TW401429B - Highly active double metal cyanide catalysts, method of preparation thereof, and use thereof in epoxide polymerization - Google Patents
Highly active double metal cyanide catalysts, method of preparation thereof, and use thereof in epoxide polymerization Download PDFInfo
- Publication number
- TW401429B TW401429B TW084109401A TW84109401A TW401429B TW 401429 B TW401429 B TW 401429B TW 084109401 A TW084109401 A TW 084109401A TW 84109401 A TW84109401 A TW 84109401A TW 401429 B TW401429 B TW 401429B
- Authority
- TW
- Taiwan
- Prior art keywords
- catalyst
- polyether
- slurry
- dmc
- complexing agent
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/04—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers only
- C08G65/06—Cyclic ethers having no atoms other than carbon and hydrogen outside the ring
- C08G65/08—Saturated oxiranes
- C08G65/10—Saturated oxiranes characterised by the catalysts used
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/22—Organic complexes
- B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
- B01J31/2208—Oxygen, e.g. acetylacetonates
- B01J31/2213—At least two complexing oxygen atoms present in an at least bidentate or bridging ligand
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/24—Nitrogen compounds
- B01J27/26—Cyanides
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0201—Oxygen-containing compounds
- B01J31/0202—Alcohols or phenols
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/06—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing polymers
- B01J31/068—Polyalkylene glycols
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/165—Polymer immobilised coordination complexes, e.g. organometallic complexes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
- C08G65/2645—Metals or compounds thereof, e.g. salts
- C08G65/2663—Metal cyanide catalysts, i.e. DMC's
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/30—Post-polymerisation treatment, e.g. recovery, purification, drying
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0202—Polynuclearity
- B01J2531/0205—Bi- or polynuclear complexes, i.e. comprising two or more metal coordination centres, without metal-metal bonds, e.g. Cp(Lx)Zr-imidazole-Zr(Lx)Cp
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/84—Metals of the iron group
- B01J2531/845—Cobalt
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/90—Catalytic systems characterized by the solvent or solvent system used
- B01J2531/96—Water
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Inorganic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Toxicology (AREA)
- General Health & Medical Sciences (AREA)
- Polyethers (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Exhaust Gas Treatment By Means Of Catalyst (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Epoxy Resins (AREA)
- Polyesters Or Polycarbonates (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
401429 A7 B7 五、發明説明() SL明烟 本發明係鼷於可用於瓖氧化物聚合反應之雙金屬集化 物(DMO錯合物《媒。持別,本發明之DMC觸媒容易製備, 具有絕佳活性,且若有所霈,方便由聚合物產物中去除。 發明背醫 雙金羼氰化物(DMC)錯合物為眾所周知之琢氧化物聚 合反應之觸媒。此等活性觸媒生成比較使用齡性U0H)催 化作用具有較低未飽和度之聚醚多元酵。觸媒可用Μ製造 多棰聚合物產物,包含聚醚,聚酯,及聚鰱酯多元酵。多 元酵可用於聚胺甲酸II塗層,揮性體*塗封雨,發泡腰及 黏着薄。 DMC觸媒通常係經由金羼鹽水溶液輿金靥氬化物鹽反 醮生成DMC化合物沈澱。低分子董錯合薄爲典型爲醚或醇 ,含於觸媒裂两。需要錯合劑才能獲得較佳觸媒活性。 一種常見的製劑中,氣化鋅(過量)水溶液與六氫基鈷 酸鉀水溶液混合,及二甲氧乙烷Ulyne)加至生成的漿液 。«濾及使用二甲氧乙烷水溶液洗滌*媒後,«得活性觸 媒具有下式:
Zn3[Co(CN)e]* ♦ xZnCla · yHa0· zGlyee 其它已知之錯合物包含酵類,酮類,酯類,醯胺類, 脲類等(例如參見美國專利3,427,256; 3,427,334; 3,278,459及日本特許公開案4-145123 ; 3-281529及 3-149222)。使用二甲氧乙烷製造觸媒最廣爲使用。使用 錯合劑具有水溶性,分子量小於500。例如參見美困専利 本紙張尺度適用中國國家標準(CNS ) A4規格(210X297公釐) „--VL--i 裝------訂 —,------Λ . 1' (請先閲讀背面之注意事項再填寫本頁) 經濟部中央標準局員工消費合作社印製 4 經濟部中央標準局員工消費合作社印裝 A7 B7 五、發明説明() 4,477,589 (第3橘)美团専利3,829,505 (第12欄>及美國專 利 5, 158,922» (第 6 檷〉。 雖然低分子量聚_例如二甲氣乙烷,二(二甲氧乙烷〉 ,三(二甲氧乙烷),及乙二酵一甲_曾用作DMC_媒之錯 合_,但未曾教示含5-80wt%分子量大於500的聚醚的固 體觸媒,美囲專利4,477,589教示一種觸媒製法,其中DMC 觸媒於水之懸浮液舆大董比例之分子董300的丙氧化甘油 合併。由混合物汽提去除揮發物(水,二甲氧乙烷),留下 3.7wt%DMC觸媒於丙氧化甘油之懸浮掖。然後,觸媒/丙 氧化甘油懸浮液用來製造較高分子曼聚醚多元酵。 雙金羼氰化物觸媒一般對環氧化物聚合反應之活性良 好,經常遠大於習知鐮性觸媒(如Κ0Η)。然而,因爲DMC觸 媒相當昂貴,潙了使用較少觸媒濃度,故希望具有改良活 性之觸媒。 無输使用Κ0Η或DMC觸媒製造聚醚多元酵,通常需要觸 媒去除步》。當Κ0Η用於製造多元酵時,粗產物典型地使 用吸附爾如矽酸鎂處理,水洗,或經離子交換而去除多元 醇內之鉀離子殘餘物。雙金颶籲化物觸媒經常更難以由多 元酵中去除,曾經開發多棰觸媒去除方法,大部分涉及某 種化學處理來去除此等觴媒。若干方法述於美國専利 4,355,188 ; 4,877,906及 5,248,833號。較佳DMC»媒需可 藉尋常過濂,而無需化學處理,容易由多元酵產物去除。 觸媒去除過程昂資。製程步醣耗時,勞力密集*且需 *理材料。設備成分經常高。多元酵處理產生廢物:來自 本紙張尺度適用中國國家標準(CNS ) A4規格(210X297公釐) ----L-----裝------訂 --^---Λ (請先閲讀背面之注意事項再填寫本頁) 經濟部中央標隼局員工消費合作杜印製 A7 B7五、發明説明() 水洗的睡水,吸附劑濾餅,用過的離子交換樹脂。 理想的觸媒可獲得具有低未飽和度之聚K多元酵,且 需有充分活性,而可於棰低濃度使用,較佳爲夠低濃度而 克服由多元酵去除觸媒的需求。對許多最終使用用途可免 除觸媒去除步驟需求的環氧化物聚合觭媒,顯然對聚K多 元酵製有f值。 發明粧沭 本發明爲一種可用於琛氧化物聚合反臁之p髁雙金属 氰化物(DMC)觸媒。觸媒包括一種DMC錯合物錯合 劑,Μ及基於觸媒量約5至約80wt%之數均分子量大於約 500之聚tt。本發明之觸媒比較於無聚醚存在下製備的類 似《媒具有較強的環氧化物聚合活性。觭媒特別可用於製 備具有極低未飽和度之聚_多元酵。 本發明包含一棰製備可用於環氧化物聚合反應之雙金 属氰化物(DMC) «媒之方法。該方法包括於數均分子量大 於約500之聚醚存在下,製備固鼸DMC *媒,其中該固體 DMC»媒含有約5至約80wt%聚醚。 發明人出乎意外地發現含有基於觸媒量,約5至約80 數均分子量大於約500之聚醚的固膿DMC觸媒容易製備 ,具有絕佳活性,且於需要時,容易由聚合物產物去除。 事實上,觸媒活性夠高,而可Μ棰低濃度使用,可有效免 除許多最終用途之去除觸媒之需求。 圃式^籣霣說明 第1 _顯示使用100ΡΡ·本發明之觸媒之一進行聚合反 -----— --裝------訂—------Λ (請先閲讀背面之注意事項再填寫本頁) 本紙張尺度適用中國國家標準(CNS ) Α4规格(210X297公釐) 6 經濟部中央標準局貝工消費合作社印策 A7 _'_B7__ 五、發明説明() 水洗的廢水,吸附用濾餅,用遇的離子交換樹脂。 理想的觸媒可播得具有低未飽和度之聚醚多元酵,且 需有充分活性,而可於極低濃度使用,較佳爲夠低濃度而 克服由多元酵去除觸媒的需求。對許多最終使用用途可免 除觸媒去@步》痛求的環氧化物聚合觸媒,顯然對聚醚多 元酵製值。 發明《沭 本發明為一棰可用於環氧化物聚合反應之g II雙金屬 氰化物(DMC〉觸媒。_媒包括一播DMC錯合物,錯合 劑》Μ及基於觸媒Λ約5至約80wt%之數均分子量大於約 500之聚_。本發明之觸媒比較於無聚《存在下製備的類 似嫌媒具有較強的環氧化物聚合活性。《媒特別可用於製 備具有極低未鉋和度之聚醚多元醪◊ 本發明包含一種製備可用於琛氣化物聚合反《之雙金 羼氨化物(DMC)觸媒之方法。該方法包括於數均分子量大 於約500之聚醚存在下,製備固讎DMC觸媒,其中該固饑 DMC_媒含有约5至約80wt%聚_。 發明人出乎意外地發現含有基於觸媒鼉,約5至約80 wt%數均分子量大於約500之聚醚的固讎DMC«媒容易製備 ,具有絕佳话性,且於需要時,容易由聚合物產物去除。 事實上,觸媒活性夠高,而可以極低濃度使用,可有效免 除許多最終用途之去除觸媒之需求。 式之籣里說明 第1圏顯示使用100PPB本發明之觸媒之一進行聚合反 本紙張尺度適用中國國家揉準(CNS ) A4規格(210X297公釐) 6 (請先閲讀背面之注意事項再填寫本頁) -裝. 訂 經濟部中央標準局貝工消費合作社印製 401429 A7 B7 五、發明説明() 鼸中,環氧丙烷消耗量相對於時間之作鼷。曲線最陡點之 斜率可測定觸媒活性(於本系通常Μ轉化的環氧丙烷千克 數/鈷克數/分鐘報告)。 葙明乏揉細說畊 本發明有用的雙金屬氰化物(DMC)化合物爲水溶性金 鼷鹽與水溶性金ft;氰化_鹽之反應產物。水溶性金羼鹽較 '' Λ 佳具有通式Μ(Χ>„,其中Μ係選自Zn(I ),FeU ),Ni(I > ,Mn< I >,Co< I >,Sn< I >,Pb< I >,Fe<霣〉,Mo<IV >, Mo(VI ) » A1 (I ) > V(V ) * V(IV ) » Sr( I ) » W(IV ) * W(VI ) ,(:u(I >,及Cr (逼〉更佳,M係灌自 Zn(I〉,Fe(I >,Co U )及Ni(I )。式中》X較佳為灌自下列之陰子:鹵化物 ,氫氧化物,破酸根,磺酸根,嫫化物,草酸根,破鑛酸 根,異氰酸根,異破儀酸根,羧酸根及硝醴根。η之值麁1 至3,且滿足Μ價數。適當金颶Κ之例包含,但非僅限於氣 化鋅,溴化鋅,乙酸鋅,乙醢丙酮酸鋅,苯甲醸鋅,硝酸 鋅,《酸鐵(I〉,溴化鐵(I),氩化鈷<1),破氰酸鈷 (1>,甲馥鍊(1>,硝酸錁U)等及其混合物。 可用於製迪雙金饜镇化物化合物之水溶性金颶氰化物 較佳具有通式<Y>aM’(CNK(A>。,其中》Γ係遘自FeU> ,Fe (蠆),Co ( I ),Co (1〉,Cr ( I >,Cr (畺 >,Μη ( E ), Mn(I),Ir(l),Ni(I),Rh (厪 >,Ru(E>,V(IV),及 V(V )更佳,M’係滢自 Co(I ),Co(I ),Fe(I ),Fe(I ) ,Cr(I>,Ir(I),及択1(1>水溶性金羼«化物鹽可含有 一種或多棰此等金羼。式中,Y爲_金腸離子或齡土金羼 本紙張尺度適用中國國家標準(CNS ) A4規格(210X 297公釐) -----ί ΙΓ--裝------訂 --:---Λ (請先閲讀背面之注意事項再填寫本頁) ^01429 A7 _ B7 五、發明説明() 難子。A爲S自下列之一棰離子:鹵化物,氫氧化物,硫 酸根,硪酸根,氰化物,草酸根,破氤酸根,異氰酸根, 異礮氰醸根,羧酸根及硝酸根。a和b皆爲大於或等於1之 整數;a,b及c和平衡M’價數。適當水溶性金羼氰化物鹽 包含但非僅限於六氰基鈷酸(I)鉀,六氱基鐵酸U)鉀, 六氰基鐵酸()鉀,六氰基鈷酸(I >鈣,六氣基鈷酸(霣) 鋰等。 本發明有用之雙金屬氰化物化合物範例包含例如六氤 基鈷酸(1>鋅,六氰基嫌酸(1>鋅,六讓基鐵酸U)錁, 六氰基鈷酸(1)鈷等。其它適當雙金靥氰化物錯合物範例 列舉於美圃専利5,158,922 (併述於此Μ供參考〉。以六氟 基鈷酸(I >鋅為佳。 本發明之固^DMC觸媒包含有機繕合薄。通常,錯合 剛必須枏當可溶於水。適當錯合颟為業界熟知者,例如教 示於美固専利5,158,922 。錯合«係於觸媒製備中加入, 或恰在觭媒沈澱後加入。通常使用遇量錯合爾。較佳錯合 _為可饍合雙金羼镇化物化合物之水溶性含雜原子之有檐 化合物。適當錯合爾包含但非僅限於酵類,醛類,嗣類, 醚類,醮類,酿胺類,麻類,捅類,硫化物及其混合物。 較佳錯合»爲水溶性脂族酵,係灌自乙酵,異丙酵,正丁 酵,異丁酵,第二丁酵,及第三丁酵。以第三丁酵為特佳 〇 本發明之固^DHC觸媒包含基於觸媒數量約5至約80 wt%數均分子量大於500之聚醚。較佳觸媒含約10至約70 本紙張尺度逋用中國國家標準(CNS ) A4規格(210X297公嫠) -----^ΓΙ — 裝丨 — (請先聞讀背面之注意事項再填寫本頁)
.IT Λ 經濟部中央標準局員工消费合作社印製 經濟部中央橾準局員工消費合作社印裝 4014¾¾ A7 B7 五、發明説明() wt%聚_ ;最佳*媒含約15至約60wt%聚醚。至少霈加入 約5 wt%聚醚,侔比較於無聚II存在下製造的觸媒,顯著 改良嫌媒活性。邇有超遇約80wt%聚_之觸媒通常不具有 更高活性*且爲典型黏稠糊,而非粉狀固體,故分離及使 用上不實際。 適當聚醚包含經由璣条醚進行两珊聚合反臁生產者, 包含環氧化物聚合物,一氧肆醒聚合物,四氫呋喃聚合物 等。任一種催化方法皆可用於製迨聚醚。聚醚可含任一種 所需皤基,包含例如羥基,胺,酯>tt等。較佳聚醚為具 有平均羥基官能度約2至約8,及數均分子量於約1,000 至约10,000 ,更佳約1,000至約5,000範園之聚_多元酵。 通常係經由於含活性氳引發_及_性、酸性或有檐金羼觸 媒(含DMC*媒)存在下,聚合瓖氧化物製備。有用的聚醚 多元醇包含聚(氣伸丙基)多元酵,E0-端基聚(氧伸丙基〉 多元酵,Ε0-Ρ0混合多元酵,環氧丁烷聚合物,瓌氧丁烷 與環氧乙烷及/或瓖氧丙烷之共聚物,聚四亞甲基K二醇 等。聚乙二醇通常無法用於本發明。最佳為聚(氧伸丙基) 多元酵,特別爲數均分子量於約2,000至約4,000之二酵及 二醇0 發明人發現雙金靥氰化物觸媒需要有機錯合劑及聚醚 。除有機錯合爾外含有聚K,出人意外地,比較於無聚醚 存在下,製備的類似觸媒活性可顯着增強觸媒活性(參見 *例1-3M及比較例4)。也需要有機錯合劑;於聚醚 存在下,但不含有機錯合_如第三丁酵裂迪的觸媒無法聚 本紙張尺度適用中國國家標準(CNS ) A4规格(210X297公釐) n (請先閲讀背面之注意事項再填寫本頁) -裝. *tl ^*01429 ^*01429 經濟部中央標準局員工消費合作社印装 A7 _B7_ 五、發明説明() 合璣氣化物(參見比較例5)。 本發明觸媒可藉任一棰適當手段特撤化。聚_及有機 錯合劑例如可使用熱重量分析及質譜分析,方便地鐽別及 定量。金羼易藉元素分析定董。 本發明觸媒也可使用粉末X光繞射特徵化。觸媒呈現 寬線條,中心位在特撤性d-間隔。例如使用第三丁酵及分 子置約4000之聚(氧伸丙基)二醇製造的六氰基姑酸鋅觴媒 具有兩條宽倍號,中心位在約5.75及4.82埃之d-間隔,及 賂爲狹窄的信號,中心位在約3.76埃之d-間隔(參見表2〉 。撓射圈案又可經由不存在有d-間隔約5.07, 3.59, 2.54 及2.28埃之對臁於高度結晶型六氰基鈷酸鋅的鲜明線條特 撤化。 本發明包含一棰製備可用於瓌氧化物聚合反應之雙金 屬氰化物(DMC)觸媒之方法。該方法包括於數均分子量大 於約500之聚ϋ存在下,製備固*DMC觸媒,其中該固讎 DMC觸媒含有約5至約80wt%聚醚。 通常,該製法係經由於水溶液,於聚醚及有機錯合劑 存在下,反應金羼鼸(遇量)及金羼氰化物鹽進行。使用足 量聚醚,播得含約5至約80wt%聚醚之固齷DMC觸媒。使 用本發明方法製造的《媒比較於無聚醚存在下製造的類似 觸媒具有較強的琢氧化物聚合活性。 本發明之較佳方法(以實例1 - 3及7舉例說明如下) 中,金靨鹽(如氣化鋅)及金屬氡化物鹽(如六氰基轱酸鉀) 水溶液首先於有機錯合«(如第三丁酵)存在下反應,採用 本紙張尺度適用中國國家搞準(CNS ) A4規格(210X297公釐) ------卜--__裝------訂丨·--J---A (請先聞讀背面之注意事項再填寫本頁) 經濟部中央標準局員工消費合作社印製 4〇U2d A7 B7 五、發明説明() 充分混合而生成觸媒漿液。金羼鹽使用過量。觸媒漿液含 有金羼鹽典金靨觀化物鹽之反應產物,其為雙金颺氰化物 化合物。也存在有過量金颺鹽,水和有機錯合_;鵃別併 入觸媒结構中至某種程度。 有機錯合_可含於*水溶液之任一種或二者,或可恰 在DMC化合物沈澱後加至觸媒滎液。通常較佳於合併反醮 物之前,事先混合錯合劑與任一種水溶液或兩種。 金臑鹽及金屬氰化物鹽水溶液(或其DMC反醮產物)必 須輿錯合《有效混合,律生產鼸媒之最离活性形。均化器 或离剪攪拌器可方便地用來逋成有效混合。 然後第一步骤生產的«媒漿液與數均分子*大於500 之聚醚合併。第二步《較佳使用低剪混合進行。當此步驟 使用棰有效混合時,混合物容易《稠及凝固,因而使觸媒 的分離變複雜。此外,觸媒經常峽乏所需較強的活性。 第三,含聚醚固讎觸媒由觸媒漿液分離。可藉任何方 便手段如遇濾-離心等完成。 然後分離的含聚II固釅觸媒使用含額外有機錯合麵之 水溶液洗滌。洗滌通常係經由将觸媒於有檐錯合雨水溶液 再度調成漿液,接著進行觴媒分離步》逢成。此種洗滌步 囅用來由觸媒去除雜霣,例如KC1 ,雜質若未去除,將使 觸媒失活性。較佳,此種水溶液之有機錯合»用量係於約 40wt%至約70wt涔之範園。也較佳於有檐錯合劑水溶液中 ,包含若干聚醚。洗滌溶液中,聚«含董較佳於約2 wt% 至約8 wt%之範園。洗滌步«包含聚醚,通常可增強軀媒 本紙張尺度適用中國國家棣準(CNS ) A4規格(210X297公釐) -------.丨—裝------訂丨_--^---京 (請先閲讀背面之注意事項再填寫本頁) _ 11 _ 經濟部中央標準局員工消費合作社印製 40142^ A7 _B7_ 五、發明説明() 活性。 _然單一洗滌步》邸足以獲得較強活性之臃媒,但較 佳洗滌觸媒多次。随後洗滌可重被進行第一次洗滌遇程。 較佳,醣後洗滌爲非水性,亦邸僅含有機錯合劑或有機錯 合劑舆聚醚之混合物。多次洗滌對《媒活性之優點顯示於 如下實例7。 觸媒洗滌後,通常較佳真空(26in.Hg至約30in.Hg>乾 燥至觸媒達到恒重為止。觸媒可於約40C至約90TC範丽之 溫度乾燥。 本發明之第二較佳方法中,雜質於製備過程中,藉稀 釋法由觴媒去除,如此免除必須使用錯合劑水溶液洗滌分 離的含聚醚鵑媒。如下實例6說明此種方法。 首先,金鼷鹽(通量〉及金颶振化物衋水溶液於有檐錯 合劑存在下,採用充分混合(如前述)反臁而生產觸媒漿液 。其次,觸媒漿液舆稀釋_有效混合,稀釋_包括額外有 機錯合劃水溶液。稀釋雨可有效溶解雜質(亦即遇量反應 物KC1等)於水相。 使用錯合_水溶液稀釋後,觸媒粲液與數均分子量大 於約500之聚醚合併。通常較佳於此步«使用低剪混合。 含聚醚之固鶄觸媒隨後藉任何方便手段(如前述〉包含遇濾 ,離心等,由漿液分離。分離後,觸媒較佳使用額外有機 錯合两或額外聚醚舆有檐錯合爾之混合物洗滌。洗滌步思 無餺再將固饈於洗滌溶劑調成漿液或再度懋浮(參見資例 6)。最後,分離含有約5至約80wt%聚醚之固體DMC觸媒 本紙張尺度適用中國國家揉準(CNS ) A4規格(210X297公釐) -------Γ--裝------訂丨.--^---,4 (請先聞讀背面之注意事項再填寫本頁) A7 B7 經濟部中央樣準局員工消費合作社印製 五、發明説明( 本發明觸媒具有比較先前業界己知之DMC «媒顯然更 高活性。亊實上,本發明之«媒栝性足梅低觸媒濃度 ,例如25ρρ·或以下使用(參見如下實例8)。於如此低觸 媒濃度,_媒經常可留在聚醚多元酵產物内,而未對產物 品質產生不良影響。例如,得自本發明之六氰基鈷酸鋅觸 媒之多元酵中,Ζη及Co殘量於多元酵純化前即颺於產物規 格範園内(籲別<5pp0。當需要更高產物純度時,簡單過 濾通常即足夠由多元酵產物去除最後撤量觸媒;觸媒顯然 為非均質。可將此等觸媒留在多元醇内乃一大優點,原因 爲目前所有製造的聚醚多元酵(大半使用Κ0Η»媒製造 > 皆 需觸媒去除步腰。 下列責例僅供示例說明本發明。赛界人士將了解於本 發明之精黼及申請專利範園內之多種變化。 審 m 1 觸媒之..製備六氰基鈷酸鉀(8. Og)溶解於燒杯内之去離 子(DI>水(140·1〇 (溶掖1 )。氣化鋅(25g>溶解於第二龙杯 之DI水(40iL> (溶液2>。第三燒杯含有溶液3:D1水 ,第三丁酵(2nL>及多元酵(2g 4000分子董聚(氧伸丙 二酵*係使用比較例4之方法經由雙金屬佩化物催化製備 >之混合物。 溶液1和2使用均化器涯合。立邸將第三丁酵舆DI水 (共計20(UL)之50/ 50(體積比)混合物加至六氬基鈷酸鋅 混合物,及產物均化10分鐘。 本紙張尺度適用中國國家標準(CNS ) A4規格(210X2.97公釐) -----L——Γ--裝------訂—_——.---β (請先閱讀背面之注意事項再填寫本頁) 13 - 01429 A7 B7 經濟部中央標準局負工消費合作社印策 五、發明説明() 溶液3 (多元酵/水/第三丁酵混合物)加至六氛基鈷 酸鋅之水漿液,產物Μ磁力攪拌3分鏟。混合物於加壓下 通遇5μ»ι濾膜過濾分離固釀。 濾餅再度於第三丁醇(140bL),DI水(60nL)及額外4000 分子量聚(氧伸丙基)二酵(2.0g>內調成漿液,及混合物如 前述均化10分鐘及遇濾。 固體濾胼再度於第三丁醇<200«U >及額外4000分子量 聚(氧伸丙基)二酵(l.Og〉內調成漿液,均化10分鐘及遇濾 。所得固讎觸媒於501C於真空(30in.Hg>乾燥至恆重。乾 粉狀觸媒產量爲10.7s。 固黼觸媒之元素、熱重董及霣譜分析頫示:多元酵= 21.5wt% ;第二丁酵=7.0wt% ;鈷=11.5wt%。 聚《多元醸夕会成好鶄»法袢:>治1暑,如前迷製備之 觸媒樣品用Μ製備含羥基值約30ig KOH/g之聚醚三酵如下 〇 一升攪妥的反應器内,饋入70g 700分子量聚(氧伸丙 基)三酵起始多元酵及0.057g六饌基鈷酸鋅/第三丁酵/ 聚醚多元酵觴媒(100PP·觸媒於多元酵終產物)。混合物經 攪拌及真空加熱至105¾,而去除微量殘水。琢氧丙烷(P0) (10g>加至反應器,及反應器内壓力由真空升高至4psig。 立刻出現反18器壓力的快速降低,表示觸媒變成活性。證 實觴媒引發後,額外琢氧丙烷(共500g>缓慢加至反應器, 俾維持反應器壓力於約lOpsig。 由P0轉化率相對於時間_之最陡點的斜率(參見第1 本紙張尺度適用中國國家棣準(CNS ) A4規格(210X297公釐) (請先閱讀背面之注$項再填寫本頁) -裝· 訂 Λ 401429 A7 B7 五、發明説明() 函之樣品_>澜鼍觸媒活性為3.311^1>0怂鈷/分鏟。?〇 添加完成後,反應混合物於105T维持至獲得恒壓,表示 PO之轉化完全。混合物於601D真空汽提0.5小時,而由反 應器去除任何微量未反應的90。產物經冷却及回收。產物 為含羥基值29.8eg KOH/g及未飽和度0.0055i»eq/g之聚(氣 伸丙基 > 三酵。
*__j0L_2L 腿媒之.製備1加侖玻璨加應反醮器內,饑入六氰基鈷 醴鉀(40g>於DI水(700·Μ之溶液(溶液1 >氨化鋅(125g>溶 解於燒杯之DI水(200«L)(溶液2 )。第三丁酵(500·υ溶解 於含D1水(500«U之燒瓶(溶掖3 >。經由將4000分子置聚C 氧,丙基)二酵(60g如同資例1〉於DI水(l〇〇〇»L>及第三 製備第四混合物(溶液4>。 溶液1和2以300rp·攪拌合併,接蓍即刻將溶掖3嫌 慢加至所得六氰基鈷酸鋅混合物。攪拌速率增至900rp·, 及混合物於室瀛攪拌2小時。攪拌速率降至300rp·,及加 入溶液4。產物混合5分鳙,及如實例1所示加壓遇滅, 分離固讎觸媒。部分觸媒 <臁媒A>放置一旁供實例7用Μ 顯示洗滌對觸媒活性造成的衝擊。 其餘固鍵再度於第三丁醇(700*L>及DI水(300·υ調成 «液*及於900rp·攪拌2小時。攪拌速率減至300rp·,及 加入60g 4000分子董聚(氣伸丙基)二酵。混合物攪拌5分 鳙,並如前述遇濉。 固讎再度於第三丁醇(IOOOiiL〉調成漿液,及於900rp· 本紙張尺度適用中國國家標準(CNS ) A4規格(210X297公釐) ------L--r.---裝------訂 —---^---Λ. (請先閱讀背面之注意事項再填寫本頁) 經濟部中央標準局貝工消費合作社印製 -15 - 經濟部中央標準局員工消费合作社印製 A7 B7 五、發明説明() 攪拌2小時。攪拌速率降至300rp·,及加入30g 4000分子 董聚(氧伸丙基)二酵。混合物攪拌5分瞳,及如前述遇嫌 。所得固鑛催化_於50C真空(30in.Hg)乾燥至恒重。催 化Μ容易軋碎成乾嫌細粉。 固釀觸媒之元素、熱重量及質譜分析顯示:多元酵= 45.8wt% ;第三丁酵= 7.4wt% ;鈷= 6.9wt%。 聚_多元酵之合成及《媒活性之薄噩。由本例所述製 備之觸媒樣品,用Μ藉實列1方法製備具羥基值約30>g KOH/g之聚醚三醇。如實例1所述澜得觸媒活性爲6.69kg P〇/g鈷/分鐘。產物為具羥基值29.Ug KOH/g及未飽和度 0.0042»eq/g之聚(氧伸丙基)三酵。 s_@L__a 觸媒之製備遵照實例1程序,但4000分子量聚(氧伸 丙基)二醇Μ 2000分子量聚(氧伸丙基〉二酵(也使用雙金鼷 鎮化物催化製造)替代。 固讎觴媒之元素、熱重置及質譜分析顯示:多元酵= 26.5wt% ;第三丁酵=3.2wt% ;鈷=ll.Owt%。 聚_多元_夕会成》_雎诖袢:>澜暑〇由本例所逑製 備之觸媒樣品,用Μ藉實列1方法製備具羥基值約30>g KOH/g之聚醚三酵。如實例1所述澜得觸媒活性爲2.34kg P〇/g鈷/分鏟。產物爲具羥基值30.8«g K0H/g及未飽和度 0.0037*eq/g之聚(氧伸丙基」三酵。 hh ύ 4- . 〆 本例顯示使用第三丁酵作為錯合劑,但觸媒製備不含 本紙張尺度適用中國國家標準(CNS ) A4規格(210X297公釐) ^ - 16 - ----------裝------訂-----A (請先閲讀背面之注意事項再填寫本頁) 經濟部中央標準局員工消費合作社印裝 401429 A7 B7 五、發明説明() 聚醚多元酵之六概基鈷酸鋅軀媒之製備。 _媒製備六氰基鈷酸鉀(24g>溶解於燒杯之D〖水(450«L) (溶液1 >。氣化鋅(60g>溶解於第二燒杯之DI水(90*L)(溶 液2)。溶液1和2使用均化器混合合併。隨後立即,缓 慢加入第三丁酵和水之混合物(50/ 50體積比,600HL), 所得槳液均化10分鐘。漿液經離心,及傾析去除液《部分 。固黼再度於第三丁酵舆水之混合物(70/ 30龌積比, 600>L)調成漿液,此混合物均化10分鐘,然後如前述離心 及傾析,而分離洗滌過的固鼸。固釀再度於100%第三丁 酵(600_L)調成槳液,及混合物均化10分鐘,離心及傾析 。固體催化刪於真空烘箱(50TC,30in.Hg)乾燥至恒重。 固鼸觸媒之元素、熱重量及質譜分析顯示:第三丁酵 =14. lwt% ;姑=12.5wt% ; <多元酵=Owt%〉。 IB雎多元酵夕会成》觴雎话袢夕覯營。由本例所述製 備之»媒樣品,用K藉實例1方法製備具羥基值約30»s KOH/g之聚醚三醇。如實例1所述拥得觸媒活性爲1.75kg ΡΟ/g鈷1分鐘。畜物爲異羥基值29.8«g KOH/g及未飽和度 0.0052«eq/g之聚(氧伸丙基)三酵。 本例结果驗證當觸媒製A未含聚醚多元酵時*使用第 三丁醪作為錯合覿製造的六《基鈷酸鋅觸媒用作環氧化物 聚合«媒之活性較低。
H·.齡例R 本例顯示由本發明之六氰基蛄酸鋅觸媒製造中,刪除 有機錯合劑(第三丁酵)之影響,亦邸僅於多元酵存在下製 本紙張尺度適用中國國家標準(CNS ) A4規格(210X297公釐) -----r--.1--I 裝------訂丨.-----Λ /:...- (請先閲讀背面之注意事項再填寫本頁) A7 B7 五、發明説明() 追0 _雎之鑒備六佩基鈷酸鉀<8. 〇g)溶解於埔杯内之去離 子(Dl>水(140«L>(溶液1 >。氣化鋅(25g>溶解於第二燒杯 之DI水(40«L)(溶液2)。第三燒杯含有溶掖3 :DI水 (200·ί)及多元酵(8g,4000分子置聚(氧伸丙基)二酵, 係使用比較例4之方法,經由雙金羼《化物催化製備)之 混合物。 溶液1典2使用均化器混合。隨後立卽播慢加入溶液 3 (水/多元酵混合物),合併混合物均化10分瞳。混合物 通遇5μ·濾膜*加壓過濾分麯固體。固鼸再度於DI水 (200iL)及相同多元酵(2.0g>之混合物調成漿掖,混合物 均化10分鏟,及再度經遇濾分離固髗。固體再度於DI水 (200«L)及相同多元酵(l.Og)之混合物調成漿液,混合物 均化10分鐮,及再度藉遇濾分艫固鼸。固鼸於真空烘箱 (501C,3〇in.Hg>乾燥至恒重。 固體觸媒之元素、熱重ft及質譜分析顯示:多元酵= 61.7wt% ;鈷=7.0wt% ;(第三丁醇=Owt% )。
Hi雄诖袢乏潲量。使用實例1所迷方法試驗時,觸媒 不具活性。 本例驗證除聚醚成分外,霈要於錯合幫存在下,製備 觸媒;若刪除錯合劑,則獲得無法性觴媒。 奮期IR«雎郸鍇«诨中去脍雜暫:嫌簾法 本例顯示DMC觸媒製法,其中雑質係於製備過程中藉 稀釋法去除。稀釋可免除使用有機箱合劑水溶液洗滌分離 本紙張尺度適用中國國家標準(CNS ) A4規格(210X297公釐) -----Γ—.1—.—餐------1T—---^----,<vi /1 (請先閲讀背面之注意事項再填寫本頁) 經濟部中央標準局員工消費合作社印製 -18 A7 B7 401429 五、發明説明() 的含聚K觴媒之需求。 (請先閲讀背面之注意事項再填寫本頁) 六氰基鈷酸鉀(40g)溶解於1加侖玻瑱加壓反應器之 DI水(700»L〉(溶液1>。於堍杯製備氣化鋅(125g>於DI水 (200·ί>之溶液(溶液2> 。於另一燒杯製備第三丁酵 (500·υ及水(500«L>之混合物(溶液3 >。溶液2 M 300rp譏 攪拌加至玻璃反應器之溶液1。即刻接著鍰慢將溶液3加 至反臁器。攪拌速率升高至900γρ·,及混合物於室瀑攪拌 2小時。 反應混合物Μ第三丁醇(700bL)及DI水(3001L)之混合 物稀»,又於500rp·持績混合1小時。 經濟部中央標準局員工消費合作社印製 部分(1200«L>觸媒漿液收集於燒杯,加入30g 4000分 子董聚(氧伸丙基)二酵,及使用攪拌混合5分鐘。產物使 用離心機通遇5μ·濾紙遇濾。濾餅儸硬前,加入額外第三 丁酵至濾餅,及持鑛遇濾至完成。固髏觸媒未於洗滌液内 調成秦液。觸媒於真空烘箱於501C,30in(Hg)乾燥至恒重 。觸媒容易壓碎,獲得乾細粉。分析觸媒顯示:多元酵= 66.0wt% ;第三丁醇=1.7wt% ;鈷=4.9wt%。觸媒具有 拥量话性4.731(8?0/8(:0/«111,播得具羥基值約30軺1(011/宕 ,及未銪和度〇.〇〇59ieq/g之聚醚三酵。 第二份㈣媒漿液(800«L>由反應器收樂於燒杯。產物 未添加多元酵經過濾。濾餅變硬前,額外第三丁酵(1〇〇此) 加至濾餅,及持續》濾至完全。產物如前述乾燥。觸媒含 有9.8wt%鈷及12.9wt%第三丁酵(Owt%多元酵),且具活 性實测值1.99kg PO/g Co/iin,並獲得具有羥基值約30m 19 本紙張尺度適用中國國家橾準(CNS ) A4規格(210X297公釐) 401429 A7 B7 五、發明説明() KOH/g及未飽和度約0.0104ieq/g之聚醚三酵產物。 實例6於單一實例顯示觸媒裂_含聚醚多元酵之優點 :*媒活性超«加倍,而多元酵產物之未飽和度比較於聚 醚多元酵存在下製備觸媒的结果實質降低。 謇俐7泮雔對tt雎抹件:>轚嫌 觸媒A (資例2所得未經洗滌的六氰基蛄醸鋅樣品〉用 來評估洗滌對觸媒活性之影響。使用實例1方法試驗活性 時,發現觸媒A (未經洗滌)對瓖氣丙烷聚合反應完全不具 活性。 觸媒A樣品Μ含70%第三丁酵之混合物水溶液洗一次 。樣品經真空乾燥,及如資例1測量活性。«媒M13.2S Ρ0/·ίη速率活潑聚合環氧丙烷。由此棰觸媒製備的聚醚三 醇具有羥基值30.0m KOH/g,未飽和度0.0040Beq/g。 另一棰觸媒A樣品Μ含70%第三丁醇之混合物水液洗 一次,及Μ 100%第三丁醇洗第二次。樣品經真空乾燥, 及測Jt活性。聚合速率為26.3g Ρ0/·ίη。由此種觸媒製備 的聚11三酵具有羥基值29.1»8 1(0114,未飽和度0.0042丨6(1/^ -----Γ--.--— 裝------訂 I_--^---Λ (請先聞讀背面之注項再填寫本頁) 經濟部中央標準局員工消费合作社印裝 本例驗證洗滌步《為獲得活性觸媒所需。也顯示多次 洗滌可播得更具活性的觭媒。 奮俐ft俥用雎餺雄4Κ聚(氩伸丙甚)二醇 本例顯示本發明《媒之栝性足夠使用低«媒濃度製備 聚_多元酵。如此可有效免除多種多元醇最終用途必須去 除觸媒的痛求。 本紙張尺度適用中國國家揉準(CNS > A4規格(210X 297公釐) 20 五、發明説明() A7 B7 經濟部中央標準局員工消费合作社印裝 使用實例1製備的《媒樣品。如實例1合成多元醇所 述配備之1升反臁器內,425分子量聚(氧伸丙基)二醇(如 習知由丙二醇,KOH及環氧丙烷裂備)(500g)經由與15wt% 環氧丙烷(75g>,及200ppm(0.117g)六氰基鈷酸鋅/第三 丁酵/多元酵鷗媒(實例1 >合併而預先活化。混合物加熱 至約1051C經歷90分鐘v#時觸媒變成活性,瓌氣丙烷完 全反應,而產生頊先 然後預先潘醇、丨發_ (550g>移至配備如實例1 之2加侖反應器,Yl〇5t Μ 2小時間隔加入瓖氧丙烷 (3850g>。聚合结束時,觸媒濃度為25ΡΡ·。混合物於80TC 真空汽提0.5小時,而由反應器去除任何徹蛋未反蘸的P0 。產物經冷却及回收。產物爲具有羥基值30.Ug KOH/g, 及未飽和度0.0034»eq/g之聚(氧伸丙基)二醇。嘗試去除 觸媒前,多元醇之金屬含量實拥值為Zn=7pp»,Co=3pph Ο «粉主y來缠射而特《Mhtt雎 表2纘示多種六«基鈷酸鋅»媒之典型粉末X光繞射 結果。比較例5 (於多元酵存在下,但未含第三丁醇錯合 劑製造觸媒)之X光繞射圏案類似高度結晶性六第基鈷酸 鋅水合物圈案,後者係於無任何多元醇或有機錯合痛存在 下製造。兩《“觸媒”對環氧化物聚合反應皆無话性。 本發明觸媒(實例1,於第三丁酵及多元酵二者存在 下製造)具有宽佶》位在5.75埃d-間隔。此倍號爲使用第 三丁酵,但未使用多元醇製造的觸媒所缺(比較例4>。實 二酵引發薄。 (請先閱讀背面之注意事項再填寫本頁) •Γ — |裝·
A 本紙張尺度逍用中國國家標準(CNS ) A4規格(210X297公釐) 21 - 401429 A7 _B7__________ 五、發明説明() 例1及比較例4«媒可话性聚合環氧丙烷,但使用第三丁 酵及多元酵二者製造觸媒(實例1>具有較高活性(參見表 1 ) ° 先前實例僅供舉例說明之用。Μ下申請專利範圃界定 本發明之範園。 (請先閱讀背面之注意事項再填寫本頁) 裝.
、1T .旅 經濟部中央標準局負工消費合作社印裝 表1 m m (kg PO/g Co/ein) 1 21.5 11.5 7.0 3.31 29.8 0.0055 2 45.8 6.9 7.4 6.69 29.1 0.0042 3 26.5 11.0 3.2 2.34 30.8 0.0037 C4 0 12.5 14.1 1.75 29.8 0.0052 C5 61.7 7.0 0 0 — — *撕1-鯽4000ί^?«κ own;蝴 3^2000¾)¾¾ ⑽ 1^6000^ 本紙張尺度適用中國國家榡準(CNS)A4規格(2丨0X297公釐) 一 LL 一 401429 A7 B7 五、發明説明()
I 表2 藉X光一射特激化DMC觸媒B 實例 m媒含董 X光繞射圃案<d-間隔, 埃)1 編號 5.75 (br) 5.07 (s) 4.82 (br) 3.76 3.59 (s) 2.54 (s) 2.28 (s) ___ 結晶性 Zn-Co8 - X - - X X X C5 多元酵,但 未含ΤΒΑβ - X - - X X X C4 ΤΒΑ,但未 含多元酵 - - X X - - - 1 ΤΒΑ及多 元酵3 X - X X - - - X=存在有X光; (br) =宽帶;(s) =鮮明線。 樣品使用單色進行X光鐃射分析(λ = 1.54059A) 〇SeiBens D500 ih^Ulloflex 繞射計功率爲 40kV 及 30bA ,以階梯掃描棋式0.02° 20,Μ每階悌兩秒之計數時間操 作。發散隙Γ和單色鏑及檢測器孔分別為0.05°及0.15° ,各樣品於5°至70° 2Θ操作。 1水合水可使d_間隔澜量值有微小變化。 -比較例 3本發明觸媒 (請先閲讀背面之注意事項再填寫本頁) 裝. 訂 Λ. 經濟部中央標準局員工消費合作社印製. 本紙張尺度適用中國國家標準(CNS ) A4规格(210X297公釐)
Claims (1)
- 9 2 4 4丄 ο 4 S «L {蘇 J ·· • > T" f\ 六、申請專利範園 8. 經濟部智慧財農局員工消費合作社印製 第84109401號申請案申請專利範圍修正本 修正日期:88年08月 1. 一種可用於環氧化物聚合反應之固體雙金屬氰化物 (DMC)觸媒,該觸媒包括: (a) 六氰基鈷酸鋅; (b) 有機錯合劑,其係選自於醇類、醛類、酮類、 醚類、酯類、醯胺類、脲類、腈類、硫化物及其混合 物所構成的群中;及 (c) 基於觸媒量1〇至7〇 wt %,具數均分子量大於 500之聚醚;其中該觸媒係以下列方式來製備的: (a) 於該有機錯合劑存在下且使用充分混合 作用,令一由鋅鹽與六氰基姑酸金屬鹽所構成之水溶 液起反應,因而生成一觸媒漿液,該鋅鹽之使用量相 較於與六氰基鈷酸金屬鹽使用量係呈過量; (b) 將該觸媒漿液與一具有額外有機錯合劑 水溶液的稀釋劑有效地混合; (c) 將源自於步驟(b)之觸媒漿液與一具數均 分子量大於500之聚醚相合併; (d) 自該漿液中分離出含聚醚之觸媒; (e) 回收固體(DMC)觸媒,其基於固體dMC 觸媒量,含有10至70wt%聚醚。 2.如申請專利範圍第1項之觸媒,其中該有機錯合劑為 第三丁醇。 3·如申請專利範圍第1項之觸媒,其中該聚醚為具有數 ----------f------L^---Μί---- (請先聞讀背面之注$項再填寫本頁) 本紙張尺度逍用中國加八心 A 24 9 2 4 4丄 ο 4 S «L {蘇 J ·· • > T" f\ 六、申請專利範園 8. 經濟部智慧財農局員工消費合作社印製 第84109401號申請案申請專利範圍修正本 修正日期:88年08月 1. 一種可用於環氧化物聚合反應之固體雙金屬氰化物 (DMC)觸媒,該觸媒包括: (a) 六氰基鈷酸鋅; (b) 有機錯合劑,其係選自於醇類、醛類、酮類、 醚類、酯類、醯胺類、脲類、腈類、硫化物及其混合 物所構成的群中;及 (c) 基於觸媒量1〇至7〇 wt %,具數均分子量大於 500之聚醚;其中該觸媒係以下列方式來製備的: (a) 於該有機錯合劑存在下且使用充分混合 作用,令一由鋅鹽與六氰基姑酸金屬鹽所構成之水溶 液起反應,因而生成一觸媒漿液,該鋅鹽之使用量相 較於與六氰基鈷酸金屬鹽使用量係呈過量; (b) 將該觸媒漿液與一具有額外有機錯合劑 水溶液的稀釋劑有效地混合; (c) 將源自於步驟(b)之觸媒漿液與一具數均 分子量大於500之聚醚相合併; (d) 自該漿液中分離出含聚醚之觸媒; (e) 回收固體(DMC)觸媒,其基於固體dMC 觸媒量,含有10至70wt%聚醚。 2.如申請專利範圍第1項之觸媒,其中該有機錯合劑為 第三丁醇。 3·如申請專利範圍第1項之觸媒,其中該聚醚為具有數 ----------f------L^---Μί---- (請先聞讀背面之注$項再填寫本頁) 本紙張尺度逍用中國加八心 A 24 01429 A8 B8 C8 D8 π、申請專利範圍 均分子量於1,000至10,000範圍之聚醚多元醇。 (請先閲讀背面之注項再填寫本頁) 4. 如申請專利範圍第丄項之觸媒,其中該聚醚為具有數 均分子量於2,000至4,〇〇〇之聚(氧伸丙基)二醇。 5. 如申請專利範圍第丄項之觸媒其含有“至⑼^%聚 喊〇 6· —種製備可用於環氧化物聚合反應之固體雙金屬氰化 物(DMC)觸媒之方法,該方法包括: (a) 於該有機錯合劑存在下且使用充分混合作 用,令一由鋅鹽與六氰基鈷酸金屬鹽所構成之水溶液 起反應,因而生成一觸媒漿液,該鋅鹽之使用量相較 於與六氰基鈷酸金屬鹽使用量係呈過量,其中該錯合 劑係選自於選自於醇類、搭類、明類、賴、醋類、 酿胺類、腺類、晴類、硫化物及其混合物所構成的群 中; (b) 將該觸媒漿液與一具有額外有機錯合劑水溶液 的稀釋劑有效地混合; (c>將源自於步驟(b)之觸媒漿液與一具數均分子量 大於500之聚醚相合併; 經濟部智慧財產局貝工消費合作社印製 (d) 自該漿液中分離出含聚醚之觸媒; (e) 回收固體(DMC)觸媒,其基於固體DMC觸媒 量’含有10至70wt%聚醚。 7·如申請專利範圍第6項之方法,其中於步驟⑷後該 含聚喊之固艘觸媒係以額外的有機錯合劑洗蘇。 8.如申請專利範圍第6項之方法,其中於步卵)後,含 本紙張尺度遥用中國國家梯準(CMS > A4現格(210><297公康)---- 六、申請專利範圍 9. A8 B8 C8 D8 聚喊之固艘觸媒係以額外之由聚喊與有機錯 成之混合物洗務。 一種聚合環氧化物之方法,其 » ^ . . 具、匕含在如申請專利範 圍第1至5項任-項之觸媒存在下,令_環氧 一含羥基引發劑相接觸,而後聚合該環氧化物以生成 該聚_多元醇。 合 劑所構 (請先閲讀背面之注f項再填寫本頁) t· ---鯓 經濟部智慧財產局員工消費合作社印製 本紙張尺度逋用中國國家標準(CNS ) A4規格(210X297公釐) 26
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/302,296 US5482908A (en) | 1994-09-08 | 1994-09-08 | Highly active double metal cyanide catalysts |
Publications (1)
Publication Number | Publication Date |
---|---|
TW401429B true TW401429B (en) | 2000-08-11 |
Family
ID=23167137
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
TW084109401A TW401429B (en) | 1994-09-08 | 1995-09-08 | Highly active double metal cyanide catalysts, method of preparation thereof, and use thereof in epoxide polymerization |
Country Status (16)
Country | Link |
---|---|
US (2) | US5482908A (zh) |
EP (1) | EP0700949B1 (zh) |
JP (1) | JP3479175B2 (zh) |
KR (1) | KR100355336B1 (zh) |
CN (1) | CN1072687C (zh) |
AT (1) | ATE177123T1 (zh) |
AU (1) | AU688548B2 (zh) |
BR (1) | BR9503975A (zh) |
CA (1) | CA2157312C (zh) |
DE (1) | DE69508009T2 (zh) |
DK (1) | DK0700949T3 (zh) |
ES (1) | ES2127997T3 (zh) |
HU (1) | HU215551B (zh) |
RO (1) | RO111742B1 (zh) |
TW (1) | TW401429B (zh) |
ZA (1) | ZA957474B (zh) |
Families Citing this family (475)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5712216A (en) * | 1995-05-15 | 1998-01-27 | Arco Chemical Technology, L.P. | Highly active double metal cyanide complex catalysts |
US5670601A (en) * | 1995-06-15 | 1997-09-23 | Arco Chemical Technology, L.P. | Polyurethane elastomers having improved green strength and demold time and polyoxyalkylene polyols suitable for their preparation |
US5677413A (en) * | 1995-06-15 | 1997-10-14 | Arco Chemical Technology, L.P. | Polyurethane elastomers exhibiting improved demold green strength and water absorption and haze-free polyols suitable for their preparation |
US5627122A (en) * | 1995-07-24 | 1997-05-06 | Arco Chemical Technology, L.P. | Highly active double metal cyanide complex catalysts |
US5811829A (en) | 1995-08-10 | 1998-09-22 | Arco Chemical Technology, L.P. | Viscosity stable isocyanate-terminated prepolymers and polyoxyalkylene polyether polyols having improved storage stability |
US5545601A (en) * | 1995-08-22 | 1996-08-13 | Arco Chemical Technology, L.P. | Polyether-containing double metal cyanide catalysts |
US5650452A (en) * | 1995-10-18 | 1997-07-22 | Arco Chemical Technology, L.P. | Very low density molded polyurethane foams via isocyanate-terminated prepolymers |
US5688861A (en) * | 1995-11-30 | 1997-11-18 | Arco Chemical Technology, L.P. | Process for the preparation of polyol polymer dispersions |
US5700847A (en) * | 1995-12-04 | 1997-12-23 | Arco Chemical Technology, L.P. | Molded polyurethane foam with enhanced physical properties |
US5767323A (en) * | 1995-12-22 | 1998-06-16 | Arco Chemical Technology, L.P. | Process for preparing polyoxyalkylene polyether polyols having low levels of transition metals through double metal cyanide complex polyoxyalkylation |
US5777177A (en) * | 1996-02-07 | 1998-07-07 | Arco Chemical Technology, L.P. | Preparation of double metal cyanide-catalyzed polyols by continuous addition of starter |
US5627120A (en) * | 1996-04-19 | 1997-05-06 | Arco Chemical Technology, L.P. | Highly active double metal cyanide catalysts |
FI111765B (fi) * | 1996-06-26 | 2003-09-15 | Fortum Nuclear Services Oy | Menetelmä cesiumin erottamiseksi ydinjäteliuoksista sekä menetelmä heksasyanoferraattien valmistamiseksi |
US5900384A (en) * | 1996-07-18 | 1999-05-04 | Arco Chemical Technology L.P. | Double metal cyanide catalysts |
US5689012A (en) * | 1996-07-18 | 1997-11-18 | Arco Chemical Technology, L.P. | Continuous preparation of low unsaturation polyoxyalkylene polyether polyols with continuous additon of starter |
US5693584A (en) | 1996-08-09 | 1997-12-02 | Arco Chemical Technology, L.P. | Highly active double metal cyanide catalysts |
US5691441A (en) * | 1996-10-11 | 1997-11-25 | Arco Chemical Technology, L.P. | Spandex elastomers |
US5708118A (en) * | 1996-10-11 | 1998-01-13 | Arco Chemical Technology, L.P. | Spandex elastomers |
US5723563A (en) * | 1996-10-11 | 1998-03-03 | Arco Chemical Technology, L.P. | Spandex elastomers |
US5714428A (en) * | 1996-10-16 | 1998-02-03 | Arco Chemical Technology, L.P. | Double metal cyanide catalysts containing functionalized polymers |
US5786514A (en) * | 1996-12-18 | 1998-07-28 | Arco Chemical Technology, L.P. | Process for alkoxylating carbonyl-functionalized phenols using double metal cyanide catalysts |
US5958994A (en) * | 1997-02-25 | 1999-09-28 | Arco Chemical Technology, L.P. | Method for decreasing the propensity for phase-out of the high molecular weight component of double metal cyanide-catalyzed high secondary hydroxyl polyoxypropylene polyols |
DE19709031A1 (de) | 1997-03-06 | 1998-09-10 | Basf Ag | Verfahren zur Herstellung von Doppelmetallcyanidkatalysatoren |
US5783513A (en) * | 1997-03-13 | 1998-07-21 | Arco Chemical Technology, L.P. | Process for making double metal cyanide catalysts |
US6821308B2 (en) | 1997-04-02 | 2004-11-23 | Bayer Antwerp N.V. | Polyoxyalkylene monoethers with reduced water affinity |
US5844070A (en) * | 1997-05-16 | 1998-12-01 | Arco Chemical Technology, L.P. | Process for rapid activation of double metal cyanide catalysts |
US5763642A (en) * | 1997-06-19 | 1998-06-09 | Arco Chemical Technology, L.P. | Low monol polyoxy (higher) alkylene polyols with primary hydroxyl content |
DE19730467A1 (de) * | 1997-07-16 | 1999-01-21 | Bayer Ag | Neue Zink/Metall-Hexacyanocobaltat-Katalysatoren für die Herstellung von Polyetherpolyolen |
US5891818A (en) * | 1997-07-31 | 1999-04-06 | Arco Chemical Technology, L.P. | Cyanide complex catalyst manufacturing process |
US5854386A (en) * | 1997-08-25 | 1998-12-29 | Arco Chemical Technology, L.P. | Stabilizers for polymer polyols |
DE19810269A1 (de) * | 1998-03-10 | 2000-05-11 | Bayer Ag | Verbesserte Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
DE19834573A1 (de) | 1998-07-31 | 2000-02-03 | Bayer Ag | Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
CA2306378C (en) * | 1997-10-13 | 2007-07-17 | Bayer Aktiengesellschaft | Crystalline double metal cyanide catalysts for producing polyether polyols |
DE19745120A1 (de) * | 1997-10-13 | 1999-04-15 | Bayer Ag | Verbesserte Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
US6624286B2 (en) | 1997-10-13 | 2003-09-23 | Bayer Aktiengesellschaft | Double-metal cyanide catalysts containing polyester for preparing polyether polyols |
DE19842382A1 (de) | 1998-09-16 | 2000-03-23 | Bayer Ag | Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
US5962619A (en) * | 1998-03-16 | 1999-10-05 | Arco Chemical Technology, L.P. | Process for making clear polyurethane/urea elastomers |
US5952261A (en) * | 1998-03-20 | 1999-09-14 | Arco Chemical Technology, L.P. | Double metal cyanide complex catalysts modified with Group IIA compounds |
US6066683A (en) * | 1998-04-03 | 2000-05-23 | Lyondell Chemical Worldwide, Inc. | Molded and slab polyurethane foam prepared from double metal cyanide complex-catalyzed polyoxyalkylene polyols and polyols suitable for the preparation thereof |
US6008263A (en) * | 1998-04-03 | 1999-12-28 | Lyondell Chemical Worldwide, Inc. | Molded and slab polyurethane foam prepared from double metal cyanide complex-catalyzed polyoxyalkylene polyols and polyols suitable for the preparation thereof |
DE19817676A1 (de) | 1998-04-21 | 1999-10-28 | Bayer Ag | Verfahren zur aufarbeitungsfreien Herstellung langkettiger Polyetherpolyole |
AR019107A1 (es) | 1998-04-27 | 2001-12-26 | Dow Global Technologies Inc | Polioles de alto peso molecular, proceso para su preparacion y uso de los mismos. |
US6063897A (en) * | 1998-05-05 | 2000-05-16 | Arco Chemical Technology, L.P. | Acid-treated double metal cyanide complex catalysts |
US6013596A (en) * | 1998-05-18 | 2000-01-11 | Arco Chemical Technology, L.P. | Double metal cyanide catalysts containing cyclic, bidentate complexing agents |
US6028230A (en) * | 1998-06-05 | 2000-02-22 | Arco Chemical Technology, L.P. | Epoxide polymerization process |
US6051680A (en) * | 1998-06-08 | 2000-04-18 | Arco Chemical Technology, L.P. | Silylated double metal cyanide complex catalysts |
US6022903A (en) * | 1998-07-09 | 2000-02-08 | Arco Chemical Technology L.P. | Permanent gas blown microcellular polyurethane elastomers |
US6171678B1 (en) * | 1998-07-14 | 2001-01-09 | Bayer Antwerp N.V. | Polyurethane carpet backings with improved tuft bind |
US6299715B1 (en) | 1998-07-14 | 2001-10-09 | Bayer Antwerp N.V. | Urethane adhesive-laminated carpeting |
DE19834572A1 (de) | 1998-07-31 | 2000-02-03 | Bayer Ag | Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
DE19842383A1 (de) * | 1998-09-16 | 2000-03-23 | Bayer Ag | Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
US6051622A (en) * | 1998-09-17 | 2000-04-18 | Arco Chemical Technology, L.P. | Low resilience, low frequency molded polyurethane foam |
US6100310A (en) * | 1998-09-25 | 2000-08-08 | Bayer Antwerp N.V. | Process for making microcellular polyurethane elastomers |
US6264775B1 (en) | 1998-12-22 | 2001-07-24 | Bayer Antwerp N.V. | Face-up coating of carpet backs with polyurethane |
DE19903274A1 (de) | 1999-01-28 | 2000-08-03 | Basf Ag | Verfahren zur Herstellung von Polyetherpolyolen |
ATE362951T1 (de) | 1999-02-11 | 2007-06-15 | Bayer Materialscience Ag | Doppelmetallcyanid-katalysatoren für die herstellung von polyetherpolyolen |
DE19905611A1 (de) | 1999-02-11 | 2000-08-17 | Bayer Ag | Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
DE19913260C2 (de) | 1999-03-24 | 2001-07-05 | Bayer Ag | Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
DE19906985A1 (de) | 1999-02-19 | 2000-08-31 | Bayer Ag | Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
DE19918727A1 (de) | 1999-04-24 | 2000-10-26 | Bayer Ag | Langkettige Polyetherpolyole mit hohem Anteil primärer OH-Gruppen |
CA2372335A1 (en) * | 1999-05-05 | 2000-11-16 | Basf Aktiengesellschaft | Double metal cyanide catalysts for the production of polyether polyols |
US6800583B2 (en) * | 1999-06-02 | 2004-10-05 | Basf Aktiengesellschaft | Suspension of multimetal cyanide compounds, their preparation and their use |
US6613714B2 (en) * | 1999-06-02 | 2003-09-02 | Basf Aktiengesellschaft | Multimetal cyanide compounds, their preparation and their use |
DE19928156A1 (de) | 1999-06-19 | 2000-12-28 | Bayer Ag | Aus Polyetherpolyolen hergestellte Polyurethan-Weichschäume |
US6376645B1 (en) | 1999-07-09 | 2002-04-23 | The Dow Chemical Company | Complexing agent-modified hexacyanometallate hexanitrometallate catalysts |
US20040266982A1 (en) * | 1999-07-09 | 2004-12-30 | Clement Katherine S | Polymerization of alkylene oxides onto functionalized initiators |
US6423662B1 (en) | 1999-07-09 | 2002-07-23 | Dow Global Technologies Inc. | Incipient wetness method for making metal-containing cyanide catalysts |
US6384183B1 (en) | 1999-07-09 | 2002-05-07 | The Dow Chemical Company | Metal hexacyanocobaltate nitroferricyanide complexes |
DE19937114C2 (de) | 1999-08-06 | 2003-06-18 | Bayer Ag | Verfahren zur Herstellung von Polyetherpolyolen |
US6358877B1 (en) | 1999-09-10 | 2002-03-19 | The Dow Chemical Company | Metal catalysts complexed with sulfone or sulfoxide compounds |
DE19953546A1 (de) | 1999-11-08 | 2001-05-10 | Bayer Ag | Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
DE19958355A1 (de) | 1999-12-03 | 2001-06-07 | Bayer Ag | Verfahren zur Herstellung von DMC-Katalysatoren |
US6359101B1 (en) | 1999-12-15 | 2002-03-19 | Synuthane International, Inc. | Preparing polyether polyols with DMC catalysts |
WO2001057106A1 (en) * | 2000-02-04 | 2001-08-09 | Ppg Industries Ohio, Inc. | Photochromic coated articles |
DE10008635A1 (de) † | 2000-02-24 | 2001-09-06 | Basf Ag | Verfahren zur Herstellung von Polyetherpolyolen |
DE60100807T2 (de) | 2000-03-30 | 2004-08-05 | Shell Internationale Research Maatschappij B.V. | Dmc komplexkatalysator und verfahren zu seiner herstellung |
WO2001080994A1 (de) * | 2000-04-20 | 2001-11-01 | Bayer Aktiengesellschaft | Verfahren zur herstellung von dmc-katalysatoren |
WO2001083107A2 (en) | 2000-04-28 | 2001-11-08 | Synuthane International, Inc. | Double metal cyanide catalysts containing polyglycol ether complexing agents |
US6388048B1 (en) * | 2000-05-19 | 2002-05-14 | The Dow Chemical Company | Complexing agent-modified trimetal cyanide catalyst |
US6429166B1 (en) | 2000-05-19 | 2002-08-06 | Dow Global Technologies Inc. | Method for preparing metal cyanide catalyst/polyol initiator slurries |
US6955772B2 (en) * | 2001-03-29 | 2005-10-18 | Agfa-Gevaert | Aqueous composition containing a polymer or copolymer of a 3,4-dialkoxythiophene and a non-newtonian binder |
US6890584B2 (en) * | 2000-06-28 | 2005-05-10 | Agfa-Gevaert | Flexographic ink containing a polymer or copolymer of a 3,4-dialkoxythiophene |
DE10108484A1 (de) | 2001-02-22 | 2002-09-05 | Bayer Ag | Verbessertes Verfahren zur Herstelung von Polyetherpolyolen |
DE10108485A1 (de) | 2001-02-22 | 2002-09-05 | Bayer Ag | Verbessertes Verfahren zur Herstellung von Polyetherpolyolen |
DE10117273A1 (de) * | 2001-04-06 | 2002-10-17 | Basf Ag | Verfahren zur Herstellung von Hydroxyalkylcarbonsäureestern |
KR100418058B1 (ko) * | 2001-04-18 | 2004-02-14 | 에스케이씨 주식회사 | 폴리올 제조용 복금속 시안계 착화합물 촉매 |
DE10122020A1 (de) | 2001-05-07 | 2002-11-14 | Bayer Ag | Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
US6833431B2 (en) * | 2001-05-02 | 2004-12-21 | Bayer Aktiengesellschaft | Double-metal cyanide catalysts for preparing polyether polyols |
DE10122019A1 (de) * | 2001-05-07 | 2002-11-14 | Bayer Ag | Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
US6596842B2 (en) | 2001-07-16 | 2003-07-22 | Shell Oil Company | Polymerizing alkylene oxide with sound or radiation treated DMC |
DE10137628A1 (de) * | 2001-08-03 | 2003-02-27 | Basf Ag | Verfahren zur Herstellung von Polyurethan-Weichschaumstoffen |
DE10138216A1 (de) | 2001-08-03 | 2003-02-20 | Bayer Ag | Aliphatische Polycarbonathomo- und -copolymere durch DMC-Katalyse |
DE10142747A1 (de) | 2001-08-31 | 2003-03-20 | Bayer Ag | Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
DE10142746A1 (de) | 2001-08-31 | 2003-03-20 | Bayer Ag | Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
US20030096935A1 (en) * | 2001-11-16 | 2003-05-22 | Nagpal Vidhu J. | Impact resistant polyureaurethane and method of preparation |
US8017720B2 (en) * | 2005-12-16 | 2011-09-13 | Ppg Industries Ohio, Inc. | Sulfur-containing oligomers and high index polyurethanes prepared therefrom |
US20060241273A1 (en) * | 2001-11-16 | 2006-10-26 | Bojkova Nina V | High impact poly (urethane urea) polysulfides |
US20070142604A1 (en) * | 2005-12-16 | 2007-06-21 | Nina Bojkova | Polyurethanes and sulfur-containing polyurethanes and methods of preparation |
US6541673B1 (en) * | 2001-11-30 | 2003-04-01 | Arco Chemical Technology, L.P. | Process for oxyalkylating phenolic compounds |
ES2199666B1 (es) | 2002-02-25 | 2005-06-01 | Repsol Quimica, S.A. | Procedimiento de produccion de polioleteres. |
JP2005520892A (ja) * | 2002-03-21 | 2005-07-14 | ダウ グローバル テクノロジーズ インコーポレイティド | 部分混和性錯化剤を用いる金属シアニド触媒の製造方法 |
US6797665B2 (en) | 2002-05-10 | 2004-09-28 | Bayer Antwerpen | Double-metal cyanide catalysts for preparing polyether polyols |
CN1325165C (zh) * | 2002-05-17 | 2007-07-11 | 中国石化集团金陵石油化工有限责任公司 | 连续法制备双金属氰化物络合催化剂工艺 |
US6835801B2 (en) * | 2002-07-19 | 2004-12-28 | Bayer Antwerp, N.V. | Activated starter mixtures and the processes related thereto |
US20040021133A1 (en) * | 2002-07-31 | 2004-02-05 | Nagpal Vidhu J. | High refractive index polymerizable composition |
DE10235130A1 (de) * | 2002-08-01 | 2004-02-19 | Bayer Ag | Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
US6696383B1 (en) * | 2002-09-20 | 2004-02-24 | Bayer Polymers Llc | Double-metal cyanide catalysts which can be used to prepare polyols and the processes related thereto |
DE10246707A1 (de) * | 2002-10-07 | 2004-04-15 | Bayer Ag | Zweikomponenten-Systeme für die Herstellung elastischer Beschichtungen |
DE10246708A1 (de) * | 2002-10-07 | 2004-04-15 | Bayer Ag | Zweikomponenten-Systeme für die Herstellung elastischer Beschichtungen |
US7001634B2 (en) * | 2002-11-07 | 2006-02-21 | Bayer Materialscience Llc | Process for suppressing the foaming of an aqueous system |
US7009032B2 (en) * | 2002-12-20 | 2006-03-07 | Ppg Industries Ohio, Inc. | Sulfide-containing polythiols |
US6806348B2 (en) * | 2003-02-11 | 2004-10-19 | Basf Corporation | Process for removing and regenerating a double metal cyanide (DMC) catalyst from a polymer polyol |
BRPI0408669A (pt) | 2003-03-07 | 2006-03-28 | Dow Global Technologies Inc | processo e sistema contìnuos para produzir polióis poliéteres |
US6713599B1 (en) | 2003-03-31 | 2004-03-30 | Basf Corporation | Formation of polymer polyols with a narrow polydispersity using double metal cyanide (DMC) catalysts |
US20040197570A1 (en) * | 2003-04-02 | 2004-10-07 | Slack William E. | Prepolymers of allophanate-modified MDI and polyoxypropylene polyol |
US20050014637A1 (en) * | 2003-06-04 | 2005-01-20 | Duijghuisen Henricus Petrus Bernardus | Polyether polyol composition |
US6884826B2 (en) * | 2003-06-09 | 2005-04-26 | Bayer Antwerp, N.V. | Process for preparing double metal cyanide catalyzed polyols |
US20050070682A1 (en) * | 2003-09-30 | 2005-03-31 | Lawrey Bruce D. | Polyetherurethaneurea elastomers and thin-walled articles prepared therefrom |
AU2004278610A1 (en) | 2003-10-06 | 2005-04-14 | Kaneka Corporation | Adhesive composition |
US7223890B2 (en) * | 2003-10-10 | 2007-05-29 | Bayer Materialscience Llc | Isocyanate reactive mixture and process for preparing same |
US7005552B2 (en) | 2003-11-03 | 2006-02-28 | Bayer Materialscience Llc | Single reactor synthesis of KOH-capped polyols based on DMC-synthesized intermediates |
US20050101477A1 (en) * | 2003-11-07 | 2005-05-12 | George Combs | Unsaturated tertiary alcohols as ligands for active dmc catalysts |
US20050107486A1 (en) * | 2003-11-17 | 2005-05-19 | Bi Le-Khac | UV-curable polyols |
US20050281977A1 (en) * | 2004-01-23 | 2005-12-22 | Mashburn Larry E | Method of carpet construction |
US8470927B2 (en) | 2004-02-26 | 2013-06-25 | Bayer Materialscience Llc | Process for production of polymer polyols |
ATE380070T1 (de) * | 2004-02-27 | 2007-12-15 | Repsol Quimica Sa | Doppelmetallcyanidkatalysatoren (dmc) mit kronenethern, prozess zu ihrer herstellung und verwendungen |
US20050209438A1 (en) * | 2004-03-19 | 2005-09-22 | Browne Edward P | Starter feed stream acidification in DMC-catalyzed process |
US7060750B2 (en) * | 2004-04-28 | 2006-06-13 | Bayer Materialscience Llc | Moisture-curable, polyether urethanes and their use in sealant, adhesive and coating compositions |
US9464169B2 (en) | 2004-09-01 | 2016-10-11 | Ppg Industries Ohio, Inc. | Polyurethanes, articles and coatings prepared therefrom and methods of making the same |
US9598527B2 (en) | 2004-09-01 | 2017-03-21 | Ppg Industries Ohio, Inc. | Polyurethanes, articles and coatings prepared therefrom and methods of making the same |
US11591436B2 (en) | 2004-09-01 | 2023-02-28 | Ppg Industries Ohio, Inc. | Polyurethane article and methods of making the same |
US20090280709A1 (en) | 2004-09-01 | 2009-11-12 | Ppg Industries Ohio, Inc. | Polyurethanes, Articles and Coatings Prepared Therefrom and Methods of Making the Same |
US11149107B2 (en) | 2004-09-01 | 2021-10-19 | Ppg Industries Ohio, Inc. | Polyurethanes, articles and coatings prepared therefrom and methods of making the same |
US20090280329A1 (en) | 2004-09-01 | 2009-11-12 | Ppg Industries Ohio, Inc. | Polyurethanes, Articles and Coatings Prepared Therefrom and Methods of Making the Same |
US11008418B2 (en) | 2004-09-01 | 2021-05-18 | Ppg Industries Ohio, Inc. | Polyurethanes, articles and coatings prepared therefrom and methods of making the same |
US20060058182A1 (en) * | 2004-09-13 | 2006-03-16 | Combs George G | Processes for the preparation of double metal cyanide (DMC) catalysts |
DE602005019906D1 (de) * | 2004-10-26 | 2010-04-22 | Dow Global Technologies Inc | Verfahren zur alkoxylierung von aktiven wasserstoff enthaltenden verbindungen und daraus hergestellte alkoxylierte verbindungen |
CN1308079C (zh) * | 2004-11-29 | 2007-04-04 | 黎明化工研究院 | 一种氰化物络合物催化剂及其制备方法和用途 |
US20060229375A1 (en) * | 2005-04-06 | 2006-10-12 | Yu-Ling Hsiao | Polyurethane foams made with alkoxylated vegetable oil hydroxylate |
US7609773B2 (en) * | 2005-04-18 | 2009-10-27 | Qualcomm Incorporated | Method of determining the location of the FFT window and the delay spread for the platinum broadcast channel estimator |
US7842653B2 (en) * | 2005-06-16 | 2010-11-30 | Council Of Scientific & Industrial Research | Process for the preparation of lubricants |
US7754643B2 (en) * | 2005-10-07 | 2010-07-13 | Council Of Scientific & Industrial Research | Transesterification catalyst and a process for the preparation thereof |
US7323605B2 (en) * | 2005-11-09 | 2008-01-29 | Bayer Materialscience Llc | Double metal cyanide-catalyzed, low unsaturation polyethers from boron-containing starters |
US7482495B2 (en) * | 2005-12-22 | 2009-01-27 | Lyondell Chemical Technology, L.P. | Process for making alkylene glycol ether compositions useful for metal recovery |
DE102006006696A1 (de) * | 2006-02-14 | 2007-08-23 | Clariant International Limited | Polyalkylenglykol-Schmiermittelbasisöle mit enger Molmassenverteilung |
DK2027186T3 (da) * | 2006-05-05 | 2014-04-14 | Prc Desoto Int Inc | Forseglings- og elektriske indstøbningsformuleringer omfattende thioetherfunktionelle polythiololigomerer |
DE102006024025A1 (de) * | 2006-05-23 | 2007-11-29 | Bayer Materialscience Ag | Verfahren zur Herstellung von Polyetherpolyolen |
US20070299242A1 (en) * | 2006-06-21 | 2007-12-27 | Bayer Materialscience Llc | Pendant acrylate and/or methacrylate-containing polyether monols and polyols |
US20080021191A1 (en) * | 2006-07-20 | 2008-01-24 | Reese Jack R | High water content tolerant process for the production of polyethers |
US7977501B2 (en) * | 2006-07-24 | 2011-07-12 | Bayer Materialscience Llc | Polyether carbonate polyols made via double metal cyanide (DMC) catalysis |
US8093351B2 (en) | 2006-08-24 | 2012-01-10 | Cornell Research Foundation, Inc. | Copolymerization of propylene oxide and carbon dioxide and homopolymerization of propylene oxide |
US20080132728A1 (en) | 2006-12-01 | 2008-06-05 | Mcdaniel Kenneth G | Continuous processes for the production of alkylphenol ethoxylates |
US20080132729A1 (en) | 2006-12-01 | 2008-06-05 | Mcdaniel Kenneth G | Continuous process for the production of ethoxylates |
CN100415800C (zh) * | 2007-01-05 | 2008-09-03 | 南通汇科聚氨酯研发有限公司 | 环氧化物开环聚合用双金属氰化物催化剂 |
US20080167501A1 (en) | 2007-01-08 | 2008-07-10 | Bayer Materialscience Llc. | High productivity alkoxylation processes |
DE102007002555A1 (de) | 2007-01-17 | 2008-07-24 | Bayer Materialscience Ag | Doppelmetallcyanid-Katalysatoren für die Herstellung von Polyetherpolyolen |
US7834082B2 (en) | 2007-01-17 | 2010-11-16 | Bayer Materialscience Llc | Polyether-polysiloxane polyols |
JP2010516871A (ja) | 2007-01-29 | 2010-05-20 | ザ ルブリゾル コーポレイション | 潤滑組成物 |
EP2109658B1 (en) | 2007-01-29 | 2018-12-12 | The Lubrizol Corporation | Lubricant compositions |
DE102007005960A1 (de) | 2007-02-07 | 2008-08-14 | Bayer Materialscience Ag | Ruß-gefüllte Polyurethane mit hoher Dielektrizitätskonstante und Durchschlagsfestigkeit |
US7473677B2 (en) | 2007-04-16 | 2009-01-06 | Bayer Materialscience Llc | High productivity process for alkylphenol ethoxylates |
US20080255378A1 (en) | 2007-04-16 | 2008-10-16 | Bayer Materialscience Llc | High productivity process for non-phenolic ethoxylates |
DE102007038436A1 (de) | 2007-08-16 | 2009-02-19 | Bayer Materialscience Ag | Verfahren zur Herstellung von Polyolen |
DE102007057146A1 (de) | 2007-11-28 | 2009-06-04 | Evonik Goldschmidt Gmbh | Verfahren zur Herstellung von Polyetheralkoholen mit DMC-Katalysatoren unter Verwendung von speziellen Additiven mit aromatischer Hydroxy-Funktionalisierung |
DE102007057145A1 (de) | 2007-11-28 | 2009-06-04 | Evonik Goldschmidt Gmbh | Verfahren zur Herstellung von Polyetheralkoholen mit DMC-Katalysatoren unter Verwendung von SiH-Gruppen tragenden Verbindungen als Additive |
DE102008000360A1 (de) | 2008-02-21 | 2009-08-27 | Evonik Goldschmidt Gmbh | Neue Alkoxysilylgruppen tragende Polyetheralkohole durch Alkoxylierung epoxidfunktioneller Alkoxysilane an Doppelmetallcyanid (DMC)-Katalysatoren, sowie Verfahren zu deren Herstellung |
DE102008011683A1 (de) | 2008-02-28 | 2009-09-03 | Bayer Materialscience Ag | Verfahren zur Herstellung von Polyolen |
DE102008000903A1 (de) | 2008-04-01 | 2009-10-08 | Evonik Goldschmidt Gmbh | Neue Organosiloxangruppen tragende Polyetheralkohole durch Alkoxylierung epoxidfunktioneller (Poly)Organosiloxane an Doppelmetallcyanid (DMC)-Katalysatoren, sowie Verfahren zu deren Herstellung |
KR100941637B1 (ko) * | 2008-05-21 | 2010-02-11 | 에스케이씨 주식회사 | 반응성이 제어된, 폴리올 제조용 복금속 시안계 촉매 및이의 제조방법 |
DE102008028555A1 (de) | 2008-06-16 | 2009-12-17 | Bayer Materialscience Ag | Verfahren zur Herstellung von Polyolen |
WO2009158379A2 (en) * | 2008-06-25 | 2009-12-30 | Benefuel Inc. | Process of manufacturing of fatty acid alkyl esters |
DE102008002713A1 (de) | 2008-06-27 | 2009-12-31 | Evonik Goldschmidt Gmbh | Neue Polyethersiloxane enthaltende Alkoxylierungsprodukte durch direkte Alkoxylierung organomodifizierter alpha, omega-Dihydroxysiloxane an Doppelmetallcyanid (DMC)-Katalysatoren, sowie Verfahren zu deren Herstellung |
IL200997A0 (en) | 2008-10-01 | 2010-06-30 | Bayer Materialscience Ag | Special polyether-based polyurethane formulations for the production of holographic media |
IL200995A0 (en) | 2008-10-01 | 2010-06-30 | Bayer Materialscience Ag | Polyether-based polyurethane formulations for the production of holographic media |
IL200996A0 (en) | 2008-10-01 | 2010-06-30 | Bayer Materialscience Ag | Photopolymer formulations having a low crosslinking density |
DE102008051882A1 (de) | 2008-10-16 | 2010-04-29 | Bayer Materialscience Ag | Verfahren zur Herstellung von Polyetheresterpolyolen |
DE102008043245A1 (de) | 2008-10-29 | 2010-05-06 | Evonik Goldschmidt Gmbh | Siliconpolyether-Copolymersysteme sowie Verfahren zu deren Herstellung durch Alkoxylierungsreaktion |
DE102008043343A1 (de) | 2008-10-31 | 2010-05-06 | Evonik Goldschmidt Gmbh | Silikonpolyetherblock-Copolymere mit definierter Polydispersität im Polyoxyalkylenteil und deren Verwendung als Stabilisatoren zur Herstellung von Polyurethanschäumen |
WO2010057100A2 (en) * | 2008-11-14 | 2010-05-20 | Dow Global Technologies Inc. | Modified natural oils and products made therefrom |
US10239985B2 (en) | 2008-12-23 | 2019-03-26 | Covestro Llc | Polymer polyols comprising a natural oil base polyol, polyurethane foams comprising these polymer polyols and processes for their preparation |
DE102009002371A1 (de) | 2009-04-15 | 2010-10-21 | Evonik Goldschmidt Gmbh | Verfahren zur Herstellung von geruchlosen Polyetheralkoholen mittels DMC-Katalysatoren und deren Verwendung in kosmetischen und/oder dermatologischen Zubereitungen |
US20100324340A1 (en) | 2009-06-23 | 2010-12-23 | Bayer Materialscience Llc | Short chain polyether polyols prepared from ultra-low water-content starters via dmc catalysis |
DE102009031584A1 (de) | 2009-07-03 | 2011-01-05 | Bayer Materialscience Ag | Verfahren zur Herstellung von Polyetherpolyolen mit primären Hydroxyl-Endgruppen |
CN102471220A (zh) | 2009-07-10 | 2012-05-23 | 陶氏环球技术有限责任公司 | 仲羟基脂肪酸低聚物的酯及其制备 |
US8362304B2 (en) * | 2009-07-15 | 2013-01-29 | Lyondell Chemical Technology, L.P. | Process for making glycol ether compositions useful for metal recovery |
DE102009042201A1 (de) | 2009-09-18 | 2011-04-14 | Bayer Materialscience Ag | Silangruppenhaltige Polyether |
DE102009042190A1 (de) | 2009-09-18 | 2011-03-24 | Bayer Materialscience Ag | Silangruppenhaltige Reaktivverdünner |
DE102009043616A1 (de) | 2009-09-29 | 2011-03-31 | Bayer Materialscience Ag | Verfahren zur Herstellung von aminogruppenhaltigen Polyolen |
JP5600746B2 (ja) | 2009-10-19 | 2014-10-01 | ビーエーエスエフ ソシエタス・ヨーロピア | 二重金属シアニド触媒の調整方法 |
JP2013508482A (ja) | 2009-10-21 | 2013-03-07 | バイエル・マテリアルサイエンス・アクチェンゲゼルシャフト | 生分解性ヒドロゲル |
TWI488908B (zh) | 2009-11-03 | 2015-06-21 | Bayer Materialscience Ag | 製造全像膜的方法 |
BR112012010472A2 (pt) | 2009-11-03 | 2016-03-15 | Bayer Materialscience Ag | processo para a produção de um filme holográfico |
EP2317511B1 (de) | 2009-11-03 | 2012-03-07 | Bayer MaterialScience AG | Photopolymerformulierungen mit einstellbarem mechanischem Modul Guv |
WO2011054797A1 (de) | 2009-11-03 | 2011-05-12 | Bayer Materialscience Ag | Photopolymer-formulierung mit verschiedenen schreibcomonomeren |
EP2497081B1 (de) | 2009-11-03 | 2013-10-16 | Bayer Intellectual Property GmbH | Verfahren zur herstellung von holographischen medien |
CN102656209A (zh) | 2009-12-09 | 2012-09-05 | 陶氏环球技术有限责任公司 | 仲羟基脂肪酸及其衍生物的聚醚衍生物 |
WO2011075343A1 (en) | 2009-12-17 | 2011-06-23 | Dow Global Technologies Inc. | Ethylene oxide capping of secondary hydroxyl polyols |
ES2527742T3 (es) | 2010-01-20 | 2015-01-29 | Bayer Intellectual Property Gmbh | Procedimiento de activación de catalizadores de cianuro bimetálico para la preparación de polietercarbonatopolioles |
DE102010008410A1 (de) | 2010-02-18 | 2011-08-18 | Bayer MaterialScience AG, 51373 | Verfahren zur Herstellung von Polyethercarbonatpolyolen |
US20110213170A1 (en) * | 2010-02-26 | 2011-09-01 | Daniele Vinci | Estolide derivatives useful as biolubricants |
EP2365019A1 (de) | 2010-03-13 | 2011-09-14 | Bayer MaterialScience AG | Verfahren zur Herstellung von Polyetherpolyolen |
US20110230581A1 (en) | 2010-03-17 | 2011-09-22 | Bayer Materialscience Llc | Process for the production of polyether polyols with a high ethylene oxide content |
JP2013522438A (ja) | 2010-03-24 | 2013-06-13 | バイエル・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 | ポリエーテルカーボネートポリオールの製造方法 |
EP2372454A1 (de) | 2010-03-29 | 2011-10-05 | Bayer MaterialScience AG | Photopolymer-Formulierung zur Herstellung sichtbarer Hologramme |
CN102906155A (zh) | 2010-04-29 | 2013-01-30 | 陶氏环球技术有限责任公司 | 低聚酯烷氧基化物组合物 |
CN102869696B (zh) | 2010-04-29 | 2015-02-04 | 陶氏环球技术有限责任公司 | 杂化聚酯-聚醚多元醇 |
US9115246B2 (en) | 2010-04-30 | 2015-08-25 | Basf Se | Polyether polyols, process for preparing polyether polyols and their use for producing polyurethanes |
JP5956979B2 (ja) | 2010-04-30 | 2016-07-27 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | ポリエーテルポリオール、ポリエーテルポリオールを製造するための方法、及びポリウレタンを製造するために、このポリエーテルポリオールを使用する方法 |
DE102010019504A1 (de) | 2010-05-06 | 2011-11-10 | Bayer Materialscience Ag | Polyisocyanatprepolymere und deren Verwendung |
WO2011144523A1 (de) | 2010-05-18 | 2011-11-24 | Bayer Materialscience Ag | Verfahren zur herstellung von polyethercarbonatpolyolen |
US8916669B2 (en) * | 2010-05-27 | 2014-12-23 | Dow Global Technologies Llc | Methods for producing crosslinkable silyl group-containing polyoxyalkylene polymers |
SA111320500B1 (ar) | 2010-06-04 | 2015-06-17 | داو جلوبال تكنولوجيز ال ال سي | معلقات لاستعادة محسنة للزيت |
WO2011160296A1 (en) | 2010-06-23 | 2011-12-29 | Basf Se | Modified double metal cyanide catalyst |
BR112012033611B1 (pt) | 2010-06-30 | 2020-11-10 | Dow Global Technologies Llc | composição compreendendo um polímero com terminação silano reticulável e método para produzir uma composição compreendendo um polímero com terminação silano reticulável |
JP2013537565A (ja) | 2010-07-05 | 2013-10-03 | バイエル・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 | ポリオール混合物の製造方法 |
DE102010038774A1 (de) | 2010-08-02 | 2012-02-02 | Evonik Goldschmidt Gmbh | Modifizierte Alkoxylierungsprodukte, die zumindest eine nicht-terminale Alkoxysilylgruppe aufweisen, mit erhöhter Lagerstabilität und erhöhter Dehnbarkeit der unter deren Verwendung hergestellten Polymere |
DE102010038768A1 (de) | 2010-08-02 | 2012-02-02 | Evonik Goldschmidt Gmbh | Modifizierte Alkoxylierungsprodukte mit mindestens einer nicht-terminalen Alkoxysilylgruppe mit erhöhter Lagerstabilität und erhöhter Dehnbarkeit der unter deren Verwendung hergestellten Polymere |
DE102010039090A1 (de) | 2010-08-09 | 2012-02-09 | Basf Se | Verfahren zur Herstellung von Polyetheralkoholen |
DE102010039140A1 (de) | 2010-08-10 | 2012-02-16 | Evonik Goldschmidt Gmbh | Dispergiermittel und Verfahren zu deren Herstellung |
JP5731651B2 (ja) | 2010-08-20 | 2015-06-10 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | ポリエーテルエステルポリオールの製造方法 |
DE102010040517A1 (de) | 2010-09-09 | 2012-03-15 | Bayer Materialscience Aktiengesellschaft | Verfahren zur Herstellung von Polyetherpolyolen |
EP2441788A1 (de) | 2010-10-14 | 2012-04-18 | Bayer MaterialScience AG | Verfahren zur Herstellung von Polyetherpolyolen |
ES2882790T3 (es) | 2010-10-25 | 2021-12-02 | Stepan Co | Sulfonatos de metátesis de aceites naturales |
AR083654A1 (es) | 2010-10-25 | 2013-03-13 | Stepan Co | Formulaciones de glifosato basadas en composiciones de derivados de la metatesis de aceites naturales |
MX342772B (es) | 2010-10-25 | 2016-10-11 | Stepan Co | Detergentes de lavanderia basados en composiciones derivadas de la metatesis de aceite natural. |
EA025068B9 (ru) | 2010-10-25 | 2017-02-28 | Стипэн Компани | Чистящие средства для твердых поверхностей на основе смесей, полученных в результате метатезиса натуральных масел |
CN103201359B (zh) | 2010-10-25 | 2016-03-02 | 斯特潘公司 | 来自天然油复分解的烷氧基化的脂肪酸酯及衍生物 |
US9187711B2 (en) | 2010-10-25 | 2015-11-17 | Stepan Company | Esteramines and derivatives from natural oil metathesis |
US9175245B2 (en) | 2010-10-25 | 2015-11-03 | Stepan Company | Fatty amides and derivatives from natural oil metathesis |
BR112013009946B1 (pt) | 2010-10-25 | 2019-04-30 | Stepan Company | Composição de sulfobetaina, betaina ou amônio quaternário, derivado; formulação de glifosato, composição de herbicida solúvel em água ou composição antimicrobiana, limpador de superfície áspera, formulação de detergente para vestuário sujo, xampu ou condicionador de cabelo ou produto de limpeza pessoal ou sabonete, inibidor de corrosão, dispersante de parafina, espumante de poço de gás, espumante, aditivo de espuma ou dispersante e emulsificante aniônico para composições agrícolas |
WO2012061095A1 (en) | 2010-10-25 | 2012-05-10 | Stepan Company | Fatty amines, amidoamines, and their derivatives from natural oil metathesis |
BR112013009941B1 (pt) | 2010-10-25 | 2021-02-09 | Stepan Company | detergente líquido de limpeza leve |
DE102010043409A1 (de) | 2010-11-04 | 2012-05-10 | Bayer Materialscience Aktiengesellschaft | Verfahren zur Herstellung von Polycarbonatpolyolen durch immortale Polymerisation von cyclischen Carbonaten |
EP2450387A1 (de) | 2010-11-08 | 2012-05-09 | Bayer MaterialScience AG | Photopolymer-Formulierung für die Herstellung holographischer Medien |
KR101835913B1 (ko) | 2010-11-09 | 2018-03-07 | 바스프 에스이 | 폴리에테르에스테르 폴리올 |
EP2465890A1 (de) | 2010-12-17 | 2012-06-20 | Bayer MaterialScience AG | Verfahren zur Herstellung von Polyethercarbonatpolyolen mit primären Hydroxyl-Endgruppen und daraus hergestellte Polyurethanpolymere |
WO2012084762A1 (de) | 2010-12-20 | 2012-06-28 | Bayer Materialscience Ag | Verfahren zur herstellung von polyetherpolyolen |
SG190873A1 (en) | 2010-12-20 | 2013-07-31 | Bayer Ip Gmbh | Method for producing polyether ester polyols |
ES2881179T3 (es) | 2010-12-27 | 2021-11-29 | Dow Global Technologies Llc | Polimerización de óxido de alquileno usando un complejo catalítico de cianuro de metal doble y un compuesto metálico de magnesio, metal del grupo 3-grupo 15 o metal de la serie de lantánidos |
WO2012121997A1 (en) | 2011-03-04 | 2012-09-13 | Ppg Industries Ohio, Inc. | Polythiourethan based composite articles |
KR101404702B1 (ko) | 2011-03-08 | 2014-06-17 | 에스케이이노베이션 주식회사 | 에테르 결합 단위체를 함유한 이산화탄소/에폭사이드 공중합체의 제조 방법 |
US8962873B2 (en) | 2011-03-09 | 2015-02-24 | Benefuel, Inc. | Systems and methods for making bioproducts |
ES2653151T3 (es) | 2011-03-28 | 2018-02-06 | Covestro Deutschland Ag | Procedimiento para la preparación de espumas flexibles de poliuretano |
CN103547368B (zh) | 2011-04-04 | 2017-10-27 | 汉高股份有限及两合公司 | 用于环氧化物聚合以及用于环氧化物与二氧化碳的共聚合的催化剂 |
EP2511314A1 (de) | 2011-04-12 | 2012-10-17 | Bayer MaterialScience AG | Polyurethanpolymer und dessen Verwendung in elektromechanischen Wandlern |
WO2012158645A1 (en) | 2011-05-16 | 2012-11-22 | Stepan Company | Surfactants for enhanced oil recovery |
SA116370919B1 (ar) * | 2011-05-17 | 2017-05-08 | ريبسول، اس. ايه. | عملية لتحضير مُحفِّز من مُعقَّد سيانيدي مزدوج المعدن |
DE102011076019A1 (de) | 2011-05-18 | 2012-11-22 | Evonik Goldschmidt Gmbh | Alkoxylierungsprodukte und Verfahren zu ihrer Herstellung mittels DMC-Katalysatoren |
EP2530101A1 (de) | 2011-06-01 | 2012-12-05 | Bayer MaterialScience AG | Verfahren zur Herstellung von Polyetherpolyolen |
CA2840520A1 (en) | 2011-06-30 | 2013-01-03 | Bayer Intellectual Property Gmbh | Process for preparing high molecular weight polyether polyols |
ES2599073T3 (es) | 2011-07-04 | 2017-01-31 | Repsol, S.A. | Método continuo para la síntesis de polioles |
EP2548908A1 (de) | 2011-07-18 | 2013-01-23 | Bayer MaterialScience AG | Verfahren zur Herstellung von Polyetherpolyolen |
EP2548905A1 (de) | 2011-07-18 | 2013-01-23 | Bayer MaterialScience AG | Verfahren zur Aktivierung von Doppelmetallcyanidkatalysatoren zur Herstellung von Polyetherpolyolen |
EP2548907A1 (de) | 2011-07-18 | 2013-01-23 | Bayer MaterialScience AG | Verfahren zur Herstellung von Polyetherpolyolen |
EP2548906A1 (de) | 2011-07-18 | 2013-01-23 | Bayer MaterialScience AG | Verfahren zur Aktivierung von Doppelmetallcyanidkatalysatoren zur Herstellung von Polyetherpolyolen |
DK2736327T3 (en) | 2011-07-26 | 2018-04-23 | Clariant Int Ltd | Etherized lactate esters, processes for their preparation and their use in improving the action of plant protection products |
DE102011109541A1 (de) | 2011-08-03 | 2013-02-07 | Evonik Goldschmidt Gmbh | Verwendung von Polysiloxanen enthaltend verzweigte Polyetherreste zur Herstellung von Polyurethanschäumen |
DE102011109545A1 (de) | 2011-08-03 | 2013-02-07 | Evonik Goldschmidt Gmbh | Verfahren zur Herstellung von Polyethersiloxanen enthaltend Polyethercarbonatgrundstrukturen |
KR101909320B1 (ko) | 2011-08-25 | 2018-10-17 | 다우 글로벌 테크놀로지스 엘엘씨 | 이중 금속 시아니드 촉매의 존재 하에 에틸렌 카르보네이트의 중합에 의한 옥시에틸렌 단위를 갖는 폴리에테르 알콜의 제조 방법 |
KR20140082784A (ko) | 2011-10-12 | 2014-07-02 | 바이엘 인텔렉쳐 프로퍼티 게엠베하 | 폴리우레탄-기재 광중합체 제제의 황-함유 사슬 전달 시약 |
KR20140082692A (ko) | 2011-10-12 | 2014-07-02 | 바이엘 인텔렉쳐 프로퍼티 게엠베하 | 폴리우레탄-기재 광중합체 제제에서의 사슬 전달 시약 |
US9650588B2 (en) | 2011-10-28 | 2017-05-16 | Dow Global Technologies Llc | Compositions of hydrocarbon oils and oil soluble PAGS produced by DMC catalysts |
EP2604642A1 (de) | 2011-12-16 | 2013-06-19 | Bayer Intellectual Property GmbH | Verfahren zur Herstellung von Polyethercarbonatpolyolen |
EP2604641A1 (de) | 2011-12-16 | 2013-06-19 | Bayer Intellectual Property GmbH | Verfahren zur Herstellung von Polyetherestercarbonatpolyolen |
WO2013092506A1 (de) | 2011-12-20 | 2013-06-27 | Bayer Materialscience Ag | Hydroxy-aminopolymer und dessen verwendung in polyharnstoffpolyurethan-gewebeklebstoffen |
JP6097764B2 (ja) | 2011-12-20 | 2017-03-15 | アドヒーシス・メディカル・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングAdhesys Medical GmbH | 生分解性組織接着剤用のイソシアネート官能性プレポリマー |
CA2859566A1 (en) | 2011-12-20 | 2013-06-27 | Bayer Intellectual Property Gmbh | Hydroxy-aminopolymers and method for producing same |
JP6039689B2 (ja) | 2012-01-09 | 2016-12-07 | アドヒーシス・メディカル・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングAdhesys Medical GmbH | 修飾ベータ−アミノ酸エステル(アスパラギン酸エステル)硬化剤およびポリ尿素組織接着剤におけるその使用 |
DE102012203737A1 (de) | 2012-03-09 | 2013-09-12 | Evonik Goldschmidt Gmbh | Modifizierte Alkoxylierungsprodukte, die zumindest eine nicht-terminale Alkoxysilylgruppe aufweisen und mehrere Urethangruppen enthalten und deren Verwendung |
IN2014KN02368A (zh) | 2012-04-24 | 2015-05-01 | Stepan Co | |
CN104583248B (zh) | 2012-04-24 | 2018-04-06 | 斯特潘公司 | 来自天然油歧化的不饱和脂肪醇烷氧基化物 |
PL2846935T3 (pl) * | 2012-05-10 | 2018-01-31 | Basf Se | Alkoksylowane alkohole i ich zastosowanie w preparatach do czyszczenia twardych powierzchni |
EP2671893A1 (de) | 2012-06-06 | 2013-12-11 | Bayer MaterialScience AG | Verfahren zur Herstellung von Omega-Hydroxy-Aminopolymeren |
US9035105B2 (en) | 2012-07-20 | 2015-05-19 | Bayer Materialscience Llc | Process for the in situ production of polyether polyols based on renewable materials and their use in the production of flexible polyurethane foams |
EP2703426A1 (de) | 2012-08-27 | 2014-03-05 | Bayer MaterialScience AG | Verfahren zur Herstellung von Polyethercarbonatpolyolen |
EP2703425A1 (de) | 2012-08-27 | 2014-03-05 | Bayer MaterialScience AG | Verfahren zur Herstellung von Polyethercarbonatpolyolen |
DE102012218846A1 (de) | 2012-10-16 | 2014-04-17 | Bayer Materialscience Ag | Herstellung und Verwendung neuer thermoplastischer Polyurethan-Elastomere auf Basis von Polyethercarbonatpolyolen |
DE102012218848A1 (de) | 2012-10-16 | 2014-04-17 | Bayer Materialscience Ag | Herstellung und Verwendung neuer thermoplastischer Polyurethan-Elastomere auf Basis von Polyethercarbonatpolyolen |
CN102875796B (zh) * | 2012-10-16 | 2015-03-04 | 山东蓝星东大化工有限责任公司 | 一种提高聚醚多元醇生产用dmc催化剂活性的方法 |
EP2725044B1 (de) | 2012-10-24 | 2017-06-21 | Covestro Deutschland AG | Alkoxysilanterminiertes Präpolymer auf Basis von Polyethercarbonatpolyolen für Sprühschäume |
EP2730602A1 (de) | 2012-11-09 | 2014-05-14 | Bayer MaterialScience AG | Verfahren zur Herstellung von Polyethercarbonatpolyolen |
BR112015010448A2 (pt) | 2012-11-09 | 2018-05-15 | Bayer Materialscience Ag | Método para a produção de poliéter-carbonato- polióis. |
US9568643B2 (en) | 2012-12-13 | 2017-02-14 | Ppg Industries Ohio, Inc. | Polyurethane urea-containing compositions and optical articles and methods for preparing them |
US9562134B2 (en) | 2013-03-12 | 2017-02-07 | Covestro Llc | Catalyst for the production of polyols having lower amounts of high molecular weight tail |
EP2967033B1 (en) | 2013-03-13 | 2019-10-02 | Stepan Company | Surfactants based on monounsaturated fatty alcohol derivatives |
US9051412B2 (en) | 2013-03-14 | 2015-06-09 | Bayer Materialscience Llc | Base-catalyzed, long chain, active polyethers from short chain DMC-catalyzed starters |
US9890100B2 (en) | 2013-03-14 | 2018-02-13 | Covestro Llc | Continuous process for the production of low molecular weight polyethers with a DMC catalyst |
US10669368B2 (en) | 2013-03-15 | 2020-06-02 | Covestro Llc | Method to increase the resistance of double metal cyanide catalysts to deactivation |
US8987396B2 (en) | 2013-03-15 | 2015-03-24 | Bayer Materialscience Llc | Active polymer polyols and a process for their production |
DE102013206175A1 (de) | 2013-04-09 | 2014-10-09 | Evonik Industries Ag | Polysiloxan-Polyether-Copolymere mit Amino- und/oder quaternären Ammoniumgruppen im Polyetherteil und Verfahren zu deren Herstellung |
WO2014172125A1 (en) | 2013-04-17 | 2014-10-23 | The Lubrizol Corporation | 2-stroke internal combustion engine cylinder liner lubricating composition |
DE102013208328A1 (de) | 2013-05-07 | 2014-11-13 | Evonik Industries Ag | Polyoxyalkylene mit seitenständigen langkettigen Acyloxyresten und Verfahren zu ihrer Herstellung mittels DMC-Katalysatoren |
PL3008100T3 (pl) | 2013-06-13 | 2017-08-31 | Covestro Deutschland Ag | Kopolimery blokowe polieterowęglanowo-polioksymetylenowe |
US9815965B2 (en) | 2013-08-02 | 2017-11-14 | Covestro Deutschland Ag | Method for producing polyether carbonate polyols |
DE102013216751A1 (de) | 2013-08-23 | 2015-02-26 | Evonik Industries Ag | Modifizierte Alkoxylierungsprodukte, die Alkoxysilylgruppen aufweisen und Urethangruppen enthalten und deren Verwendung |
EP3041883B1 (de) | 2013-09-05 | 2018-04-11 | Covestro Deutschland AG | Höherfunktionelle polyethercarbonatpolyole erhalten unter einsatz von verzweigermolekülen |
EP2845872A1 (de) | 2013-09-05 | 2015-03-11 | Bayer MaterialScience AG | Niederviskose Polyethercarbonatpolyole mit Seitenketten |
EP2845873A1 (de) | 2013-09-05 | 2015-03-11 | Bayer MaterialScience AG | Radikalische Vernetzung von Polyethercarbonatpolyolen enthaltend elektronenarme und elektronenreiche Doppelbindungen |
EP2845871A1 (de) | 2013-09-05 | 2015-03-11 | Bayer MaterialScience AG | Vernetzung von Doppelbindungen enthaltenden Polyethercarbonatpolyolen durch Addition von Mercaptanen |
EP2851384A1 (de) | 2013-09-20 | 2015-03-25 | Bayer MaterialScience AG | Verzweigte Polyethercarbonatpolyole und Verfahren zu deren Herstellung |
EP2865700A1 (de) | 2013-10-23 | 2015-04-29 | Bayer MaterialScience AG | Verfahren zur Herstellung von Polyethercarbonatpolyolen |
US20160237367A1 (en) | 2013-10-29 | 2016-08-18 | Dow Brasil Sudeste Industrial Ltda. | Lubricant composition and a method to lubricate a mechanical device |
EP2876121A1 (de) | 2013-11-22 | 2015-05-27 | Bayer MaterialScience AG | Einsatz von Urethan-Alkoholen zur Herstellung von Polyetherpolyolen |
CN105722880A (zh) | 2013-11-27 | 2016-06-29 | 科思创德国股份有限公司 | 用于制造聚氨酯软质泡沫材料的聚醚碳酸酯多元醇和聚醚多元醇的混合物 |
EP2886572A1 (de) | 2013-12-17 | 2015-06-24 | Bayer MaterialScience AG | Einsatz von Urethan-Alkoholen zur Herstellung von Polyethercarbonatpolyolen |
ES2834987T5 (es) | 2013-12-18 | 2024-04-09 | Covestro Intellectual Property Gmbh & Co Kg | Procedimiento para el procesamiento de polioles de poliéter alcalinos |
EP2894180A1 (en) | 2014-01-08 | 2015-07-15 | Bayer MaterialScience AG | Polymer Polyols comprising a Polyether Carbonate Polyol as the Base Polyol |
EP2910585B1 (de) | 2014-02-21 | 2018-07-04 | Covestro Deutschland AG | Schotterkörper sowie Verfahren zur Herstellung von Schotterkörpern |
US10093772B2 (en) | 2014-04-07 | 2018-10-09 | Covestro Deutschland Ag | Process for the production of polyoxymethylene block copolymers |
US10233298B2 (en) | 2014-04-24 | 2019-03-19 | Covestro Deutschland Ag | Polyurethane foams based on polyether carbonate polyols |
US9527958B2 (en) | 2014-05-02 | 2016-12-27 | Covestro Llc | Process for purification of polyether carbonate polyols |
DE102014209355A1 (de) | 2014-05-16 | 2015-11-19 | Evonik Degussa Gmbh | Guanidinhaltige Polyoxyalkylene und Verfahren zur Herstellung |
DE102014209408A1 (de) | 2014-05-19 | 2015-11-19 | Evonik Degussa Gmbh | Ethoxylatherstellung unter Verwendung hoch aktiver Doppelmetallcyanid-Katalysatoren |
BR112016028904A8 (pt) | 2014-06-09 | 2021-05-04 | Stepan Co | detergente de vestuário, líquido, pó, pasta, grânulo, tablete, sólido moldado, folha solúvel em água, sachê solúvel em água, cápsula, ou casulo solúvel em água e método |
US10669380B2 (en) | 2014-07-30 | 2020-06-02 | Basf Se | Amphiphilic star-like polyether |
DE102014217790A1 (de) | 2014-09-05 | 2016-03-10 | Evonik Degussa Gmbh | Verfahren zur Herstellung von hydrosilylierbaren Eugenol-Polyethern und Eugenol-Polyethersiloxanen sowie deren Verwendung |
ES2713623T3 (es) | 2014-09-23 | 2019-05-23 | Covestro Deutschland Ag | Polietercarbonatos que curan con humedad que contienen grupos alcoxisililo |
EP3023447A1 (de) | 2014-11-18 | 2016-05-25 | Covestro Deutschland AG | Verfahren zur Herstellung von Polyethercarbonatpolyolen |
KR20170089883A (ko) | 2014-12-01 | 2017-08-04 | 다우 글로벌 테크놀로지스 엘엘씨 | 표면 변형제로서 폴리올레핀 폴리올 |
WO2016111884A2 (en) | 2015-01-08 | 2016-07-14 | Stepan Company | Cold-water laundry detergents |
EP3050907A1 (de) | 2015-01-28 | 2016-08-03 | Covestro Deutschland AG | Verfahren zur Herstellung von Polyethercarbonatpolyolen |
US20160244549A1 (en) | 2015-02-25 | 2016-08-25 | Bayer Materialscience Llc | Alkoxysilane-group modified polyurethanes and low modulus sealants formed therefrom |
WO2016135259A1 (de) | 2015-02-27 | 2016-09-01 | Covestro Deutschland Ag | Verwendung von polyethercarbonatpolyolen zur erzeugung farbstabiler polyurethanschaumstoffe |
EP3067376A1 (de) | 2015-03-11 | 2016-09-14 | Evonik Degussa GmbH | Herstellung von Polyurethansystemen unter Einsatz von Polyetherpolycarbonatpolyolen |
US9951174B2 (en) | 2015-05-20 | 2018-04-24 | Covestro Llc | Polyol compositions, a process for the production of these polyol compositions, and their use in the production of open celled polyurethane foams having high airflow |
EP3098251A1 (de) | 2015-05-26 | 2016-11-30 | Covestro Deutschland AG | Einsatz von alkoholen, die mindestens zwei urethangruppen enthalten, zur herstellung von polyetherpolyolen |
EP3098252A1 (de) | 2015-05-26 | 2016-11-30 | Covestro Deutschland AG | Einsatz von alkoholen, die mindestens zwei urethangruppen enthalten, zur herstellung von polyethercarbonatpolyolen |
EP3098250A1 (de) | 2015-05-26 | 2016-11-30 | Covestro Deutschland AG | Verfahren zur herstellung von polyethercarbonatpolyolen |
DE102015108232A1 (de) | 2015-05-26 | 2016-12-01 | Franken Systems Gmbh | Verfahren zur feuchtigkeitsbeständigen Grundierung von mineralischen Untergründen |
DE102015110841A1 (de) | 2015-07-06 | 2017-01-12 | Franken Systems Gmbh | Verwendung eines Reaktivsystems zur Bauwerksabdichtung und eine Bauwerksabdichtung |
SG11201801151YA (en) | 2015-08-26 | 2018-03-28 | Covestro Deutschland Ag | Method for producing high molecular weight polyoxyalkylene polyols |
GB201515350D0 (en) | 2015-08-28 | 2015-10-14 | Econic Technologies Ltd | Method for preparing polyols |
EP3138867B1 (de) | 2015-09-03 | 2019-10-02 | Evonik Degussa GmbH | Verwendung von eugenol-polyethern und eugenol-polyethersiloxanen als netzmittel |
CA3004385A1 (en) | 2015-11-19 | 2017-05-26 | Covestro Deutschland Ag | Polyurethane foams based on polyether carbonate polyols |
US9745259B2 (en) | 2015-12-04 | 2017-08-29 | Chevron U.S.A. Inc. | Process for preparing alcohol ether sulfates |
EP3178858A1 (de) | 2015-12-09 | 2017-06-14 | Covestro Deutschland AG | Polyurethanschaumstoffe basierend auf polyethercarbonatpolyolen |
CN108602933B (zh) | 2015-12-09 | 2021-10-22 | 科思创德国股份有限公司 | 基于聚醚碳酸酯多元醇的聚氨酯泡沫材料 |
US9562135B1 (en) | 2015-12-21 | 2017-02-07 | Covestro Llc | Polyether carbonates by DMC catalysis |
EP3219741A1 (de) | 2016-03-18 | 2017-09-20 | Covestro Deutschland AG | Verfahren zur herstellung von polyethercarbonatpolyolen |
US9994506B2 (en) | 2016-04-20 | 2018-06-12 | Covestro Llc | Process for transitioning reactors from base-catalyzed polyol production to DMC-catalyzed polyol production |
US11312811B2 (en) | 2016-04-26 | 2022-04-26 | Covestro Llc | Flexible foam using polymer polyols produced via DMC catalyzed polyols |
SG11201809538TA (en) | 2016-05-13 | 2018-11-29 | Covestro Deutschland Ag | Method for the preparation of polyoxyalkylene polyols |
WO2017200737A1 (en) | 2016-05-20 | 2017-11-23 | Stepan Company | Polyetheramine compositions for laundry detergents |
EP3260483A1 (de) | 2016-06-22 | 2017-12-27 | Covestro Deutschland AG | Verfahren zur herstellung von polyethercarbonatpolyolen |
CN106084197A (zh) * | 2016-06-22 | 2016-11-09 | 青神鑫统领建材有限公司 | 一种窄分布聚醚的制备方法 |
US10119223B2 (en) | 2016-07-15 | 2018-11-06 | Covestro Llc | Carpet and synthetic turf backings prepared from a polyether carbonate polyol |
US10258953B2 (en) | 2016-08-05 | 2019-04-16 | Covestro Llc | Systems and processes for producing polyether polyols |
WO2018069348A1 (de) | 2016-10-12 | 2018-04-19 | Covestro Deutschland Ag | Verfahren zur herstellung von elastomeren |
WO2018069350A1 (de) | 2016-10-12 | 2018-04-19 | Covestro Deutschland Ag | Verfahren zur herstellung eines mehrfachbindungen enthaltenden präpolymers als elastomer-vorstufe |
EP3330308A1 (de) | 2016-12-05 | 2018-06-06 | Covestro Deutschland AG | Verfahren zur herstellung von tdi-basierten polyurethanweichschaumstoffen enthaltend organische säureanhydride und/oder organische säurechloride |
EP3330307A1 (de) | 2016-12-05 | 2018-06-06 | Covestro Deutschland AG | Verwendung von acrylsäureestern und amiden zur erniedrigung von emissionen eines polyurethanschaumstoffes |
EP3336130A1 (de) | 2016-12-19 | 2018-06-20 | Covestro Deutschland AG | Verfahren zur herstellung von polyetherthiocarbonatpolyolen |
EP3336137A1 (de) | 2016-12-19 | 2018-06-20 | Covestro Deutschland AG | Verwendung von physikalischen treibmitteln zur erzeugung von polyethercarbonatpolyol-basierten polyurethanschaumstoffen mit reduzierter emission von cyclischem propylencarbonat |
EP3336115A1 (de) | 2016-12-19 | 2018-06-20 | Covestro Deutschland AG | Verfahren zur erniedrigung von emissionen eines polyurethanschaumstoffes |
GB201703324D0 (en) | 2017-03-01 | 2017-04-12 | Econic Tech Ltd | Method for preparing polyether carbonates |
US11021567B2 (en) | 2017-03-15 | 2021-06-01 | Covestro Llc | Polyols for improved viscoelastic foams with reduced temperature sensitivity |
EP3385295A1 (de) | 2017-04-05 | 2018-10-10 | Covestro Deutschland AG | Flammgeschützte phosphorfunktionelle polyethercarbonatpolyole und verfahren zu deren herstellung |
EP3409704A1 (de) | 2017-06-01 | 2018-12-05 | Covestro Deutschland AG | Polyurethanschaumstoffe basierend auf polyethercarbonatpolyolen |
EP3424967A1 (de) | 2017-07-07 | 2019-01-09 | Covestro Deutschland AG | Verfahren zur herstellung von funktionalisierten polyoxyalkylenpolyolen |
JP6948057B2 (ja) * | 2017-08-30 | 2021-10-13 | 公立大学法人大阪 | 有機リン化合物分解触媒 |
CN107474237A (zh) * | 2017-09-05 | 2017-12-15 | 句容宁武新材料股份有限公司 | 一种通过三元复合催化剂合成聚醚多元醇的方法 |
EP3461852A1 (de) | 2017-09-28 | 2019-04-03 | Covestro Deutschland AG | Verfahren zur herstellung eines mehrfachbindungen enthaltenden polymers als elastomer-vorstufe |
CA3076756A1 (en) | 2017-10-10 | 2019-04-18 | Stepan Company | Polymeric dispersants from aralkylated phenols |
AU2018348031B2 (en) | 2017-10-10 | 2023-11-23 | Stepan Company | Polymeric dispersants from phenyl glycidyl ether |
US20200277435A1 (en) | 2017-10-18 | 2020-09-03 | Covestro Deutschland Ag | Diblock copolymers and their use as surfactants |
EP3473658A1 (de) | 2017-10-18 | 2019-04-24 | Covestro Deutschland AG | Diblockcopolymere und deren verwendung als tenside |
GB201717459D0 (en) | 2017-10-24 | 2017-12-06 | Econic Tech Limited | Methods for forming polycarbonate ether polyols and high molecular weight polyether carbonates |
GB201717441D0 (en) | 2017-10-24 | 2017-12-06 | Econic Tech Ltd | A polymerisation process |
US20190119444A1 (en) | 2017-10-25 | 2019-04-25 | Covestro Llc | Process to remove dmc catalysts from polyether carbonate polyols |
US10766998B2 (en) | 2017-11-21 | 2020-09-08 | Covestro Llc | Flexible polyurethane foams |
EP3489278A1 (de) | 2017-11-23 | 2019-05-29 | Covestro Deutschland AG | Hochmolekulare polyoxyalkylene mit tiefer glastemperatur hergestellt nach der grafting-through-methode |
US11602740B2 (en) | 2017-12-19 | 2023-03-14 | Oriental Union Chemical Corp. | High-activity double-metal-cyanide catalyst |
US20190185399A1 (en) | 2017-12-19 | 2019-06-20 | Oriental Union Chemical Corp. | High-activity double-metal-cyanide catalyst, method for fabricating the same, and applications of the same |
US11919844B2 (en) | 2017-12-19 | 2024-03-05 | Oriental Union Chemical Corp. | Method for fabricating polyols |
EP3502162A1 (de) | 2017-12-19 | 2019-06-26 | Covestro Deutschland AG | Verfahren zur herstellung von polyetheresterpolyolen |
EP3527606A1 (de) | 2018-02-16 | 2019-08-21 | Covestro Deutschland AG | Verfahren zur herstellung von polyethercarbonatpolyolen |
EP3533815A1 (de) | 2018-02-28 | 2019-09-04 | Covestro Deutschland AG | Polyurethanweichschaumstoffe auf basis von polyoxymethylen-polyoxyalkylen-blockcopolymeren |
EP3536727A1 (de) | 2018-03-07 | 2019-09-11 | Covestro Deutschland AG | Polyurethanschaumstoffe basierend auf polyethercarbonatpolyolen |
US20200399466A1 (en) | 2018-03-07 | 2020-12-24 | Covestro Intellectual Property Gmbh & Co. Kg | Polyurethane foams based on polyethercarbonate polyols |
EP3543268A1 (de) | 2018-03-22 | 2019-09-25 | Covestro Deutschland AG | Verfahren zur herstellung von polyurethanweichschaumstoffen |
CN111954689A (zh) | 2018-03-22 | 2020-11-17 | 科思创知识产权两合公司 | 制备具有高的粗密度的聚氨酯软质泡沫材料的方法 |
EP3549969A1 (de) | 2018-04-06 | 2019-10-09 | Covestro Deutschland AG | Polyurethanschaumstoffe basierend auf polyethercarbonatpolyolen |
EP3784718B1 (en) | 2018-04-25 | 2024-06-26 | Henkel AG & Co. KGaA | Process for the preparation of hydroxyl-functionalized polyetherpolysiloxane block copolymers |
EP3567067A1 (de) | 2018-05-08 | 2019-11-13 | Covestro Deutschland AG | Abtrennung von doppelmetallcyanid-katalysator |
CA3103743A1 (en) | 2018-06-19 | 2019-12-26 | Henkel Ag & Co. Kgaa | Highly active double metal cyanide compounds |
EP3587469A1 (de) | 2018-06-22 | 2020-01-01 | Covestro Deutschland AG | Verfahren zur herstellung von polyol |
EP3597690A1 (de) | 2018-07-19 | 2020-01-22 | Covestro Deutschland AG | Heterocyclen-funktionelle polyether oder polyethercarbonate und verfahren zu deren herstellung |
EP3604320A1 (de) | 2018-08-01 | 2020-02-05 | Covestro Deutschland AG | Phosphorfunktionelle polyoxyalkylenpolyole und verfahren zu deren herstellung |
EP3608348A1 (de) | 2018-08-07 | 2020-02-12 | Covestro Deutschland AG | Verfahren zur herstellung eines organooxysilyl-vernetzten polymers |
EP3608018A1 (de) | 2018-08-08 | 2020-02-12 | Covestro Deutschland AG | Verfahren zur herstellung von doppelmetallcyanid-katalysatoren |
EP3617248A1 (de) | 2018-08-30 | 2020-03-04 | Covestro Deutschland AG | Verfahren zur abtrennung von gasförmigen bestandteilen |
RU2677659C1 (ru) * | 2018-09-03 | 2019-01-18 | Публичное Акционерное Общество "Нижнекамскнефтехим" | Способ получения твердого двойного кобальтцианидного катализатора полимеризации пропиленоксида |
RU2687105C1 (ru) * | 2018-09-03 | 2019-05-07 | Публичное Акционерное Общество "Нижнекамскнефтехим" | Способ получения простого полиэфира с высокой молекулярной массой на основе пропиленоксида на двойном кобальтцианидном катализаторе |
GB201814526D0 (en) | 2018-09-06 | 2018-10-24 | Econic Tech Ltd | Methods for forming polycarbonate ether polyols and high molecular weight polyether carbonates |
US10793692B2 (en) | 2018-10-24 | 2020-10-06 | Covestro Llc | Viscoelastic flexible foams comprising hydroxyl-terminated prepolymers |
EP3643730A1 (de) | 2018-10-26 | 2020-04-29 | Covestro Deutschland AG | Verfahren zur herstellung von polyoxymethylen-polyoxyalkylen-blockcopolymeren |
EP3656797A1 (de) | 2018-11-22 | 2020-05-27 | Covestro Deutschland AG | Verfahren zur herstellung von polyoxymethylen-polyalkylenoxid-blockcopolymeren |
EP3663372B1 (en) | 2018-12-06 | 2024-03-13 | Henkel AG & Co. KGaA | Curable composition comprising polysiloxane polyalkyleneglycol brush copolymers |
EP3663371B1 (en) | 2018-12-06 | 2024-03-13 | Henkel AG & Co. KGaA | Preparation of polysiloxane polyalkyleneglycol brush copolymers |
US10738155B2 (en) | 2018-12-19 | 2020-08-11 | Covestro Llc | Product-to-product process for preparation of low viscosity polyoxyalkylene polyols |
US10723829B2 (en) | 2018-12-19 | 2020-07-28 | Covestro Llc | Product-to-product process for preparation of low viscosity polyoxyalkylene polyols |
US10961347B2 (en) | 2018-12-19 | 2021-03-30 | Covestro Llc | Process for preparing polyoxyalkylene polyols by the continuous addition of starter |
EP3670571A1 (de) | 2018-12-21 | 2020-06-24 | Covestro Deutschland AG | Verfahren zur herstellung eines polyester-polyetherpolyol-blockcopolymers |
EP3670557A1 (de) | 2018-12-21 | 2020-06-24 | Covestro Deutschland AG | Verfahren zur herstellung eines polyoxyalkylenpolyesterpolyols |
EP3670568A1 (de) | 2018-12-21 | 2020-06-24 | Covestro Deutschland AG | Verfahren zur herstellung eines polyesters |
EP3683251A1 (de) | 2019-01-15 | 2020-07-22 | Covestro Deutschland AG | Verfahren zur herstellung von diol |
CN113454134A (zh) | 2019-02-28 | 2021-09-28 | 科思创知识产权两合公司 | 用于生产聚氨酯整皮泡沫材料的异氰酸酯封端预聚物 |
EP3935038A1 (en) | 2019-03-08 | 2022-01-12 | Stepan Company | Reactive surfactants |
US10544158B1 (en) | 2019-03-14 | 2020-01-28 | Covestro Llc | Process for producing polycyclic polyether polyols |
US10723830B1 (en) | 2019-03-28 | 2020-07-28 | Covestro Llc | Product-to-product process for preparation of low viscosity polyoxyalkylene polyether polyols |
GB201906214D0 (en) | 2019-05-02 | 2019-06-19 | Econic Tech Ltd | A polyol block copolymer, compositions and processes therefor |
GB201906210D0 (en) | 2019-05-02 | 2019-06-19 | Econic Tech Limited | A polyol block copolymer, compositions and processes therefor |
EP3741788A1 (de) | 2019-05-24 | 2020-11-25 | Covestro Deutschland AG | Verfahren zur herstellung von polyoxyalkylenpolyol-mischungen |
EP3747927A1 (de) | 2019-06-05 | 2020-12-09 | Covestro Deutschland AG | Verfahren zur kontinuierlichen herstellung von polyoxyalkylenpolyolen |
EP3983473A1 (de) | 2019-06-11 | 2022-04-20 | Covestro Deutschland AG | Verfahren zur herstellung von polyethercarbonatpolyolen |
EP3750940A1 (de) | 2019-06-11 | 2020-12-16 | Covestro Deutschland AG | Verfahren zur herstellung von polyethercarbonatpolyolen |
EP3760663A1 (de) | 2019-07-05 | 2021-01-06 | Covestro Deutschland AG | Verfahren zur herstellung von polyetherestercarbonatpolyolen |
EP3763768A1 (de) | 2019-07-12 | 2021-01-13 | Covestro Deutschland AG | Polyethercarbonatpolyole mit enger segmentlängenverteilung |
CN114144451A (zh) | 2019-07-31 | 2022-03-04 | 科思创德国股份有限公司 | 制备聚醚碳酸酯多元醇的方法 |
EP3771724A1 (de) | 2019-07-31 | 2021-02-03 | Covestro Deutschland AG | Verfahren zur herstellung von polyethercarbonatpolyolen |
JP2022552827A (ja) | 2019-10-09 | 2022-12-20 | コベストロ・エルエルシー | 光学及び赤外イメージングを用いたポリウレタン発泡体製品を製造する方法、システム、及びコンピュータープログラム製品 |
WO2021110691A1 (de) | 2019-12-04 | 2021-06-10 | Covestro Intellectual Property Gmbh & Co. Kg | Verfahren zur herstellung von polyethercarbonatpolyolen |
EP3831867A1 (de) | 2019-12-04 | 2021-06-09 | Covestro Deutschland AG | Verfahren zur herstellung von polyethercarbonatpolyolen |
EP3838963A1 (de) | 2019-12-17 | 2021-06-23 | Covestro Deutschland AG | Verfahren zur herstellung von polyoxyalkylenpolyesterpolyolen |
EP3838938A1 (de) | 2019-12-18 | 2021-06-23 | Covestro Deutschland AG | Verfahren zur herstellung von polyoxymethylen-polyoxyalkylen-copolymeren |
EP3838964A1 (de) | 2019-12-18 | 2021-06-23 | Covestro Deutschland AG | Polyurethanschaumstoffe basierend auf polyethercarbonatpolyolen |
KR102395484B1 (ko) * | 2020-01-03 | 2022-05-06 | 부산대학교 산학협력단 | 이중금속시안염 촉매, 이의 제조방법 및 폴리올 제조 방법 |
US11976165B2 (en) | 2020-01-21 | 2024-05-07 | Covestro Deutschland Ag | Method for producing double metal cyanide catalysts |
US20210238361A1 (en) | 2020-01-30 | 2021-08-05 | Evonik Operations Gmbh | Process for producing high-purity hydrosilylation products |
MX2022009296A (es) * | 2020-01-31 | 2022-08-15 | Dow Global Technologies Llc | Proceso de separacion de catalizadores. |
US20230046210A1 (en) | 2020-02-22 | 2023-02-16 | Covestro Deutschland Ag | Process for preparing double metal cyanide catalysts |
GB202003002D0 (en) | 2020-03-02 | 2020-04-15 | Crane Ltd | Method of preparation of a polyol block copolymer |
GB202003003D0 (en) | 2020-03-02 | 2020-04-15 | Econic Tech Ltd | A polyol block copolymer |
EP3878885A1 (de) | 2020-03-10 | 2021-09-15 | Covestro Deutschland AG | Verfahren zur herstellung von polyethercarbonatpolyolen |
EP3882297A1 (de) | 2020-03-17 | 2021-09-22 | Covestro Deutschland AG | Verfahren zur herstellung von polyethercarbonatpolyolen |
EP3885390A1 (de) | 2020-03-25 | 2021-09-29 | Covestro Deutschland AG | Verfahren zur herstellung eines etheresterols |
EP3889204A1 (de) | 2020-04-02 | 2021-10-06 | Covestro Deutschland AG | Verfahren zur herstellung eines polyoxyalkylencarbonatpolyols |
EP3892660A1 (de) | 2020-04-08 | 2021-10-13 | Covestro Deutschland AG | Polyurethanschaumstoffe basierend auf polyethercarbonatpolyolen |
EP3916055A1 (de) | 2020-05-26 | 2021-12-01 | Covestro Deutschland AG | Polycarbonat-zusammensetzungen enthaltend polyethercarbonatpolyole |
EP3922660A1 (de) | 2020-06-08 | 2021-12-15 | Covestro Deutschland AG | Verfahren zur herstellung von polyethercarbonatpolyolen |
EP3922659A1 (de) | 2020-06-08 | 2021-12-15 | Covestro Deutschland AG | Verfahren zur herstellung von polyethercarbonatpolyolen |
EP3922661A1 (de) | 2020-06-12 | 2021-12-15 | Covestro Deutschland AG | Verfahren zur herstellung von polyoxymethylen-polyoxyalkylen-copolymeren |
EP3932973A1 (en) | 2020-07-01 | 2022-01-05 | Henkel AG & Co. KGaA | Bi-functionalized polysiloxane brush copolymers |
EP3960783A1 (de) | 2020-09-01 | 2022-03-02 | Covestro Deutschland AG | Isocyanat-terminierte prepolymere auf basis von polyoxymethylen-polyoxyalkylen-blockcopolymeren, verfahren zur deren herstellung und deren verwendung |
EP3988600A1 (de) | 2020-10-20 | 2022-04-27 | Covestro Deutschland AG | Verfahren zur herstellung von polyethercarbonatalkoholen |
CN112321815B (zh) * | 2020-10-28 | 2022-09-16 | 中国石油化工股份有限公司 | 一种低气味高活性聚醚多元醇的制备方法 |
GB202017531D0 (en) | 2020-11-05 | 2020-12-23 | Econic Tech Limited | (poly)ol block copolymer |
WO2022096390A1 (de) | 2020-11-06 | 2022-05-12 | Covestro Deutschland Ag | Verfahren zur herstellung eines polyol-gemisches |
US11898007B2 (en) | 2021-02-12 | 2024-02-13 | Council Of Scientific & Industrial Research | Double metal cyanide catalyst for the production of polyether polyols and a process thereof |
WO2022189318A1 (de) | 2021-03-12 | 2022-09-15 | Covestro Deutschland Ag | Verfahren zur aufreinigung von cyclischen carbonaten |
US11572433B2 (en) | 2021-03-12 | 2023-02-07 | Covestro Llc | In-situ formed polyols, a process for their preparation, foams prepared from these in-situ formed polyols and a process for their preparation |
US11866543B2 (en) | 2021-05-06 | 2024-01-09 | Covestro Llc | Glycidyl (meth)acrylate polymer polyol stabilizers |
EP4089127A1 (en) | 2021-05-12 | 2022-11-16 | Covestro Deutschland AG | Cast polyurethane elastomers and production thereof |
WO2022258570A1 (de) | 2021-06-10 | 2022-12-15 | Covestro Deutschland Ag | Verfahren zur herstellung von polyoxymethylen-polyoxyalkylen-copolymeren |
EP4101873A1 (de) | 2021-06-11 | 2022-12-14 | Covestro Deutschland AG | Einsatz von bismut-katalysatoren zur verringerung von cyclischem propylencarbonat bei der herstellung von weichschaumstoffen basierend auf polyethercarbonatpolyolen |
EP4112674A1 (de) | 2021-06-30 | 2023-01-04 | Evonik Operations GmbH | Verfahren zur herstellung hochreiner hydrosilylierungsprodukte |
US20230039276A1 (en) | 2021-07-28 | 2023-02-09 | Covestro Llc | Novel polyether polyol blends, a process for their preparation, foams prepared from these polyether polyol blends and a process for their preparation |
US11718705B2 (en) | 2021-07-28 | 2023-08-08 | Covestro Llc | In-situ formed polyether polyols, a process for their preparation, and a process for the preparation of polyurethane foams |
CN118103137A (zh) | 2021-08-11 | 2024-05-28 | 伊科尼克技术有限公司 | 使用大环双金属催化剂与双金属氰化物催化剂的混合物通过环氧化物和co2共聚制备表面活性剂的方法 |
EP4151669A1 (de) | 2021-09-15 | 2023-03-22 | Covestro Deutschland AG | Verfahren zur herstellung von polyethercarbonatpolyolen |
CN118159578A (zh) | 2021-10-07 | 2024-06-07 | 科思创德国股份有限公司 | 制备聚氧化烯聚酯多元醇的方法 |
US11952454B2 (en) | 2021-10-18 | 2024-04-09 | Covestro Llc | Processes and production plants for producing polymer polyols |
GB202115335D0 (en) | 2021-10-25 | 2021-12-08 | Econic Tech Ltd | Surface-active agent |
US20230147479A1 (en) | 2021-11-05 | 2023-05-11 | Covestro Llc | Processes and production plants for producing polyols |
EP4194476A1 (de) | 2021-12-07 | 2023-06-14 | Covestro Deutschland AG | Polyurethanschaumstoffe basierend auf polyethercarbonatpolyolen |
WO2023104708A1 (en) | 2021-12-08 | 2023-06-15 | Covestro Deutschland Ag | Polyurethane elastomer with improved hydrolysis resistance |
EP4219576A1 (de) | 2022-01-28 | 2023-08-02 | Covestro Deutschland AG | Herstellung von aliphatischen polyurethan-polyisocyanuratschaumstoffen (pur-pir) unter verwendung eines katalysatorgemischs aus salzen organischer carbonsäuren und 1,1,3,3-tetraalkylguanidinen |
EP4219579A1 (de) | 2022-01-28 | 2023-08-02 | Covestro Deutschland AG | Herstellung von aliphatischen polyurethan-weichschaumstoffe in einem präpolymerverfahren basierend auf aliphatischen oligomeren polyisocyanaten und monohydroxyfunktionellen verbindungen |
EP4219578A1 (de) | 2022-01-28 | 2023-08-02 | Covestro Deutschland AG | Herstellung von aliphatischen polyurethan-weichschaumstoffe in einem präpolymerverfahren basierend auf aliphatischen oligomeren polyisocyanaten und monohydroxyfunktionellen verbindungen |
WO2023144058A1 (de) | 2022-01-28 | 2023-08-03 | Covestro Deutschland Ag | Herstellung von aliphatischen polyurethan-weichschaumstoffen mit verkürzten abbindezeiten (klebfreizeiten) und steigzeiten |
EP4273185A1 (en) | 2022-05-04 | 2023-11-08 | PCC Rokita SA | Method for the manufacture of a polyether diol product |
EP4279534A1 (en) | 2022-05-20 | 2023-11-22 | PCC ROKITA Spolka Akcyjna | A method for producing low unsaturation level oxyalkylates, an oxyalkylate, a use thereof and a polyurethane foam |
EP4302874A1 (de) | 2022-07-04 | 2024-01-10 | Covestro Deutschland AG | Verfahren zur herstellung von doppelmetallcyanid-katalysatoren |
CN115710164A (zh) * | 2022-12-26 | 2023-02-24 | 常州大学 | 一种异壬醇聚氧乙烯醚的制备方法及其应用方法 |
CN116217913A (zh) * | 2022-12-29 | 2023-06-06 | 杭州普力材料科技有限公司 | 一种三配体双金属络合物催化剂及其制备方法 |
Family Cites Families (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3427256A (en) * | 1963-02-14 | 1969-02-11 | Gen Tire & Rubber Co | Double metal cyanide complex compounds |
US3278458A (en) * | 1963-02-14 | 1966-10-11 | Gen Tire & Rubber Co | Method of making a polyether using a double metal cyanide complex compound |
US3278459A (en) * | 1963-02-14 | 1966-10-11 | Gen Tire & Rubber Co | Method of making a polyether using a double metal cyanide complex compound |
US3427334A (en) * | 1963-02-14 | 1969-02-11 | Gen Tire & Rubber Co | Double metal cyanides complexed with an alcohol aldehyde or ketone to increase catalytic activity |
US3829505A (en) * | 1970-02-24 | 1974-08-13 | Gen Tire & Rubber Co | Polyethers and method for making the same |
CA1155871A (en) * | 1980-10-16 | 1983-10-25 | Gencorp Inc. | Method for treating polypropylene ether and poly-1,2- butylene ether polyols |
AU551979B2 (en) * | 1982-03-31 | 1986-05-15 | Shell Internationale Research Maatschappij B.V. | Epoxy polymerisation catalysts |
US4877906A (en) * | 1988-11-25 | 1989-10-31 | Arco Chemical Technology, Inc. | Purification of polyols prepared using double metal cyanide complex catalysts |
US5010047A (en) * | 1989-02-27 | 1991-04-23 | Arco Chemical Technology, Inc. | Recovery of double metal cyanide complex catalyst from a polymer |
JPH03149222A (ja) | 1989-11-07 | 1991-06-25 | Asahi Glass Co Ltd | ポリエーテル化合物の製造方法 |
JP2960460B2 (ja) * | 1990-03-06 | 1999-10-06 | 旭硝子株式会社 | ポリエーテル類の製造方法 |
JPH03281529A (ja) | 1990-03-29 | 1991-12-12 | Asahi Glass Co Ltd | ポリエーテル化合物の製造方法 |
JP2595766B2 (ja) * | 1990-05-25 | 1997-04-02 | 旭硝子株式会社 | ポリオキシアルキレンアルコールの製造方法 |
JP2653236B2 (ja) * | 1990-10-05 | 1997-09-17 | 旭硝子株式会社 | ポリエーテル化合物の製造方法 |
JPH04314728A (ja) * | 1991-04-12 | 1992-11-05 | Asahi Glass Co Ltd | ポリエーテル類の製造方法 |
US5158922A (en) * | 1992-02-04 | 1992-10-27 | Arco Chemical Technology, L.P. | Process for preparing metal cyanide complex catalyst |
US5248833A (en) * | 1992-09-22 | 1993-09-28 | Arco Chemical Technology, L.P. | Process for purifying polyols made with double metal cyanide catalysts |
CA2138063C (en) * | 1993-12-23 | 2007-02-20 | Bi Le-Khac | Polyurethane foam-supported double metal cyanide catalysts for polyol synthesis |
-
1994
- 1994-09-08 US US08/302,296 patent/US5482908A/en not_active Expired - Lifetime
-
1995
- 1995-05-30 US US08/453,194 patent/US5536883A/en not_active Expired - Lifetime
- 1995-08-29 DK DK95305994T patent/DK0700949T3/da active
- 1995-08-29 DE DE69508009T patent/DE69508009T2/de not_active Expired - Lifetime
- 1995-08-29 AT AT95305994T patent/ATE177123T1/de not_active IP Right Cessation
- 1995-08-29 ES ES95305994T patent/ES2127997T3/es not_active Expired - Lifetime
- 1995-08-29 EP EP95305994A patent/EP0700949B1/en not_active Expired - Lifetime
- 1995-08-31 CA CA002157312A patent/CA2157312C/en not_active Expired - Lifetime
- 1995-09-05 JP JP25012195A patent/JP3479175B2/ja not_active Expired - Lifetime
- 1995-09-06 ZA ZA957474A patent/ZA957474B/xx unknown
- 1995-09-07 AU AU30487/95A patent/AU688548B2/en not_active Ceased
- 1995-09-07 HU HU9502619A patent/HU215551B/hu active IP Right Revival
- 1995-09-07 RO RO95-01576A patent/RO111742B1/ro unknown
- 1995-09-07 KR KR1019950029366A patent/KR100355336B1/ko not_active IP Right Cessation
- 1995-09-08 CN CN95118425A patent/CN1072687C/zh not_active Expired - Lifetime
- 1995-09-08 BR BR9503975A patent/BR9503975A/pt not_active IP Right Cessation
- 1995-09-08 TW TW084109401A patent/TW401429B/zh not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
EP0700949A2 (en) | 1996-03-13 |
RO111742B1 (ro) | 1997-01-30 |
HUT73052A (en) | 1996-06-28 |
ES2127997T3 (es) | 1999-05-01 |
US5482908A (en) | 1996-01-09 |
DE69508009T2 (de) | 1999-08-12 |
EP0700949B1 (en) | 1999-03-03 |
CA2157312A1 (en) | 1996-03-09 |
KR960010719A (ko) | 1996-04-20 |
AU3048795A (en) | 1996-03-21 |
HU215551B (hu) | 1999-01-28 |
US5536883A (en) | 1996-07-16 |
KR100355336B1 (ko) | 2003-01-24 |
BR9503975A (pt) | 1996-09-24 |
CN1133300A (zh) | 1996-10-16 |
CA2157312C (en) | 2008-02-19 |
JPH08104741A (ja) | 1996-04-23 |
DK0700949T3 (da) | 1999-09-27 |
JP3479175B2 (ja) | 2003-12-15 |
EP0700949A3 (en) | 1996-08-07 |
DE69508009D1 (de) | 1999-04-08 |
CN1072687C (zh) | 2001-10-10 |
AU688548B2 (en) | 1998-03-12 |
ATE177123T1 (de) | 1999-03-15 |
HU9502619D0 (en) | 1995-10-30 |
ZA957474B (en) | 1996-04-09 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
TW401429B (en) | Highly active double metal cyanide catalysts, method of preparation thereof, and use thereof in epoxide polymerization | |
TW460494B (en) | A method of making a double metal cyanide (DMC) complex | |
US5627120A (en) | Highly active double metal cyanide catalysts | |
JP3448379B2 (ja) | 二金属シアン化物錯体触媒及びその製造方法ならびに前記触媒を用いてエポキシドポリマーを製造する方法 | |
RU2191626C2 (ru) | Способ получения двойных металлоцианидных катализаторов | |
JP4043061B2 (ja) | 改良されたポリエーテル含有二重金属シアン化物触媒並びにその製法および用途 | |
KR100327813B1 (ko) | 폴리올 합성용 이중 금속 시안화물 촉매 | |
US6699961B2 (en) | DMC complex catalyst and process for its preparation | |
TW460324B (en) | Double metal cyanide catalysts containing cyclic, bidentate complexing agents and method for producing the same and polyether polyol prepared from the same | |
US6596842B2 (en) | Polymerizing alkylene oxide with sound or radiation treated DMC | |
KR100346929B1 (ko) | 폴리올합성용발포체지지형이중금속시안화물촉매및그제조방법 | |
JP2005240002A (ja) | 二重金属シアナイド(dmc)触媒、その製造方法及び使用 | |
EP1034036B1 (de) | Kristalline polyester enthaltende doppelmetallcyanid-katalysatoren für die herstellung von polyetherpolyolen | |
MXPA01011163A (es) | Catalizadores de cianuro de doble metal para la preparacion de polioleteres. | |
US6833431B2 (en) | Double-metal cyanide catalysts for preparing polyether polyols | |
RU2237515C2 (ru) | Двойной металлцианидный катализатор, способ его получения и способ получения полиэфирполиолов |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
GD4A | Issue of patent certificate for granted invention patent | ||
MK4A | Expiration of patent term of an invention patent |