CA1091698A - Procede d'alcoolyse menant a l'obtention de glycol de poly (ether de tetramethylene) - Google Patents

Procede d'alcoolyse menant a l'obtention de glycol de poly (ether de tetramethylene)

Info

Publication number: CA1091698A
Authority: CA; Canada
Prior art keywords: poly; alkanol; tetramethylene ether; catalyst; mixture
Prior art date: 1976-03-31
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA275,045A

Other languages

English (en)

Inventor

Gerfried Pruckmayr

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

EIDP Inc

Original Assignee

EI Du Pont de Nemours and Co

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1976-03-31

Filing date

1977-03-29

Publication date

1980-12-16

1977-03-29 Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co

1980-12-16 Application granted granted Critical

1980-12-16 Publication of CA1091698A publication Critical patent/CA1091698A/fr

Status Expired legal-status Critical Current

Links

LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 title claims abstract description 14
-1 poly(tetramethylene ether) Polymers 0.000 title claims abstract description 13
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 title claims abstract description 7
238000006136 alcoholysis reaction Methods 0.000 title abstract description 9
238000004519 manufacturing process Methods 0.000 title 1
239000003054 catalyst Substances 0.000 claims abstract description 18
150000005690 diesters Chemical class 0.000 claims abstract description 8
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims abstract description 5
229910052791 calcium Inorganic materials 0.000 claims abstract description 5
239000011575 calcium Substances 0.000 claims abstract description 5
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims abstract description 4
229910052788 barium Inorganic materials 0.000 claims abstract description 4
DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims abstract description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims abstract description 4
229910052749 magnesium Inorganic materials 0.000 claims abstract description 4
239000011777 magnesium Substances 0.000 claims abstract description 4
229910052712 strontium Inorganic materials 0.000 claims abstract description 4
CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 claims abstract description 4
150000004703 alkoxides Chemical class 0.000 claims abstract description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 39
238000000034 method Methods 0.000 claims description 23
238000006243 chemical reaction Methods 0.000 claims description 19
239000000203 mixture Substances 0.000 claims description 17
239000000292 calcium oxide Substances 0.000 claims description 10
ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 claims description 10
BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 claims description 8
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 7
XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 6
KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims description 6
238000009835 boiling Methods 0.000 claims description 6
125000005907 alkyl ester group Chemical group 0.000 claims description 5
125000004432 carbon atom Chemical group C* 0.000 claims description 5
230000000295 complement effect Effects 0.000 claims description 3
229920000642 polymer Polymers 0.000 claims 1
229920000909 polytetrahydrofuran Polymers 0.000 description 9
239000000047 product Substances 0.000 description 8
239000002002 slurry Substances 0.000 description 4
150000002148 esters Chemical class 0.000 description 3
239000002198 insoluble material Substances 0.000 description 3
229940022663 acetate Drugs 0.000 description 2
QVQLCTNNEUAWMS-UHFFFAOYSA-N barium oxide Chemical compound [Ba]=O QVQLCTNNEUAWMS-UHFFFAOYSA-N 0.000 description 2
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 2
239000000920 calcium hydroxide Substances 0.000 description 2
229910001861 calcium hydroxide Inorganic materials 0.000 description 2
238000001914 filtration Methods 0.000 description 2
239000012467 final product Substances 0.000 description 2
238000012844 infrared spectroscopy analysis Methods 0.000 description 2
235000001055 magnesium Nutrition 0.000 description 2
229940091250 magnesium supplement Drugs 0.000 description 2
239000000463 material Substances 0.000 description 2
229920000728 polyester Polymers 0.000 description 2
239000004814 polyurethane Substances 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
238000003756 stirring Methods 0.000 description 2
241000905957 Channa melasoma Species 0.000 description 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
XUIIKFGFIJCVMT-LBPRGKRZSA-N L-thyroxine Chemical compound IC1=CC(C[C@H]([NH3+])C([O-])=O)=CC(I)=C1OC1=CC(I)=C(O)C(I)=C1 XUIIKFGFIJCVMT-LBPRGKRZSA-N 0.000 description 1
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
239000002253 acid Substances 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
150000008064 anhydrides Chemical class 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
238000005119 centrifugation Methods 0.000 description 1
230000000332 continued effect Effects 0.000 description 1
230000002844 continuous effect Effects 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000010908 decantation Methods 0.000 description 1
238000010586 diagram Methods 0.000 description 1
125000004185 ester group Chemical group 0.000 description 1
238000005048 flame photometry Methods 0.000 description 1
230000005484 gravity Effects 0.000 description 1
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
229910052753 mercury Inorganic materials 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
239000000843 powder Substances 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
JFALSRSLKYAFGM-UHFFFAOYSA-N uranium(0) Chemical compound [U] JFALSRSLKYAFGM-UHFFFAOYSA-N 0.000 description 1

Landscapes

Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CA275,045A 1976-03-31 1977-03-29 Procede d'alcoolyse menant a l'obtention de glycol de poly (ether de tetramethylene) Expired CA1091698A (fr)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date
US67255776A	1976-03-31	1976-03-31
US672,557		1976-03-31
US76751077A	1977-02-14	1977-02-14
US767,510		1977-02-14

Publications (1)

Publication Number	Publication Date
CA1091698A true CA1091698A (fr)	1980-12-16

Family

ID=27100782

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA275,045A Expired CA1091698A (fr)	1976-03-31	1977-03-29	Procede d'alcoolyse menant a l'obtention de glycol de poly (ether de tetramethylene)

Country Status (1)

Country	Link
CA (1)	CA1091698A (fr)

1977
- 1977-03-29 CA CA275,045A patent/CA1091698A/fr not_active Expired

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Legal Events

Date	Code	Title	Description
1997-12-16	MKEX	Expiry