to investigate the effect of time on the mixture of Polyol and GS4.
  • Table 6 indicates three different mixture samples of HC's, used to check HCs with different formulas to make GS4 and GS4.
  • Table 8 indicates the results of the investigation of the types of Polyols used in the refrigerator's industry.
  • Table 9 indicates the results of the GS4 effect test on ABS.
  • Table 10 indicates the results of comparing GS4 with Korean Cyclopentane and Chinese Cyclopentane samples.
  • Table 11 indicates the results related to the comparison of GS5 with GS4 and the sample of Korean Cyclopentane.
  • Table 12 indicates the comparison results of the thermal conductivity coefficient of GS4 with Cyclopentane and HCFC 141b.
  • Table 13 indicates the average test results for determining the coefficient of thermal conductivity and thermal resistance.
  • Table 14 indicates the average results of the thermal density determination test.
  • Table 15 indicates the characteristics of the HC's mixture used in the production of GS41.
  • Table 16 indicates the characteristics of the HC's mixture used in the production of GS42.
  • Table 18 indicates the characteristics of the final foam.
  • This part explains the method of using a solvent to prepare refrigerator foam as a blowing agent.
  • this solvent is used like previous solvents that are routinely consumed, and only in a small number of these industries, some equipment needs to be changed.
  • This solvent can replace Cyclopentane, Methylene chloride, 141b gas and R11 gas, and it is much easier to carry and use than normal pentane, 141b and R11.
  • the claimed invention is entitled "GS4 gas with the ability to replace routine solvents used to prepare rigid Polyurethane foam" which is a solvent used in the refrigerator and sandwich panel industries as a suitable replacement for the solvents of Cyclopentane, Methylene chloride, 141b gas and R11 gas.
  • This solvent One of the most important applications of this solvent is that its production on an industrial scale requires less equipment and cost, increasing the production unit capacity of this solvent is much cheaper and faster than the production of routine gases, and as a result, it can be used for manufacturing a product with the same quality and it is much more affordable than common solvents.
  • the foam produced does shrinkage after one year and the density and thermal conductivity of the foam produced with this product is similar or better than other routine gases. It is noteworthy that the use of this solvent would be more suitable for refrigerator production companies that use HIPS instead of ABS, and the quality of the produced refrigerator would also be better.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

La présente invention concerne un gaz GS4 pouvant remplacer des solvants usuels utilisés pour préparer de la mousse de polyuréthane rigide (RPUF). Ce solvant est produit à partir d'un mélange approprié d'hydrocarbures (HC) et de MDME et peut être utilisé dans l'industrie de la production de réfrigérateurs en tant que produit de remplacement approprié de gaz usuels. La production d'un produit ayant la même qualité est beaucoup plus abordable qu'avec les solvants courants et son utilisation produit une mousse dotée de conductivité thermique et densité meilleures ou similaires à celles obtenues avec des gaz usuels. De plus, et selon l'Accord de Montréal pour remplacer les agents gonflants CFC et les délais pour les agents appauvrissant la couche d'ozone, l'utilisation de ce nouveau solvant est l'une des options appropriées pour éliminer les solvants chlorés pour protéger l'environnement et elle permet de faire un grand pas dans cette direction et pour résoudre les problèmes.
PCT/IB2022/058091 2022-02-19 2022-08-30 Gaz gs4 pouvant remplacer des solvants usuels utilisés pour préparer de la mousse de polyuréthane rigide (rpuf) WO2023156836A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IR140050140003009046 2022-02-19
IR14003009046 2022-02-19

Publications (1)

Publication Number Publication Date
WO2023156836A1 true WO2023156836A1 (fr) 2023-08-24

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PCT/IB2022/058091 WO2023156836A1 (fr) 2022-02-19 2022-08-30 Gaz gs4 pouvant remplacer des solvants usuels utilisés pour préparer de la mousse de polyuréthane rigide (rpuf)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9926403B2 (en) * 2014-01-22 2018-03-27 Huntsman International Llc Process for making rigid polyurethane or urethane-modified polyisocyanurate foams
EP2892937B1 (fr) * 2012-09-06 2019-06-05 Covestro LLC Mousses rigides appropriées pour l'isolation des parois
US20210403667A1 (en) * 2018-11-13 2021-12-30 Inv Performance Surfaces, Llc Azeotropically-modified blowing agents for forming foams

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2892937B1 (fr) * 2012-09-06 2019-06-05 Covestro LLC Mousses rigides appropriées pour l'isolation des parois
US9926403B2 (en) * 2014-01-22 2018-03-27 Huntsman International Llc Process for making rigid polyurethane or urethane-modified polyisocyanurate foams
US20210403667A1 (en) * 2018-11-13 2021-12-30 Inv Performance Surfaces, Llc Azeotropically-modified blowing agents for forming foams

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
BEAUJEAN M.: "ASSESSMENT OF THE USE OF METHYLAL AS HCFC REPLACEMENT IN PU FOAMS ", UNITED NATIONS DEVELOPMENT PROGRAMME, 1 December 2011 (2011-12-01), XP093086757, Retrieved from the Internet <URL:https://antigo.mma.gov.br/estruturas/ozonio/_arquivos/4_michel_130.pdf> [retrieved on 20230928] *

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