WO2016198433A1 - Viscoelastic and reticulated polyurethane foam and the preparation thereof - Google Patents

Viscoelastic and reticulated polyurethane foam and the preparation thereof Download PDF

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Publication number
WO2016198433A1
WO2016198433A1 PCT/EP2016/062989 EP2016062989W WO2016198433A1 WO 2016198433 A1 WO2016198433 A1 WO 2016198433A1 EP 2016062989 W EP2016062989 W EP 2016062989W WO 2016198433 A1 WO2016198433 A1 WO 2016198433A1
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WO
WIPO (PCT)
Prior art keywords
polyurethane foam
viscoelastic
polyol
polyether polyol
reticulated polyurethane
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
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PCT/EP2016/062989
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English (en)
French (fr)
Inventor
Liqiang LI
Qingyun WANG
Yongxin LIN
Zhong CAO
Kehan Xiong
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Covestro Polymers China Co Ltd
Covestro Deutschland AG
Original Assignee
Covestro Polymers China Co Ltd
Covestro Deutschland AG
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=56108668&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=WO2016198433(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Covestro Polymers China Co Ltd, Covestro Deutschland AG filed Critical Covestro Polymers China Co Ltd
Priority to EP16727522.1A priority Critical patent/EP3307828B1/en
Priority to US15/580,351 priority patent/US10975212B2/en
Priority to JP2017563962A priority patent/JP7009218B2/ja
Publication of WO2016198433A1 publication Critical patent/WO2016198433A1/en
Anticipated expiration legal-status Critical
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    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • C08G18/4804Two or more polyethers of different physical or chemical nature
    • C08G18/4816Two or more polyethers of different physical or chemical nature mixtures of two or more polyetherpolyols having at least three hydroxy groups
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    • C08J9/00Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/0061Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof characterized by the use of several polymeric components
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
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    • C08G18/4825Polyethers containing two hydroxy groups
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    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/16Catalysts
    • C08G18/18Catalysts containing secondary or tertiary amines or salts thereof
    • C08G18/1833Catalysts containing secondary or tertiary amines or salts thereof having ether, acetal, or orthoester groups
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    • C08G18/08Processes
    • C08G18/16Catalysts
    • C08G18/18Catalysts containing secondary or tertiary amines or salts thereof
    • C08G18/20Heterocyclic amines; Salts thereof
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    • C08G18/2805Compounds having only one group containing active hydrogen
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    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/32Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3203Polyhydroxy compounds
    • C08G18/3206Polyhydroxy compounds aliphatic
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    • C08G18/00Polymeric products of isocyanates or isothiocyanates
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    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
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    • C08G18/4833Polyethers containing oxyethylene units
    • C08G18/4837Polyethers containing oxyethylene units and other oxyalkylene units
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    • C08G18/65Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6666Compounds of group C08G18/48 or C08G18/52
    • C08G18/667Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
    • C08G18/6674Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
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    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/74Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7614Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
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    • C08J2375/00Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
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Definitions

  • the present invention provides a polyol composition for preparing a viscoelastic and reticulated polyurethane foam, comprising a first polyether polyol bl), a second polyether polyol b2), a third polyether polyol b3), and a surfactant b6) .
  • the present invention also provides a viscoelastic and reticulated polyurethane foam prepared from said polyol composition, wherein the polyurethane foam has a ball rebound rate of less than 15% determined according to GB/T6670-2008.
  • Viscoelastic and reticulated polyurethane foams are mainly composed of meridian skeleton of cells without or with only a small amount of cell wall membrane .
  • This kind of polyurethane foams has a high air permeability and a larger cell size in addition to the viscoelasticity . Therefore, they are widely used in the fields of furniture, such as sofas, mattresses, pillows, mats, clothing, filters, and industrial packaging.
  • Viscoelastic and reticulated polyurethane foams are generally prepared by two steps: i) preparing a polyurethane foam; and ii) reticulating the obtained polyurethane foam.
  • the reticulating treatment is generally implemented by chemical etching process or explosive process .
  • the patent document CN104059244A discloses a process for producing a high-crystal-molecule slow-rebound polyurethane, said process is carried out by firstly preparing a viscoelastic polyurethane foam, and then processing in an explosive manner to obtain the slow-rebound polyurethane.
  • the present invention provides a polyol composition for preparing a viscoelastic and reticulated polyurethane foam, comprising bl) a first polyether polyol, wherein the first polyether polyol is based on propylene oxide, and has a functionality of 2.6-3.2 and a hydroxyl number of 120-400 mgKOH/g, and the first polyether polyol has a content of 10-70 wt.%, based on total weight of the polyol composition;
  • a third polyether polyol wherein the third polyether polyol has 50-100 wt.% of ethylene oxide units based on total weight of the third polyether polyol, and the third polyether polyol has a functionality of 2-8 and a hydroxyl number of 20-240 mgKOH/g; and
  • a surfactant wherein the surfactant has a content of 0.01-0.50 wt.%, based on total weight of the polyol composition .
  • the second polyether polyol b2) has a content of 5-60 wt.%, based on total weight of the polyol composition.
  • the third polyether polyol b3) has a content of 5-50 wt.%, based on total weight of the polyol composition.
  • the polyol composition further comprises :
  • the polyol composition further comprises :
  • the fifth polyether polyol has 0-30 wt.% of ethylene oxide units based on total weight of the fifth polyether polyol, and a functionality of 2-8 and a hydroxyl number of 10-40 mgKOH/g.
  • the fifth polyether polyol has a content of 2-25 wt.%, based on total weight of the polyol composition.
  • the polyol composition further comprises one or more chain extender ( s ) .
  • the present invention also provides a viscoelastic and reticulated polyurethane foam, prepared from a composition comprising :
  • an isocyanate-reactive component wherein the isocyanate-reactive component comprises the above-mentioned polyol composition for preparing a viscoelastic and reticulated polyurethane foam.
  • the isocyanate component A) further comprises toluene diisocyanate.
  • the viscoelastic and reticulated polyurethane foam has a ball rebound rate of less than 15% determined according to GB/T6670-2008.
  • the present invention also provides a process of preparing a viscoelastic and reticulated polyurethane foam, comprising a step of reacting the components comprising:
  • an isocyanate-reactive component wherein the isocyanate-reactive component comprises the above-mentioned polyol composition for preparing a viscoelastic and reticulated polyurethane foam.
  • the isocyanate component A) further comprises toluene diisocyanate .
  • the process doesn't comprise a step of chemical etching or explosive treatment .
  • the present invention provides a polyol composition for preparing a viscoelastic and reticulated polyurethane foam, wherein said polyol composition can be used to form a reticulated polyurethane foam without reticulating treatment , and the obtained polyurethane foam has suitable cell diameter, high air permeability and good viscoelasticity .
  • the functionality and hydroxyl number mean the average functionality and the average hydroxyl number in each case, unless otherwise indicated.
  • the measurement of hydroxyl number is known for the skilled as such and described, for example, in Houben Weyl, Methoden der Organischen Chemie, vol. XIV/2 Makromolekulare Stoffe, p. 17, Georg Thieme Verlag; Stuttgart 1963, which is incorporated by reference herein in its entirety.
  • the polyether polyol is well-known for the skilled in the art, which can be prepared by known processes. For example, it can be obtained by the reaction of alkylene oxide and an initiator in the presence of a catalyst.
  • the catalyst is, preferably but not limited to, alkali hydroxides, alkali alkoxides, antimony pentachloride, boron fluoride etherate, or a mixture thereof.
  • the alkylene oxide is, preferably but not limited to, tetrahydrofuran, ethylene oxide, propylene oxide, 1,2-butylene oxide, 2,3-butylene oxide, styrene oxide, or a mixture thereof; in particular preferably ethylene oxide and/or propylene oxide.
  • the initiator is, preferably but not limited to, a polyhydroxy or polyamine compound.
  • the polyhydroxy compound is, preferably but not limited to, water, ethylene glycol, 1, 2-propanediol, 1, 3-propanediol, diethylene glycol, trimethylolpropane, glycerol, bisphenol A, bisphenol S or a mixture thereof.
  • the polyamine compound is, preferably but not limited to, ethylene diamine, propylene diamine, butylene diamine, hexamethylene diamine, diethylenetriamine, tolylenediamine or a mixture thereof.
  • the polyether polyols including the first polyether polyol bl), the second polyether polyol b2) , the third polyether polyol b3) and the fifth polyether polyol b5) are based on ethylene oxide and/or propylene oxide .
  • the first polyether polyol bl) is based on propylene oxide, that means the alkylene oxide used for preparing the first polyether polyol is propylene oxide.
  • Said first polyether polyol has a functionality of 2.6-3.2 and a hydroxyl number of 120-400 mgKOH/g, and the first polyether polyol has a content of 10-70 wt.%, based on total weight of the polyol composition;
  • the second polyether polyol b2 has 0-20 wt . % of ethylene oxide units, a functionality of 1.8-3.2 and a hydroxyl number of 45-115 mgKOH/g.
  • the second polyether polyol b2) has a content of 5-60 wt . %, based on total weight of the polyol composition .
  • the third polyether polyol b3) has 50-100 wt.% of ethylene oxide units based on total weight of the third polyether polyol, and the third polyether polyol has a functionality of 2-8 and a hydroxyl number of 20-240 mgKOH/g.
  • the third polyether polyol b3) has a content of 5-50 wt.%, based on total weight of the polyol composition.
  • the polyol composition provided according to the invention further comprises the surfactant b6), wherein the surfactant has a content of 0.01-0.50 wt.%, based on total weight of the polyol composition used for preparing a viscoelastic and reticulated polyurethane foam.
  • Said surfactant can be those commonly used in the preparation of polyurethane foams.
  • the surfactant b6) is selected from the group comprising silicones, for example but not limited to Niax L-618 (available from Momentive) and Tegostab B8002 (available from Enovik) .
  • the polyol composition used for preparing a viscoelastic and reticulated polyurethane foam further comprises : b4) a monofunctional polyether, wherein the monofunctional polyether can be obtained by the reaction of a monohydric alcohol selected from C1-C20 aliphatic or aromatic monohydric alcohols and an alkylene oxide selected from ethylene oxide and/or propylene oxide.
  • the monofunctional polyether has a hydroxyl number of 10-45 mgKOH/g, and a content of 2-25 wt.%, based on total weight of the polyol composition used for preparing a viscoelastic and reticulated polyurethane foam.
  • the polyol composition used for preparing a viscoelastic and reticulated polyurethane foam further comprises : b5) a fifth polyether polyol, wherein the fifth polyether polyol has 0-30 wt.% of ethylene oxide units based on total weight of the fifth polyether polyol, and a functionality of 2-8 and a hydroxyl number of 10-40 mgKOH/g.
  • the fifth polyether polyol has a content of 2-25 wt.%, based on total weight of the polyol composition used for preparing a viscoelastic and reticulated polyurethane foam.
  • the polyol composition used for preparing a viscoelastic and reticulated polyurethane foam further comprises one or more chain extender (s) .
  • chain extenders include, but are not limited to ethylene glycol, 1, 2- and 1, 3-propanediol,
  • the polyol composition used for preparing a viscoelastic and reticulated polyurethane foam may further comprise a blowing agent, a catalyst and other ingredients.
  • the blowing agent according to the present invention may be a variety of physical blowing agents or chemical blowing agents.
  • Examples of said blowing agent are, preferably but not limited to, water, halogenated hydrocarbons , hydrocarbons and gases.
  • the halogenated hydrocarbons are preferably, but not limited to, monochlorodifluoromethane, dichloromonofluoromethane, dichlorofluoromethane, trichlorofluoromethane , or a mixture thereof.
  • the hydrocarbons are preferably, but not limited to, butane, pentane, cyclopentane, hexane, cyclohexane, heptane, or a mixture thereof.
  • the gases are preferably, but not limited to, air, CO2 or 2.
  • the blowing agent is particularly preferably water. The amount of the blowing agent is dependent on the desired density of the polyurethane.
  • the catalyst according to the present invention is preferably, but not limited to, amine catalysts, organic metal catalysts, or a mixture thereof.
  • Said amine catalysts are preferably, but not limited to, triethylamine, tributylamine, triethylenediamine, N-ethylmorpholine, N, N, ' , ' -tetramethyl-ethylene diamine, pentamethyl-diethylene triamine, N, -methylaniline,
  • organic metal catalysts are preferably, but not limited to, organotin compounds, for example, tin (II) acetate, tin (II) octoate, tin ethylhexanoate, tin laurate, dibutyltin oxide, dibutyltin dichloride, dibutyltin diacetate, dibutyltin maleate, dioctyltin diacetate and combinations thereof.
  • organotin compounds for example, tin (II) acetate, tin (II) octoate, tin ethylhexanoate, tin laurate, dibutyltin oxide, dibutyltin dichloride, dibutyltin diacetate, dibutyltin maleate, dioctyltin diacetate and combinations thereof.
  • the present invention also provides a viscoelastic and reticulated polyurethane foam, prepared from a composition comprising :
  • an isocyanate-reactive component wherein the isocyanate-reactive component comprises the above-mentioned polyol composition for preparing a viscoelastic and reticulated polyurethane foam.
  • the isocyanate index of the composition used for preparing said reticulated polyurethane foam is 70-110, preferably 80-105, more preferably 85-100.
  • the isocyanate index (X) is calculated as follows:
  • the isocyanate component A) further comprises toluene diisocyanate .
  • the density of the reticulated polyurethane foam provided according to the invention is 25-100 kg/m 3 , determined in accordance with GB/T6343-1995.
  • the number of cells of the reticulated polyurethane foam provided according to the invention is 4-40 cells/25mm.
  • the air permeation rate of the reticulated polyurethane foam provided according to the invention is more than 50 L/min, determined according to ASTM D3574-11 Test G with a pressure difference of 20 Pa.
  • the ball rebound rate of the reticulated polyurethane foam provided according to the invention is less than 15% determined according to GB/T6670-2008.
  • the recovery time of the reticulated polyurethane foam provided according to the invention is 3-15 seconds determined according to ASTM D3574-11.
  • the reticulated polyurethane foam according to the present invention can be used e.g. as sofa cushions, mattresses, pillows, mats, shoulder pads for clothing, bra cotton, insoles, shoe tongue, shoe edge, as well as filter materials for dust mask, microphone and automobile exhaust pipes and other eguipments and systems, explosion-proof materials for aircraft fuel tanks, ceramic filter material matrix and nickel foam substrate.
  • the present invention also provides a process of preparing a viscoelastic and reticulated polyurethane foam, comprising a step of reacting the above-mentioned isocyanate component A) and the above-mentioned isocyanate-reactive component B) , wherein a viscoelastic and reticulated polyurethane foam can be prepared according to said process without further reticulating step.
  • the viscoelastic and reticulated polyurethane foam according to the present invention can be prepared by using methods well known in the art.
  • the methods may include continuous or discontinuous free-foaming block foam method and molded foam method.
  • the isocyanate and isocyanate-reactive components are continuously mixed in a foaming machine with the mixing head, and then overflow into the groove on a conveyor.
  • the reaction mixture was applied directly onto the conveyor.
  • the foam moves downwards along the conveyor, the foam expands to form a continuous block foam, which is cut into segments or blocks with the reguired length for curing and storage. After curing for one or more days, these foams can be cut into the desired shapes for end-use.
  • reaction components are mixed by a mixing head or in a mixing chamber. Then the reaction mixture was applied to a suitable container, in which the foam expands to form a foam with the container's size.
  • the viscoelastic and reticulated polyurethane foam according to the present invention may also be prepared by a molded foam method.
  • the molded foam method typically employs one-pot feeding method, wherein the isocyanate component and the isocyanate-reactive component are mixed before injection, the mold is then closed, the foam expands to fill the mold to form a reticulated polyurethane foam with the shape and size of the mold.
  • Isocyanate 1 toluene diisocyanate with a NCO content of 48.3% and a functionality of 2;
  • Isocyanate 2 poly (diphenyl methane diisocyanate) with a NCO content of 32-33 wt . % and a functionality of 2.3;
  • Polyether polyol 1 glycerin initiated polyether polyol with 0% of ethylene oxide, a functionality of 3 and a hydroxyl number of 350 mgKOH/g;
  • Polyether polyol 2 glycerin initiated polyether polyol with 9% of ethylene oxide, a functionality of 3 and a hydroxyl number of 56 mgKOH/g;
  • Polyether polyol 3 propylene glycol initiated polyether polyol with 0% of ethylene oxide, a functionality of 2 and a hydroxyl number of 56 mgKOH/g;
  • Polyether polyol 4 glycerin initiated polyether polyol with 73% of ethylene oxide, a functionality of 3 and a hydroxyl number of 37 mgKOH/g;
  • Monofunctional polyether 5 with 80% of ethylene oxide, a functionality of 1 and a hydroxyl number of 53 mgKOH/g;
  • Polyether polyol 6 glycerin initiated polyether polyol with 13% of ethylene oxide, a functionality of 3 and a hydroxyl number of 35 mgKOH/g;
  • Niax L-618 surfactant, available from Momentive
  • Tegostab B8002 surfactant, available from Enovik
  • Niax A-l catalyst, available from Momentive
  • Dabco 33LV catalyst, available from Air Products.
  • Polyether polyol, blowing agent, surfactant, catalyst, and optional other non-isocyanate additives were added to a 5 Liter plastic beaker. With a stirrer having three impellers (a mixing head having a diameter of about 7 cm) , the reaction mixture was mixed at a rotational speed of 2000 rpm for 30 seconds . After adding the isocyanate component, it was guickly mixed for another seven seconds. The mixture was poured into a foaming box, in which it foams freely until the completion of the reaction. The temperature of the starting materials before the reaction was controlled at 23 ⁇ 1 ° C. The foam was tested in terms of a variety of properties after aging in 72 hours .
  • Foam density is tested according to GB/T 6343-1995.
  • Indentation hardness is tested according to GB/T 10807-2006, with a sample size of 380mm ⁇ 380mm ⁇ 50mm.
  • the number of cells is counted pro unit of a straight line distance (25mm) .
  • Ball rebound rate is tested according to GB/T6670-2008.
  • Foam recovery time is tested according to ASTM D3574-11 Test M.
  • Air permeability is tested according to ASTM D3574-11 Test G as follows: in the present application, the air pressure difference on both sides of the foam is kept at 20 Pa, and the air permeability is measured as the amount of air permeated through the foam sample pro unit of time.
  • Tensile strength is tested according to GB/T 6344-2008. Elongation at break is tested according to GB/T 6344-2008.
  • Table 1 indicates the formulations and properties of viscoelastic and reticulated soft polyurethane foams.
  • Table 1 the formulations and properties of viscoelastic and reticulated soft polyurethane foams
  • Niax A-l 0.20 0.20 0.20 0.20 0.20 0.20

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2019073451A1 (en) * 2017-10-13 2019-04-18 Jones & Vining, Inc. URETHANE FOAM SYSTEM FOR MOLDED ARTICLES
WO2024129719A1 (en) * 2022-12-16 2024-06-20 Dow Global Technologies Llc Viscoelastic polyurethane foam

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110402263B (zh) * 2017-03-15 2022-06-07 科思创有限公司 具有降低的温度敏感性的粘弹性聚氨酯泡沫
CN109021193B (zh) * 2017-06-09 2021-05-14 万华化学(北京)有限公司 一种mdi体系高透气粘弹性聚氨酯泡沫及其制备方法
CN109021205B (zh) * 2017-06-09 2021-02-02 万华化学(北京)有限公司 一种开孔聚氨酯慢回弹泡沫及其制备方法
CN108794719B (zh) * 2018-06-01 2021-02-19 江苏钟山化工有限公司 用于制备网状聚氨酯泡沫的聚醚组合物及其应用
CN109836551B (zh) * 2019-01-28 2021-12-10 上海鸿得聚氨酯有限公司 一种聚氨酯运动防护泡沫衬垫组合物及其制备方法
JP2022536266A (ja) 2019-06-03 2022-08-15 コベストロ・インテレクチュアル・プロパティ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツング・アンド・コー・カーゲー 網目状の軟質ポリウレタンフォームを製造する方法
EP3763763A1 (en) 2019-07-12 2021-01-13 Covestro Deutschland AG Process for preparing a reticulated flexible polyurethane foam
CN110698623A (zh) * 2019-11-08 2020-01-17 福建大方睡眠科技股份有限公司 软质无感棉及其制备方法
WO2021141841A1 (en) * 2020-01-06 2021-07-15 Dow Global Technologies Llc Soft, washable polyurethane foam with slow recovery time
CN111704795B (zh) * 2020-08-24 2021-01-05 佛山市惠安家居用品有限公司 一种防弹衣用海绵及其制备方法
CN113174027B (zh) * 2021-05-10 2022-12-16 广东足迹鞋业有限公司 一种组合式鞋垫及成型装置及其成型工艺
CN113583205B (zh) * 2021-06-29 2023-05-09 佳化化学科技发展(上海)有限公司 一种慢回弹海绵及其制备方法和应用

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20130178550A1 (en) * 2010-09-29 2013-07-11 Dow Global Technologies Llc Process for making high airflow and low compression set viscoelastic polyurethane foam
US20130178548A1 (en) * 2010-09-29 2013-07-11 Dow Global Technologies Llc Use of poly(butylene oxide) polyol to improve durability of mdi-polyurethane foams
US20130225706A1 (en) * 2010-09-07 2013-08-29 Dow Global Technologies Llc Process for making low compression and high airflow mdi viscoelastic polyurethane foam
US20130289150A1 (en) * 2012-04-26 2013-10-31 Bayer Materialscience Ag Viscoelastic polyurethane foams
CN104059244A (zh) 2013-03-22 2014-09-24 上海高裕家居科技有限公司 高晶分子慢回弹聚氨酯生产工艺

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1057795A (en) * 1964-04-09 1967-02-08 Mobay Chemical Corp Organic polyisocyanates
JPS583488B2 (ja) 1978-05-15 1983-01-21 株式会社ブリヂストン 軟質ポリエ−テルポリウレタンフオ−ムの製造方法
DE10105558A1 (de) 2001-02-06 2005-04-07 Basf Ag Verfahren zur Herstellung von in-situ retikulierten Polyurethanweichschaumstoffen
EP1404736B1 (en) 2001-04-27 2008-12-10 Huntsman International Llc Process for making visco-elastic foam
EP1456269B1 (en) 2001-11-29 2016-07-20 Huntsman International Llc Viscoelastic polyurethanes
DE102005058090A1 (de) 2005-12-05 2007-06-06 Basf Ag Verfahren zur Herstellung von viskoelastischen Polyurethan-Weichschaumstoffen
WO2008021034A2 (en) * 2006-08-10 2008-02-21 Dow Global Technologies, Inc. Method for preparing viscoelastic polyurethane foam
CN101528800B (zh) 2006-10-25 2012-05-30 旭硝子株式会社 软质聚氨酯泡沫塑料的制造方法
WO2010009205A1 (en) 2008-07-18 2010-01-21 Dow Global Technologies Inc. Cellular structures and viscoelastic polyurethane foams
MX2011000724A (es) 2008-07-18 2011-04-21 Dow Global Technologies Inc Espumas viscoelasticas basadas en recursos naturales.
EP2350157B1 (de) * 2008-10-24 2013-03-20 Basf Se Verfahren zur herstellung von viskoelastischen polyurethan-weichschaumstoffen
MX2012015095A (es) 2010-06-23 2013-02-12 Dow Global Technologies Llc Espuma viscoelastica de poliuretano de alto flujo de aire.
EP2599810A1 (de) 2011-12-02 2013-06-05 Basf Se Waschbare, viskoelastische Polyurethanweichschaumstoffe
US20130150476A1 (en) * 2011-12-02 2013-06-13 Marc Martin Washable viscoelastic flexible polyurethane foams
CN104031235B (zh) * 2013-03-05 2016-07-13 万华化学(北京)有限公司 一种粘弹性聚氨酯吸音泡沫的制备方法
EP3458492A4 (en) * 2016-05-20 2020-02-19 Covestro Deutschland AG POLYURETHANE FOAM AND POLYURETHANE COMPOSITE CONTAINING THE SAME

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20130225706A1 (en) * 2010-09-07 2013-08-29 Dow Global Technologies Llc Process for making low compression and high airflow mdi viscoelastic polyurethane foam
US20130178550A1 (en) * 2010-09-29 2013-07-11 Dow Global Technologies Llc Process for making high airflow and low compression set viscoelastic polyurethane foam
US20130178548A1 (en) * 2010-09-29 2013-07-11 Dow Global Technologies Llc Use of poly(butylene oxide) polyol to improve durability of mdi-polyurethane foams
US20130289150A1 (en) * 2012-04-26 2013-10-31 Bayer Materialscience Ag Viscoelastic polyurethane foams
CN104059244A (zh) 2013-03-22 2014-09-24 上海高裕家居科技有限公司 高晶分子慢回弹聚氨酯生产工艺

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
HOUBEN WEYL: "Makromolekulare Stoffe", vol. XIV/2, 1963, GEORG THIEME VERLAG, article "Methoden der Organischen Chemie", pages: 17

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2019073451A1 (en) * 2017-10-13 2019-04-18 Jones & Vining, Inc. URETHANE FOAM SYSTEM FOR MOLDED ARTICLES
WO2024129719A1 (en) * 2022-12-16 2024-06-20 Dow Global Technologies Llc Viscoelastic polyurethane foam

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