CN110683961B - 2，2,- [ (2-hydroxyethyl) -amino]Preparation and application of bicyclohexyl alcohol - Google Patents

2，2,- [ (2-hydroxyethyl) -amino]Preparation and application of bicyclohexyl alcohol Download PDF

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CN110683961B
CN110683961B CN201910936986.6A CN201910936986A CN110683961B CN 110683961 B CN110683961 B CN 110683961B CN 201910936986 A CN201910936986 A CN 201910936986A CN 110683961 B CN110683961 B CN 110683961B
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hydroxyethyl
amino
bicyclohexyl
alcohol
monoethanolamine
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CN110683961A (en
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曾君
陈烽
司宏振
宋南京
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Anhui Conch Material Technology Co ltd
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
    • C04B24/12—Nitrogen containing compounds organic derivatives of hydrazine
    • C04B24/122—Hydroxy amines
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B7/00—Hydraulic cements
    • C04B7/36—Manufacture of hydraulic cements in general
    • C04B7/48—Clinker treatment
    • C04B7/52—Grinding ; After-treatment of ground cement
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/10—Separation; Purification; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B2103/00—Function or property of ingredients for mortars, concrete or artificial stone
    • C04B2103/52—Grinding aids; Additives added during grinding

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  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Ceramic Engineering (AREA)
  • Materials Engineering (AREA)
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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention discloses a preparation method and application of 2, 2 '- [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol, and the preparation method of the 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol comprises the following steps: uniformly mixing monoethanolamine and weak acid, vacuumizing to-0.050 to-0.098 Mpa, and heating to 40 to 60 ℃; adding epoxy cyclohexane, controlling the pressure of a reaction system, and heating for reaction to obtain 2, 2 '- [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol, wherein the method can be used for producing high-purity 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol; the prepared 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol is used as a cement grinding aid and has the advantages of wide adaptability, good synergistic effect, improvement on the compatibility of cement and a water reducing agent and the like.

Description

Preparation and application of 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl
Technical Field
The invention belongs to the technical field of chemical building materials, and relates to preparation and application of 2, 2 '- [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol, in particular to a preparation method of 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol and application thereof as a cement grinding aid.
Background
The cement grinding aid is a cement additive used in the cement grinding process, can obviously improve the grinding efficiency, reduce the power consumption of the cement grinding, participate in the hydration of the cement to improve the cement strength and reduce the consumption of cement clinker, and has obvious economic and social benefits.
The cement grinding aid is mainly composed of alcohol amine substances, and commonly comprises Triethanolamine (TEA), Triisopropanolamine (TIPA), diethanol monoisopropanolamine (DEIPA), monoethanol diisopropanolamine (EDIPA) and the like. Although the cement grinding aid compounded by the alcamines has good grinding and enhancing effects, the compatibility problem of cement and a water reducing agent cannot be improved; the cement doped with the cement grinding aid has the problem of poor compatibility between cement and a water reducing agent due to narrow particle size distribution after grinding.
Disclosure of Invention
In order to solve the technical problems, the invention provides a preparation method and application of 2, 2 ' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol, in particular to application of 2, 2 ' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol serving as a cement grinding aid, and the cement grinding aid prepared by taking the 2, 2 ' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol as a main component has the advantage of obviously improving the compatibility of cement and a water reducing agent.
The invention provides a preparation method of 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl, which comprises the following steps:
(1) Uniformly mixing monoethanolamine and weak acid, vacuumizing to-0.050 to-0.098 Mpa, and heating to 40 to 60 ℃;
(2) adding epoxy cyclohexane, controlling the pressure of the reaction system, and heating for reaction to obtain 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol.
In the step (2), the pressure of the reaction system is-0.08-0.5 MPa; the heating reaction temperature is 50-110 ℃, and the heating reaction time is 5-10 h.
The weak acid is selected from any one or more of formic acid, acetic acid, propionic acid, butyric acid, valeric acid, fumaric acid, tartaric acid, maleic anhydride, citric acid, benzoic acid, salicylic acid and phthalic acid.
Further, the weak acid is preferably selected from any one or more of formic acid, acetic acid or propionic acid.
Still further, the weak acid is preferably acetic acid.
The amount ratio of the weak acid, the monoethanolamine and the cyclohexene oxide is 0.0001-0.05: 1: 1.95 to 2.05.
The monoethanolamine can also be replaced by an aqueous solution of monoethanolamine; in the water solution of the monoethanolamine, the mass concentration of the monoethanolamine is 65.0-95%, the water in the water solution of the ethanolamine can accelerate the reaction speed, and the appropriate water content can accelerate the reaction speed and simultaneously keep high conversion rate.
The mass percentage of the epoxy cyclohexane is 96.0-99.9%.
The invention also provides 2, 2 '- [ (2-hydroxyethyl) -amino ] bicyclohexyl prepared by the preparation method, and the structural formula of the 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl is as follows:
Figure BDA0002221842330000021
the invention also provides the application of the 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol prepared by the preparation method as a cement additive.
The addition amount of the 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl in the cement is 0.001-0.05%, and preferably 0.001-0.05%.
In the preparation method of 2, 2 ' - [ (2-hydroxyethyl) -amino ] bicyclohexyl, a small amount of organic weak acid is added, the organic weak acid can react with quaternary ammonium base generated in the reaction process to generate quaternary ammonium salt, so that side reaction is inhibited, the content of byproducts such as 2, 2 ' - [ (2-hydroxyethyl) -amino ] bicyclohexyl isomer and amine ether is greatly reduced, and high-purity 2, 2 ' - [ (2-hydroxyethyl) -amino ] bicyclohexyl is obtained.
The preparation method can be used for producing high-purity 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl; the preparation method has the advantages of simple operation, convenient preparation and low cost, can effectively improve the purity of the 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl, and is suitable for industrial large-scale production.
The 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl prepared by the preparation method provided by the invention is used as a cement grinding aid, and has the advantages of wide adaptability, good synergistic effect, improvement on the compatibility of cement and a water reducing agent and the like.
Drawings
FIG. 1 shows the synthesis equation of 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexanol.
Detailed Description
The present invention will be further illustrated with reference to the following examples.
Example 1
A process for the preparation of 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexanol comprising the steps of:
(1) adding monoethanolamine and acetic acid into a reaction vessel, uniformly stirring, vacuumizing to-0.050 Mpa, and heating to 47 ℃; the monoethanolamine accounts for 99.1 percent by mass, and the molar ratio of the acetic acid to the monoethanolamine is 0.009: 1;
(2) continuously adding epoxy cyclohexane into a reaction vessel, wherein the mass percent of the epoxy cyclohexane is 98.7%, the molar ratio of monoethanolamine to epoxy cyclohexane is 1:1.95, the reaction temperature is controlled at 68 ℃, the pressure is 0.06MPa, and the reaction is carried out for 9h to obtain 98.1% by mass of 2, 2 '- [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol, and diluting the product with water to obtain 85.1% by mass of 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol.
Example 2
A process for the preparation of 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexanol comprising the steps of:
(1) adding monoethanolamine and acetic acid into a reaction vessel, uniformly stirring, vacuumizing to-0.063 Mpa, and heating to 48 ℃; the monoethanolamine accounts for 99.3 percent by mass, and the molar ratio of the acetic acid to the monoethanolamine is 0.006: 1;
(2) and continuously adding epoxy cyclohexane into the reaction vessel, wherein the mass percent of the epoxy cyclohexane is 98.3%, the molar ratio of monoethanolamine to epoxy cyclohexane is 1:1.99, the reaction temperature is controlled to be 65 ℃, the pressure is 0.06MPa, and the reaction is carried out for 8h to obtain 98.2% by mass of 2, 2 ' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol, and diluting the 2, 2 ' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol into 85.2% by mass of 2, 2 ' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol by using water.
Example 3
A process for the preparation of 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexanol comprising the steps of:
(1) adding monoethanolamine and acetic acid into a reaction vessel, uniformly stirring, vacuumizing to-0.065 Mpa, and heating to 53 ℃; the monoethanolamine accounts for 98.1% by mass, and the molar ratio of the acetic acid to the monoethanolamine is 0.006: 1;
(2) and continuously adding epoxy cyclohexane into the reaction vessel, wherein the mass percent of the epoxy cyclohexane is 96.7%, the molar ratio of monoethanolamine to epoxy cyclohexane is 1:1.98, the reaction temperature is controlled at 73 ℃, the pressure is 0.11MPa, and the reaction is carried out for 8h to obtain 96.6% by mass of 2, 2 '- [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol which is diluted into 85.3% by mass of 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol by water.
Example 4
A process for the preparation of 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl, comprising the steps of:
(1) adding an aqueous solution of monoethanolamine and acetic acid into a reaction vessel, uniformly stirring, vacuumizing to-0.068 Mpa, and heating to 53 ℃; in the monoethanolamine aqueous solution, the mass concentration of monoethanolamine is 85.1%, and the molar ratio of acetic acid to monoethanolamine is 0.007: 1;
(2) and continuously adding epoxy cyclohexane into the reaction vessel, wherein the mass percent of the epoxy cyclohexane is 99.1%, the molar ratio of monoethanolamine to epoxy cyclohexane is 1:1.97, the reaction temperature is controlled at 72 ℃, the pressure is 0.14MPa, and the reaction is carried out for 6h to obtain 85.4% by mass of 2, 2 ' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol, and diluting the 2, 2 ' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol into 85.2% by mass of 2, 2 ' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol by using water.
Comparative example 1
The mass percentage of triethanolamine sold on the market is 85.2%.
Comparative example 2
The mass percentage of the diethanol monoisopropanolamine sold in the market is 85.3%.
Comparative example 3
Triisopropanolamine sold in the market has the mass percentage of 85.1 percent.
The beneficial effects of the 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol of the present invention are demonstrated below by grinding aid and reinforcing effects on cement.
1. Laboratory Mill experiment
Referring to GB/T26748-: and (3) performing a comparison experiment with or without grinding aid on 95% of clinker and 5% of dihydrate gypsum, grinding for 28 minutes, and judging the grinding aid effect by testing the percentage of the cement residue on the screen of 45um after grinding.
TABLE 1 grinding aid Effect
Grinding aid Blending amount; is based on Percent screen residue of 45 u; is based on 45u triage reduction value; is based on
Blank space 15.5
Example 1 0.02 11.4 4.1
Example 2 0.02 11.3 4.2
Example 3 0.02 11.5 4.0
Example 4 0.02 11.2 4.3
Example 4+ comparative example 1 0.01+0.01 11.3 4.2
Example 4+ comparative example 2 0.01+0.01 11.5 4.0
Example 4+ comparative example 3 0.01+0.01 11.0 4.5
Comparative example 1 0.02 12.1 3.1
Comparative example 2 0.02 12.5 2.7
Comparative example 3 0.02 12.0 3.2
The 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl prepared by the invention has a grinding-aiding effect superior to that of common triethanolamine, diethanol monoisopropanolamine and triisopropanolamine in the market, and has a good coordination effect when being respectively compounded with the triethanolamine, the diethanol monoisopropanolamine and the triisopropanolamine for use.
2. Laboratory modular experiment
Referring to GB/T17671-1999 Cement mortar Strength test method, P.O 42.5.5R cement is selected for comparison of compressive strength with and without grinding aid. And (3) making comparison of the spreading degrees of the mortars with and without grinding aid by referring to Q/XTL 46-2012 'testing method for spreading degree of the mortars'.
TABLE 2 compressive Strength and mortar spread contrast results
Figure BDA0002221842330000061
Figure BDA0002221842330000071
The reinforcing effect of the prepared 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl on cement is better than that of common triethanolamine, diethanol monoisopropanolamine and triisopropanolamine on the market; and when the compound is respectively compounded with triethanolamine, diethanolisopropanolamine and triisopropanolamine for use, the coordination effect is better.
The 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol prepared by the method has better effect of improving the compatibility of cement and a water reducing agent than common triethanolamine, diethanol monoisopropanolamine and triisopropanolamine on the market; and when the compound is respectively compounded with triethanolamine, diethanolisopropanolamine and triisopropanolamine for use, the coordination effect is better.
In conclusion, the 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl disclosed by the invention has the advantages of wide adaptability, good synergistic effect, improvement on the compatibility of cement and a water reducing agent and the like when being used as a cement grinding aid. The preparation method of 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl has the advantages of simplicity in operation, convenience in preparation, low cost, high purity and the like.
The above detailed description of the preparation and use of 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexanol with reference to the examples is illustrative and not restrictive, and several examples may be cited within the limits set forth, so that variations and modifications may be made without departing from the general inventive concept and are intended to be within the scope thereof.

Claims (8)

  1. A process for the preparation of 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl, characterised in that it comprises the steps of:
    (1) uniformly mixing monoethanolamine and weak acid, vacuumizing to-0.050 to-0.098 Mpa, and heating to 40 to 60 ℃;
    (2) adding epoxy cyclohexane, controlling the pressure of a reaction system, and heating to react to obtain 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl;
    the weak acid is selected from any one or more of formic acid, acetic acid and propionic acid;
    the amount ratio of the weak acid, the monoethanolamine and the cyclohexene oxide is 0.0001-0.05: 1: 1.95 to 2.05.
  2. 2. The preparation method according to claim 1, wherein in the step (2), the pressure of the reaction system is-0.08 to 0.5 MPa; the heating reaction temperature is 50-110 ℃, and the heating reaction time is 5-10 h.
  3. 3. The method according to claim 1 or 2, wherein the weak acid is selected from any one or more of formic acid, acetic acid or propionic acid.
  4. 4. The method according to claim 1 or 2, wherein the weak acid is acetic acid.
  5. 5. The production method according to claim 1 or 2, wherein the monoethanolamine is further replaced with an aqueous solution of monoethanolamine; in the monoethanolamine aqueous solution, the mass concentration of monoethanolamine is 65.0-95%.
  6. 6. The 2,2 '- [ (2-hydroxyethyl) -amino ] bicyclohexanol prepared according to any one of claims 1 to 5, wherein the 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexanol has the formula:
    Figure DEST_PATH_IMAGE002
    。
  7. 7. use of 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol, prepared by the process according to any one of claims 1 to 5, as a cement additive.
  8. 8. Use according to claim 7, wherein 2, 2' - [ (2-hydroxyethyl) -amino ] bicyclohexyl alcohol is added in an amount of 0.001% to 0.1% in the cement.
CN201910936986.6A 2019-09-29 2019-09-29 2，2,- [ (2-hydroxyethyl) -amino]Preparation and application of bicyclohexyl alcohol Active CN110683961B (en)

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002278091A (en) * 2001-03-19 2002-09-27 Nagase Kasei Kogyo Kk Photoresist remover composition and method for removing photoresist using the same
CN1479763A (en) * 2000-12-13 2004-03-03 ����ķ�ն���ϩ��Ӽ����޹�˾ Stabilizer system for stabilizing polymers containing halogen
CN103717569A (en) * 2011-07-28 2014-04-09 安格斯化学公司 Aminoalcohol compounds and their use as zero or low voc additives for paints and coatings
CN106831450A (en) * 2017-01-05 2017-06-13 湖南理工学院 The technique that a kind of 7-oxa-bicyclo[4.1.0 prepares 2 (N hydroxyalkyls) cyclohexanol and 2 (N, N dihydroxyalkyl) cyclohexanol

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1479763A (en) * 2000-12-13 2004-03-03 ����ķ�ն���ϩ��Ӽ����޹�˾ Stabilizer system for stabilizing polymers containing halogen
JP2002278091A (en) * 2001-03-19 2002-09-27 Nagase Kasei Kogyo Kk Photoresist remover composition and method for removing photoresist using the same
CN103717569A (en) * 2011-07-28 2014-04-09 安格斯化学公司 Aminoalcohol compounds and their use as zero or low voc additives for paints and coatings
CN106831450A (en) * 2017-01-05 2017-06-13 湖南理工学院 The technique that a kind of 7-oxa-bicyclo[4.1.0 prepares 2 (N hydroxyalkyls) cyclohexanol and 2 (N, N dihydroxyalkyl) cyclohexanol

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
"Effect of Cyclohexylene Bridges on the Metal Ion Size Based Selectivity of Ligands in Aqueous Solution";Alvaro S. de Sousa et al.;《Inorg. Chem.》;19911231;第30卷(第18期);第3525-3529页 *

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