CN1310159A - Method of maintaining color of nonyl phenol - Google Patents

Method of maintaining color of nonyl phenol Download PDF

Info

Publication number
CN1310159A
CN1310159A CN 00111723 CN00111723A CN1310159A CN 1310159 A CN1310159 A CN 1310159A CN 00111723 CN00111723 CN 00111723 CN 00111723 A CN00111723 A CN 00111723A CN 1310159 A CN1310159 A CN 1310159A
Authority
CN
China
Prior art keywords
nonyl phenol
color
colour
ing
hydrazine
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CN 00111723
Other languages
Chinese (zh)
Other versions
CN1094117C (en
Inventor
祝庆
姚亚平
陈永福
袁梅卿
金萍
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.)
Sinopec Shanghai Research Institute of Petrochemical Technology
China Petrochemical Corp
Original Assignee
Sinopec Shanghai Research Institute of Petrochemical Technology
China Petrochemical Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sinopec Shanghai Research Institute of Petrochemical Technology, China Petrochemical Corp filed Critical Sinopec Shanghai Research Institute of Petrochemical Technology
Priority to CN00111723A priority Critical patent/CN1094117C/en
Publication of CN1310159A publication Critical patent/CN1310159A/en
Application granted granted Critical
Publication of CN1094117C publication Critical patent/CN1094117C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Landscapes

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

Abstract

The present invention aims at solving the problem of great amount of color stabilizer used, and poor high temperature color stability. The present invention is one technological scheme of adding to nonyl phenol the color stabilizer comprising hydrazine compound and triphenyl phosphite. It may be used in industrial production.

Description

The method that keeps color of nonyl phenol
The present invention relates to keep the method for color of nonyl phenol.
Nonyl phenol is a kind of important fine-chemical intermediate, has purposes widely in fields such as tensio-active agent, lubricating oil additive, textile printing and dyeing paper making additives.The main union alkene of nonyl phenol and phenol chemical combination under the effect of an acidic catalyst form, and pure product are colourless transparent liquid.Because a variety of causes, industrial nonyl phenol product is easy to oxidation stain in storage process or the production process in derived product, and this sometimes variable color process is very rapid, can directly influence the sale and the use of nonyl phenol.Cause the factor of nonyl phenol product variable color a lot, all can variable color when nonyl phenol touches light, high temperature, dissolved trace metal, alkali and water vapor.Therefore, in the building-up process of nonyl phenol, material purity, processing condition, equipment material, accumulating mode etc. all can influence the color and luster and the color stability of nonyl phenol.Although both at home and abroad the variable color to phenolic compound has more research, up to now, to the variable color mechanism of nonyl phenol, to cause the look species still not fully aware of.
By adding that suitable stablizer changes with color and luster stable and that suppress the phenol derivmives blend biology is one of major measure of taking of most of research work.Hydrazine and derivative thereof comprise that hydrazine, hydrazine hydrate, semicarbazides etc. have color and luster stabilization preferably to monohydroxy and aromatic amine compounds under room temperature and lower temperature in numerous stablizers.According to patent US1973724, hydrazine class compound can directly add in the aromatic amine or phenol behind the purifying, also can directly add and carry out distillation purifying in the impurity again.With phenol is example, adds 0.01%, 0.03% and 0.005% hydrazine hydrate respectively and place sealed glass jars together with undressed phenol sample in phenol, and carry out the color stability experiment under direct sunlight.The sample that does not add hydrazine hydrate just began variable color in 5 hours, and the sample of adding hydrazine hydrate can keep respectively 4 days, 13 days and nondiscoloration in 26 days.But under the higher temperature or under the situation of being heated for a long time, the color and luster stabilization of hydrazine and derivative thereof obviously descends.Sample color and luster even can surpass undressed nonyl phenol sample in some cases.This just might cause disadvantageous effect to the production of derived product, and particularly bigger to those production process that need react under comparatively high temps influences, the consumption of hydrazine class compound is also bigger in addition.
The objective of the invention is in order to overcome in the past colour(ing)stabiliser large usage quantity in the document, and under comparatively high temps, the shortcoming that color stability can differ from provides a kind of method of new maintenance color of nonyl phenol.It is few that this method has a colour(ing)stabiliser consumption, and not only have good color and luster stabilization under room temperature or lesser temps, and can significantly improve the characteristics of hydrazine class compound color and luster stabilising effect under comparatively high temps.
The objective of the invention is to be achieved through the following technical solutions: a kind of method that keeps color of nonyl phenol, the colour(ing)stabiliser that in nonyl phenol, adds nonyl phenol weight 0.002~0.1%, colour(ing)stabiliser comprises hydrazine class compound and triphenyl phosphite, wherein in weight ratio, hydrazine class compound: triphenyl phosphite is 5: 1~1: 5.
In the technique scheme, the preferable range of colour(ing)stabiliser add-on is 0.002~0.01%; Hydrazine class compound is selected from hydrazine, hydrazine hydrate, semicarbazides or its mixture; In weight ratio, hydrazine class compound: the triphenyl phosphite preferable range is 2: 1~1: 2.
The addition manner of colour(ing)stabiliser can be directly to add or add with the solution form, but more convenient with direct interpolation.The color stability of colour(ing)stabiliser can be estimated in lucifuge not, do not carried out under the secluding air condition, and evaluation temperature is from room temperature to 120 ℃.The color measuring method is measured with spectrophotometer method with reference to GB3143-82.
Among the present invention owing in hydrazine class compound, added triphenyl phosphite, the color stability of colour(ing)stabiliser can be improved greatly, make it not only can be useful in color of nonyl phenol under room temperature and the lesser temps, and can be under 120 ℃, make nonyl phenol still keep color stability energy preferably, and its consumption is 0.002~0.1% of a nonyl phenol weight only, has obtained effect preferably.
The invention will be further elaborated below by embodiment.[embodiment 1]
The industrial nonyl phenol product of fetching with factory is a research object, takes by weighing 50 respectively and restrains in three the 100 milliliters of wide-necked bottles that are placed in.With the sample that is untreated as standard, its color and luster is 44Hazen, add 0.005% and 0.01% colour(ing)stabiliser of nonyl phenol weight in its dodo split respectively, wherein the weight ratio of hydrazine hydrate and triphenyl phosphite is 2: 1, in lucifuge not, do not compare test under the condition of secluding air, room temperature, its color and luster changing conditions of results of regular determination, the result is as shown in table 1.
Table 1
Figure A0011172300041
Colour(ing)stabiliser of the present invention as can be seen from the table is at normal temperature, non-lucifuge and do not have the satisfactory stability color and luster and suppress the effect that color and luster produces under the secluding air situation, has certain decolourization for the industrial nonyl phenol product that produces certain color and luster.[embodiment 2]
According to operation steps and the condition of embodiment 1, just changing the examination temperature is 60 ℃, and the usage quantity of colour(ing)stabiliser, and its evaluation result sees the following form 2.
Table 2
Colour(ing)stabiliser of the present invention as can be seen from Table 2 still has good steady look and presses down the look ability at 60 ℃, and its effect that the industrial nonyl phenol that produced certain color and luster is faded is more obvious simultaneously.[embodiment 3]
60 ℃ of following colour(ing)stabilisers of the present invention and steady look effect of single hydrazine hydrate stablizer and contrast experiment.
Respectively claim 50 to restrain in three wide-necked bottles that are placed in the nonyl phenol that newly steams, with the sample that is untreated as standard, in other two bottles, add 0.05% colour(ing)stabiliser of the present invention (wherein the mass ratio of hydrazine hydrate and triphenyl phosphite is 1: 1) of nonyl phenol weight and 0.05% hydrazine hydrate respectively, in 60 ℃, do not carry out stable contrast experiment under the condition of secluding air, experimental result sees Table 3.
Table 3
Figure A0011172300052
Experiment shows that the color and luster stabilization of hydrazine hydrate obviously descends along with the prolongation of heat-up time, and when being heated to 29 days, hydrazine hydrate not only can not play steady look effect but also the nonyl phenol product color is further deepened.The steady look ability of colour(ing)stabiliser of the present invention obviously is better than single hydrazine hydrate stablizer.[embodiment 4]
120 ℃ of following colour(ing)stabilisers of the present invention and steady look effect of single hydrazine hydrate stablizer and contrast experiment.
Experimental implementation and colour(ing)stabiliser of the present invention are formed with embodiment 3, and color stability is tested at 120 ℃, does not carry out under the secluding air, and experimental result sees Table 4.
Table 4
Figure A0011172300061
Stablizer of the present invention as can be seen from Table 4 at high temperature still has to be stablized color and luster preferably and suppresses the ability that color and luster produces, and can obviously improve hydrazine hydrate at high temperature to the stabilization of color of nonyl phenol by adding triphenyl phosphite.

Claims (4)

1, a kind of method that keeps color of nonyl phenol, it is characterized in that in nonyl phenol, adding the colour(ing)stabiliser of nonyl phenol weight 0.002~0.1%, colour(ing)stabiliser comprises hydrazine class compound and triphenyl phosphite, wherein in weight ratio, hydrazine class compound: triphenyl phosphite is 5: 1~1: 5.
2, according to the method for the described maintenance color of nonyl phenol of claim 1, the add-on that it is characterized in that colour(ing)stabiliser is 0.002~0.01% of a nonyl phenol weight.
3,, it is characterized in that hydrazine class compound is selected from hydrazine, hydrazine hydrate, semicarbazides or its mixture according to the method for the described maintenance color of nonyl phenol of claim 1.
4, according to the method for the described maintenance color of nonyl phenol of claim 1, it is characterized in that in weight ratio hydrazine class compound: triphenyl phosphite is 2: 1~1: 2.
CN00111723A 2000-02-24 2000-02-24 Method of maintaining color of nonyl phenol Expired - Fee Related CN1094117C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN00111723A CN1094117C (en) 2000-02-24 2000-02-24 Method of maintaining color of nonyl phenol

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN00111723A CN1094117C (en) 2000-02-24 2000-02-24 Method of maintaining color of nonyl phenol

Publications (2)

Publication Number Publication Date
CN1310159A true CN1310159A (en) 2001-08-29
CN1094117C CN1094117C (en) 2002-11-13

Family

ID=4581626

Family Applications (1)

Application Number Title Priority Date Filing Date
CN00111723A Expired - Fee Related CN1094117C (en) 2000-02-24 2000-02-24 Method of maintaining color of nonyl phenol

Country Status (1)

Country Link
CN (1) CN1094117C (en)

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3422030A (en) * 1966-05-11 1969-01-14 Nat Poly Chem Inc Alkyl phenyl phosphite inhibitors for alkylated phenols

Also Published As

Publication number Publication date
CN1094117C (en) 2002-11-13

Similar Documents

Publication Publication Date Title
CN101921405B (en) Methyltin composite heat stabilizer and preparation method thereof
CN102964744B (en) Thermal stabilizer for aluminate modified molecular sieve PVC and preparation method thereof
US4386224A (en) Color stabilization of monoalkyl phenols
CN102898741A (en) Polyvinyl chloride heat stabilizer and preparation method thereof
CN105603710B (en) A kind of environmentally friendly desizing agent for high density dacron and preparation method thereof
SU969721A1 (en) Thermoindicator coating
CN1785814A (en) Preparation method of anhydrous cerium chloride
Aljahdali et al. Mixed bivalent transition metal complexes of 1, 10-phenanthroline and 2-aminomethylthiophenyl-4-bromosalicylaldehyde Schiff base: Spectroscopic, molecular modeling and biological activities
Van Meter et al. Solvation of the tris (1, 10-phenanthroline) iron (II) cation as measured by solubility and nuclear magnetic resonance shifts
CN1094117C (en) Method of maintaining color of nonyl phenol
CN116730952B (en) Preparation method of alkyl ketene dimer
CN109879906B (en) Process for the preparation of phosphoric esters
Asaro et al. Electrochemical oxidation of rhenium alkyl complexes of the type [Re (. eta.-C5H5)(NO)(PPh3) R]: implications for the mechanism of hydride abstraction by Ph3C+ PF6
Larsson The hydrolysis of dimethylamido-ethoxy-phosphoryl cyanide (Tabun)
CN107118762B (en) A kind of micro Ce of detection3+Fluorescent reagent, preparation method and application
CN1094118C (en) Method of stabilizing color of nonyl phenol
CN103012483A (en) Phenol-free phosphite ester, as well as preparation method and application thereof
CN113896945A (en) PVC composite heat stabilizer, application thereof and polyvinyl chloride product
CN110003267B (en) Phosphoric acid ester stabilizer
Si et al. Study of the fluorescence of the europium–thenoyltrifluoroacetone–cetyltrimethylammonium bromide–Triton X-100 system
CN108383692A (en) It is a kind of inhibit alkylphenol discoloration compound steady toner and its application
CN1130325C (en) Aliphatic alkane aldehyde having better storage stability and method for raising storage stability
EP0352855B1 (en) Inhibitors of corrosion in high-strength and medium-strength steels
CN112521999A (en) Lubricating oil metal deactivator mixture and preparation method thereof
WO2021130173A1 (en) Antifoam and defoamer product

Legal Events

Date Code Title Description
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C06 Publication
PB01 Publication
C14 Grant of patent or utility model
GR01 Patent grant
C17 Cessation of patent right
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20021113

Termination date: 20120224